Answered: diethyl malonate 1. КОН A B (C,H12O4)…

diethyl malonate 1. КОН A B (C,H12O4) sodium ethoxide 2. HCI Br Br2 B heat C (C,H1,BrO4) NH3, D H20 isoleucine (racemic)

Introduction to General, Organic and Biochemistry

11th Edition

ISBN:9781285869759

Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Chapter31: Immunochemistry

Section: Chapter Questions

Problem 31.75P

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Question

(a) Isoleucine has been prepared by the following sequence of reactions. Give the structure of compounds A through D isolated as intermediates in this synthesis.
(b) An analogous procedure has been used to prepare phenylalanine. What alkyl halide would you choose as the starting material for this synthesis?

diethyl malonate
1. КОН
A
B (C,H12O4)
sodium ethoxide
2. HCI
Br
Br2
B
heat
C (C,H1,BrO4)
NH3,
D
H20
isoleucine (racemic)

Definition Definition Organic compounds in which one or more hydrogen atom in an alkane is replaced by a halogen atom (fluorine, chlorine, bromine, or iodine). These are also known as haloalkanes.

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