Professional Documents
Culture Documents
a
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Page 1 of 26
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UNIT-1 STEREO|SoMER1SM
re
re
Ca
Ca
somasThe a -those dhorial supstanus which has
Sama mole ularormula bu diffe swcural
prmulo andni phunomuia iskouwn as
a
a
Tso meism". (thuy hae olso diffent pogesties
rm
rm
rm
ha
ha
ha
-Ch-oH Ch-0-h
lP
lP
lP
Cehyl olohol) (Dinthyl ethur).
el
el
el
w
w
re
re
Tsomejsm
Ca
Ca
Suua StercoisoMenjm
IcoySm (SaMA Molesdan and
same Moleula formula sduchura formula,
a
a
bur diftt in shucuM). bu differt arangemn
rm
rm
rm
fafdm in spaa dut to
ha
ha
ha
Chaun TsomerisM rotatim).
lP
lP
lP
Posihion Isomensm
el
el
el
Meamovism
w
funcional
re
re
Ca
Tomerism ToMeal om
a
a
rm
rm
rm
Website :- www.carewellpharma.in
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rm
rm
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Page 2 of 26
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re
re
StereokonmeriM t is form of iomotsm in whin
a
Ca
Ca
Moletvies hae-hi sam molewln formula
aud san sbvctural ormul bu different in amngumv
of atomsl4oups in spau
e 2 dichlorochnt
a
a
rm
rm
rm
OR
ha
ha
ha
Cis- 12-didhloroetnnuA
lP
lP
lP
Trans-1,2-djbrotHun
el
el
el
Optical isomerism > It is a typ o steeoisomerjum, in
w
w
a
re
re
which Molewles nave Same Molecwlar, stncrual
Ca
a
rm
rm
rm
Lachic fAcid (CgMo)
ha
ha
ha
lP
lP
lP
CooH C0oH
el
el
el
HO (-H HC-DH
w
w
re
re
Ca
Ca
a
rm
rm
rm
Website :- www.carewellpharma.in
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Page 3 of 26
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calfttiul
Oph
re
re
Ca
Ca
Th of any Substanu o
power rotau plan
polaised ligm (PpL) fpom axs to doRwiL or s
aticdocRwiL divechim is Calldophcal achu And
Substant i known as optical acfive subshnu
or
a
a
Delerminahion,
rm
rm
rm
Polaricer (Nítol prism)- (alo3, wMch gahoned ondinany
odinany
ha
ha
ha
ig OnL panL and make PPL Cpla
lP
lP
lP
polanised lht).
el
el
el
A
w
w
re
re
Cordinay ugJ (Nicol prismJ CPlana polarikad Lgh
Ca
Ca
Polavimeler,ohidh checR and Maakns ophical acHt
Soluhion (ueckina)
0 ekwise
Fotahon
E/
a
a
rm
rm
rm
Ordinany Nicol PPL Polarimuler
ha
ha
Rotah'on
lP
lP
lP
el
el
re
in which we
tubt
atiuty
Ca
Ca
CheR optical
a
rm
rm
rm
Website :- www.carewellpharma.in
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rm
rm
rm
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Page 4 of 26
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w
re
re
Ca
Ca
a
a
rm
rm
rm
ha
ha
ha
lP
lP
lP
el
el
el
w
w
Rotaiom is of two typus
re
re
PPL clocRwic direcion,A soluhonis
Ca
a
rm
rm
rm
ha
ha
ha
lP
lP
lP
el
el
el
w
w
re
re
Ca
Ca
a
a
rm
rm
rm
Website :- www.carewellpharma.in
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rm
rm
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Page 5 of 26
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re
re
.Enauhiomers
Ca
Ca
Tha qptical isours whch a non-super
a
Yotation of 180 is Lallod Enantomuninm
rm
rm
rm
enauiomer Dy
ha
ha
ha
Lachc aud
lP
lP
lP
COoH
el
el
el
COOH
Mior imaaA oF
w
w
H-C-oH
re
re
H each thur aud
Ca
Ca
alo nm-Supen
imposabl
a
rm
rm
rm
Spatial OrranguMwit.
