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The preparation of N-carboxyanhydrides of α-amino acids using bis(trichloromethyl)carbonate

✍ Scribed by William H. Daly; Drew Poché


Book ID
104217651
Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
265 KB
Volume
29
Category
Article
ISSN
0040-4039

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✦ Synopsis


A synthesis of the N-carboxyanhydrides (NCA's) of several a-ammo acids using bis(trichloromethyl)carbonate, I, is reported.The triphosgene is used to supply phosgene in situ in stoichiometric amounts; it is particularly effective for preparing NCA's of amino acids with long, aliphatic side chains.


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## Abstract In the polymerizations of alanine, γ‐ethyl glutamate, and leucine __N__‐carboxyanhydrides (NCA's) initiated by tertiary amines and some secondary amines such as __N__‐methyl‐L‐alanine dialkylamide, a stereoselectivity was observed: the polymerization rates of L‐ and D‐NCA's were identic

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