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COLLAGE BARAN
WRITE UP OF SEMINAR PRESENTATION
2016-2017
DEPARTMENT OF CHEMISTRY
GOVERNMENT P.G.COLLEGE,BARAN
SUPERVISED BY:MISS. AARTI BANSAL
RETROSYNTHESIS
OR
DISCONNECTION
CONTENTS
1.INTRODUCTION
2.TERMINOLOGY
3.SYNTHON & SYNTHATIC EQUIVALENT
4.GENRAL GUIDELINE /BASIC RULE
5.CLASSIFICATION OF DISCONNECTION
6. C-X DISCONNECTION
7. CHEMOSELECTIVITY
INTRODUCTION
1.An analytical approach in organic synthesis in which
the target molecule is broken into starting material
(synthon) is known as Retro synthesis or
disconnection approach
2. It is exactly the reverse of chemical synthesis there
for also called Retro synthesis
Target molecule
Starting molecule
TERMINOLOGY
DISCONNECTION:-An imaginary bond breaking process
in which bonds breaks between atoms.
Synthon
synthetic equivalant
for
Ester,Amide,Ether
When two opposite directing nature group attach in benzene ring Ortho
position to each other then there is no any chemical reaction in organic
chemistry is known so this disconnection is avoid by direct disconnection.
Salicylic aldehyde
Cresol
mesitylene
Di hydroxy benzen
Biphenyl
Classification of Disconnect
C-X TWO
Other
ONE
DISCONNECTION
specific
GROUP
GROUP
DISCONNECTION
C-X
C-C
C-X DISCONNECTION
C-C
DISCONNECTION
X=
1. C-X Disconnection
The disconnection In Which we disconnect c-x bonds, is
known as c-x disconnection. These are two types
1. One-group C-X Disconnection
The disconnection In Which only one functional group is
present these known as one-group c-x disconnection
We disconnect a bond joining the heteroatom (X) to the rest
of the molecule : a C-O ,C-N,C-S disconnection .
Chemo selectivity
If a molecule has two reactive group & we want to react one of them &
not the other we need chemo selectivity.
Reference
E. J. Corey, X-M. Cheng (1995).The Logic of Chemical Synthesis. New York:
Wiley.ISBN0-471-11594-0.
E. J. Corey(1991).
"The Logic of Chemical Synthesis: Multistep Synthesis of Complex
Carbogenic Molecules (Nobel Lecture)"(Reprint).Angewandte Chemie
International Edition in English.30(5): 455465.
James Law et.al:"Route Designer: A Retrosynthetic Analysis Tool Utilizing
Automated Retrosynthetic Rule Generation", Journal of Chemical Information
and Modelling (ACS JCIM) Publication Date (Web): February 6, 2009;
Wilhelm
p.760
Wenner
(1963)."Phenylacetamide".Org. Synth.;Coll.
Vol.,4,