ha
ha
ha
Muling poin, densit olubilil,
, cölbUY
Thy hove SAmA
lP
lP
lP
reathiui acids+baun.
el
el
el
and tonands
w
re
ditfernt roalon
Th hove
Ca
Ca
a
rm
rm
rm
Website :- www.carewellpharma.in
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a
rm
rm
rm
ha
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Page 6 of 26
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DiasteeoisoMAU AM
re
re
Tha shereoisoms
Ca
Ca
thar ak nom-miror image ofF
and also on-super imposolblu oF eah othur
OL Called"Diasteeoiomars".
a
Diasereoisoms have differen propertle, suh as mlig
rm
rm
rm
poi boiling poul e
ha
ha
ha
lP
lP
lP
COOH COOH
AO
el
el
el
-OH H--DH
w
w
H
DiasveoiBMrs
re
re
H- C- OH Ho- -H
Ca
ChoH
Ca
0 A
a
a
H-C -0H H-CoH Ota serebisomrd
rm
rm
Br- -H H-C-Rr rm
ha
ha
ha
1
lP
lP
lP
el
el
el
DiasfenoisoMOS
w
C
re
re
Ca
H- C
-B -C- H
Enouiomrt
a
a
rm
rm
rm
Website :- www.carewellpharma.in
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a
rm
rm
rm
ha
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Page 7 of 26
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Elemnt of Hmmay
re
re
Ca
Ca
Those COmpounds whidh Can be dividud nto an
enval paats fom any plan Called Summuhi(o Compoumd
a
uo
rm
rm
rm
fwb ummumal alves Is allad
pla Cummu
ha
ha
ha
f of
PlanSummuhy.
lP
lP
lP
el
el
el
w
w
H - Br
re
re
pla of symma
Ca
Ca
in)
ii) Cenb of Summuy
AHSo koM a» "poiw of suymmetv".
a
a
rm
rm
ougn
rm
Tfa spaight inus thar Can be draun -
ha
ha
ha
Cenre F
OF MoleculR MeeF idethical atoms a
lP
lP
lP
el
el
w
H
re
re
Ca
Ca
CI
H
poiut of Summuby
a
a
rm
rm
rm
Website :- www.carewellpharma.in
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Page 8 of 26
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-A
w
w
Meso CompOunds
re
re
Compound with two or moe asummuic
Ca
Ca
Carbon afoms bu also having a plan o
Sy Mhuy is CallLd tu Meto CDMPOds"
plau oft summuY, O half of- t mole cule is mirror
imag of othon half
a
a
rm
rm
rm
laauc aud CODH
ha
ha
ha
H C -DH
--plaus oF
lP
lP
lP
H-C-0H
el
el
el
w
w
C60H
re
re
thesa typs oF coMpound an optical Inative du to
Ca
iemal Copansotin
Ca
uval Molewle
hosa mole wles whdh Cannot Superimposabl
On its mrvor imag.(nn-supn.imposabu).
a
a
thesA MOLQwie OA ophcal alive whidh Yotai
rm
rm
ha
ha
chial eans andids-
lP
lP
lP
(
el
el
el
U
w
w
re
re
onna
Ca
Ca
b
Supu
imporeb
a
a
rm
rm
rm
Website :- www.carewellpharma.in
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a
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rm
rm
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Page 9 of 26
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-Lachc aud CooH
w
CooH
re
re
Ca
Ca
CH H
OH
a
rm
rm
rm
Chiva Coxtte (Chial (bm atom)
ha
ha
ha
7 A caxbn atbm which
atacud wih our diffeei
lP
lP
lP
otomsqioups
Lochc aud
el
el
el
an.
w
w
Ca Cabon atomn also RouM asymhMC Conbon
re
re
Ca
Achival MOlwlei Ca
Thos molewlea wch L supeimposada
On is irror îMagus.
