The BOC-protecting group may be added by treatment of an amino acid with di-tert- butyl dicarbonate as shown in the following reaction sequence. Propose a mechanism to account for formation of these products. (CH3),COCOČOC(CH3), + H2NCHCOO- (CH),COČNHCHCOO-+ (CH,),COH + CO, Di-tert-butyl dicarbonate BOC-amino acid

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
icon
Related questions
Question
The BOC-protecting group may be added by treatment of an amino acid with di-tert-
butyl dicarbonate as shown in the following reaction sequence. Propose a mechanism
to account for formation of these products.
(CH3),COCOČOC(CH3), + H2NCHCOO-
(CH),COČNHCHCOO-+ (CH,),COH + CO,
Di-tert-butyl dicarbonate
BOC-amino acid
Transcribed Image Text:The BOC-protecting group may be added by treatment of an amino acid with di-tert- butyl dicarbonate as shown in the following reaction sequence. Propose a mechanism to account for formation of these products. (CH3),COCOČOC(CH3), + H2NCHCOO- (CH),COČNHCHCOO-+ (CH,),COH + CO, Di-tert-butyl dicarbonate BOC-amino acid
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 4 images

Blurred answer
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY