Draw the entire structure of the amino acid product (with the correct stereochemistry) that results from the following chemical transformations. If no reaction occurs then just draw the structure of the starting material.

Draw the entire structure of the amino acid product (with the correct stereochemistry) that results from the following chemical transformations. If no reaction occurs then just draw the structure of the starting material.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter20: Carboxylic Acids And Nitriles

Section20.SE: Something Extra

Problem 41AP

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Concept explainers

Designing a Synthesis

Organic synthesis is a branch of chemical synthesis that involves the planned construction of organic compounds/molecules from smaller units that possess functional groups. Friedrich Wöhler was the first scientist who designed the synthesis of an organic compound, urea from inorganic starting materials silver cyanate with ammonium chloride via a simple, one-step synthesis.

Question

Draw the entire structure of the amino acid product (with the correct stereochemistry) that results
from the following chemical transformations. If no reaction occurs then just draw the structure of the
starting material.
H2, Pd/C, ETOH
Cbz-L-Trp(Boc)OBn
50% TFA, CH2CI2
Вос-D-Lys(Cbz)OAlyl
На, cat. Pd/C
Fmoc-L-Tyr(tBu)OMe
20% piperidine-CH2CI2
Fmoc-L-Asp(OtBu)OBn
cat. Pd(PPH3)4
Alloc-D-His(Trt)OAllyl
morpholine

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