a
Wo Yotalu plan polai ud
rm
rm
rm
AA A
ha
ha
ha
Com b
lP
lP
lP
Sup
inmposd
el
el
el
w
DichloroAvovomuhan
re
re
H H
H
Ca
Ca
w 180 Ratai
Cc
Cam be 9**l
Supn impoud CA
a
a
rm
rm
rm
Website :- www.carewellpharma.in
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a
rm
rm
rm
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Page 10 of 26
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Representahion of of Molecule
strudtl
w
re
re
Wedga
Ca Dash [ uyjing
Ca
wedga pojecrionJ
a
rm
rm
rm
Hwd cdbma/g rou ML M phu Ond ot a in
ha
ha
ha
above vd blow plau
lP
lP
lP
el
el
el
CHO
Dan below the plan
w
w
re
re
plane wWedar4 Aooe plaus
Ca
CyOH OH Ca
-fiscuew Proyrctiom
a
epeseta
rm
rm
rm
Tn th mod Mok wl o by uoss
ha
ha
ha
liu Cevthe of ius is assuMd as
lP
lP
lP
Canbon atom.
H
el
el
el
w
H H
re
re
HO H
Ca
Ca
H
C4,oH
(-0)
a
a
rm
rm
rm
Website :- www.carewellpharma.in
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a
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rm
rm
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Page 11 of 26
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Wedas- Dacbh
w
low to ConveuF poorcctim to ficchn paojeciom
re
re
Ca
Ca
This Conveagim is ipoau fo tu (D 4L) and (R4S)
a
rm
rm
rm
L
ha
ha
ha
( wih tu plans
(1tm) tt
lP
lP
lP
Balow plant
el
el
el
CI ( foove tni plau
w
w
re
re
Thoca atomlqroub
Ca
on
which aNL On Ca
plau Kpecen
veutal li in fisthen Phorccim.
Then Watch wedo-dash Stuctu fm tha cida on
whchaboue de below plan" plan" alms/qoup atachad.
Thun tha s
a
a
aom/group ohich M your luft sidl pu
rm
rm
rm
left du thaabn/qoup widh isn
ha
ha
ha
Maur slda, pu in aur de u fison
lP
lP
lP
PTtcfion"
el
el
el
w
w
re
re
H
Br-C-H
Ca
Ca
C C
Wedgs-Dash" "fischn fvojechon
a
a
rm
rm
rm
Website :- www.carewellpharma.in
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a
rm
rm
rm
ha
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ha
Page 12 of 26
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NOMENCLATURE OF OPTICAL TOMERS
w
re
re
O DL Sustem -(Kelative Cowfiquolion)
Ca
Ca
fischer and
Th D/Lysem os developed by
a
has
rm
rm
rm
Rigwt hand sida ()
Repesenkd a D+) Dexo rdjajbry
ha
ha
ha
whichwhih hs anhidocRwlsa rotahom ok
lP
lP
lP
ft hand sids (9) rotahion-
el
el
el
Cepesoncd as Lt) worotator
w
w
re
re
This D configurahion is Uud fo amlno atid 2 Coaboydioles.
Ca
HO
-oH H
a
a
H HO
rm
rm
rm
ha
ha
ha
D- Glycoaldshyda L-Glyuraldihyd.
lP
lP
lP
el
el
el
Rulus
w
re
1) Draw
Ca
FRasrang tuis).
11) Oburve boibm Most chiral (asymmubic) (avbon, if t coutain
-OHANH a nank tun "D,fat left +than "L
a
a
rm
rm
rm
Website :- www.carewellpharma.in
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a
rm
rm
rm
ha
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Page 13 of 26
lP
lP
lP
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lin
w
ventical lin
Lonqestt chain is always on
PRsw tnan 0/L aL
re
re
-OH nd-NH boM a
Ca
Ca
dtided by -NH q1oup
examplt
HO
,
H CoH HoC4
a
a
CHoH
rm
rm
rm
DG), -oH qroup is L-), -oH qmp is
ha
ha
ha
sida On left ide
on 1gt
lP
lP
lP
CHO th lmgUst chain should bi on vedial
el
el
el
lin 7
w
w
HO
So rotali locRwia(xcept top).
re
re
Ca
Ca
o
CHO
CHO D(+) -oH
Ho
HhOH H
H ngkt sidL
a
a
Ch0H Hignust Oxidiznd group MUSF b on top.
