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
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
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ISBN:9781305957404
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Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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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
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