rm
rm
fix
rm
HO H So, Rotta 186
to
ha
ha
ha
CHO
40H CHO Dt), -bH
lP
lP
lP
group is on
HO -H
el
el
el
tha igh
CHO
w
w
re
re
CHO CHO
CoH
Ca
Ca
H -H
4N H
HO
FH H
H
Chy CM,oH
SYTTT '
a
a
rm
rm
rm
Website :- www.carewellpharma.in
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a
a
rm
rm
rm
ha
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Page 14 of 26
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CHO
CHO
OHO o
re
re
-H -OH
Ca
Ca
H H
oH HO-
-OH Ho- H
a
rm
rm
rm
CHO
CHO
ha
ha
ha
H- OH HD -H
lP
lP
lP
HD H H
el
el
el
H OH HD H
w
w
H oH HO- - H
re
re
Ca
Ca
4. CODH C60H
N H
a
a
CrhoH
Cho
rm
rm
rm
ha
ha
ha
.
lP
lP
lP
A DEryho EryHhros
el
el
el
2. tveocA threos
w
C D
re
re
. f
GlUCOLA CAucoSA
3.E
Ca
Ca
Amuinocid
G1 fiminb aud H
a
a
rm
rm
rm
Website :- www.carewellpharma.in
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a
a
rm
rm
rm
ha
ha
ha
Page 15 of 26
lP
lP
lP
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System of isoMar
w
cfomanclatu ophical
re
re
This "absolue Coufiqvration, whith
is
Ca
Is Ustd
for "optical
Ca
adive (onpounds
a
rm
rm
rm
R Cohn, tk. Tngold and V.dog So, it is also known 0
ha
ha
ha
"CIP sustem" ( Cahn Tngold pulog].
lP
lP
lP
SEQVEN(E RULE (for RS onfigurahin, IF isnnussayto Rnou
el
el
el
w
w
fisty ideudify all dhival CLnbe,thin deuda priouhy of
re
re
numaur
al attachud atoms/aroups actondivg tothein aleml
Ca
a
rm
rm
rm
"xt oton/aroup aud So
SO On-
-CHO, -CoDH,-
ha
ha
ha
G0R -(SOR - CooH ) CHo
-
lP
lP
lP
el
el
w
re
re
Ca
a
rm
rm
rm
Website :- www.carewellpharma.in
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a
a
rm
rm
rm
ha
ha
ha
Page 16 of 26
lP
lP
lP
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Rules for Rs Coufiqunahin
w
re
re
O Th aom/qroup attachud wih a dhiral con. ae acsiqnud
Ca
Ca
wi a numbi acLording to cquenu ul
No, NOD, 4 t lowesF prionty goup is on veciid lía,
+hon
Rotahion of
0- 0 is clockwia, Confiqundhion
MusF bL
R- ectus
a
a
rm
rm
rm
lotafion of
O is audtclo cMpisa, conftauratin
ha
ha
ha
MUst b Stnis te
lP
lP
lP
O Bur, Sf th lowect prioily goup ion evizontzl lina,
el
el
el
thun, (oPpOSLTE)
w
w
Rotalton af ) is clockwta, coufiquaton îs
re
re
Kotohion of O is antdodkul st, onftaurahon is "e"
Ca
Ca
-
a
a
rm
rm
rm
ha
lowest
ha
ha
pioulu qroup IS on veahial If
lP
lP
lP
O
el
el
el
-
w
w
re
re
Ca
Ca
a
rm
rm
rm
Website :- www.carewellpharma.in
ha
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P
ll
ll
ll
a
a
rm
rm
rm
ha
ha
ha
Page 17 of 26
lP
lP
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w
F
re
re
Ca
Ca
CODH
TO
S-Couiqunahion
-Cowfqwahon
R- Configunaho)
a
a
rm
rm
rm
CooH
ha
ha
ha
HO
lP
lP
lP
COOH
HO-
H C (
el
el
el
w
w
4oH S-Caf
re
re
S-Cnefigwaltm
-f
Ca
UHd Ca
oH
H -oM
HD -H
H
a
a
HO
rm
rm
rm
CcoH
ha
ha
ha
lP
lP
lP
oH GH R-Cat
el
el
el
w
H
re
re
Ca
Ca
CooH
CooH
(D
a
a
rm
rm
rm
Website :- www.carewellpharma.in
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a
a
rm
rm
rm
ha
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ha
Page 18 of 26
lP
lP
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w
re
re
Ca
Ca
a
a
clockwL\
rm
rm
rm
12
Ophcal adh (ompomd
RotanA
ha
ha
ha
lP
lP
lP
NomndatuuL (igh
el
el
el
S1)
w
w
RO
re
re
- iuhi tockwsse
R
Ca
Ca
Rataho
Suft
a
a
rm
rm
rm
Rectx uist
OO0)
ha
ha
ha
T\ali labu -0-
lP
lP
lP
el
el
el
w
w
re
re
Ca
Ca
a
a
rm
rm
rm
Website :- www.carewellpharma.in
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P
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ll
a
a
rm
rm
rm
ha
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ha
Page 19 of 26
lP
lP
lP
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w
re
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Ca
Ca
a
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RoTATIO
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pio oup (LPa)
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Page 20 of 26
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w
Readion of Chiral MOeoles
re
re
- Ciral MolkuJly hosA orgavc CDpound whth has four
Ca
Ca
ditfocnt abmlqroup
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Page 21 of 26
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11) Kacem sation-
w
Eawhon, u
re
re
opticol athive A (ompound
Ca
Ca
Converted ind optically inactive cowpound oftoL thu
Teaion.
C -
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Page 22 of 26
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w
'Raumic Modifiaton and Resolution of Yacemic mixtu
re
re
Racemic ModificaliM
Ca
Ca
AMso knoun as Racomit mixtue
Fepesenttd au (DL, RS, t, dl )
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optically inadtive mixturt known ab rAcomic Modificahin.
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a
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Ca
Ca
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Page 23 of 26
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Now h have differen Aapls eom eoh Ors.
w
re
re
SO, tuuy ak Supavales by magnifyun Lwns and orceps.
Ca
Ca
is muhonial Sepavohon (manval) ven
given Louss
Poussewr
in gU8.
This muhod is applicabla only o racomic COolo mwats
affiniy
I u molwus of th sUbstana nawe qheat
s
a
a
for Sama emntiomurs ham fo ppositt on).
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Optically adive SvbSfanct an be resolvéd by tromato-
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Tn tu procos ta racomc Mixtu is rn Hhrouan a
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a
-(tmOVE
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adsorbed byopticall acrive adsorhet on t basus
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) Biologiol Mhod
Ca
Ca
ixtun.
Thy duspoy ou of t eSS impovtaut enawtiomurs
a
a
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rm
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Page 24 of 26
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a fastrli- (ompart o othr
w
can be
re
re
Hent,
Hentt, tha Undhongtcd (othur) enanthomur retain and
Ca y
Ca
isolatd -fradhonodl Cystallization or chromatogap
Posewr in 19s8
is duvelopac by
enaionu acrifiad. and f mixtut s
Drawback ont
tOxt than uy kill miooorqnsm
a
a
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be Ued Emove 0- ammonlum
Peniullivm Can
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racomic
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modificahon is conveakd
i mhoda YacemC
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diastexomr Onotur Compomds.
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(Mto a mixtUR Of of
Ca
MHrd
enavtiomar is dficult
Ca becausu of
-Ta sepavahom of
SamA physica propertie
a
diaseroMLrs.
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twun,
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Page 25 of 26
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w
HymMM Suynhnts
is
re
re
In Hs Muhod, Optically athe Compound
Ca
Ca
Compound
durecHy pepae om On opti cally inathive
aphically
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ChOH Asummum
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TMOLwlus Moletulus J
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Page 26 of 26
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Paxhial frymmubic syuthu
w
re
re
a mmuic Sundhuus Boh (+) and
Ca
Ca
enantiomus an fomad bu OL
obtainud in Owou
SO Boh an o in eqval omoun and acF as a
optically ackive Compound aud pass plan polaid
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a
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lugh GlucoL
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C=C H00
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