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ChemicalBook CAS DataBase List CBZ-D-PHENYLALANINE METHYL ESTER
37440-07-6

CBZ-D-PHENYLALANINE METHYL ESTER synthesis

7synthesis methods
-

Yield:37440-07-6 85%

Reaction Conditions:

in neat (no solvent) at 50; for 0.05 h;Microwave irradiation;Green chemistry;chemoselective reaction;

Steps:

Typical experimental procedure of N-benzyloxycarbonylation protection on amines derivatives promoted by microwave irradiation

General procedure: Benzylcholoroformate Cbz-Cl (1 mmol) was added to amine (1 mmol) and the mixture was subjected to the microwave irradiation (100W) for the appropriate time (tables 2, 3, 4 and 5). After completion of the reaction (monitored by TLC) dichloromethane: methanol (98/2), the reaction mixture was treating with n-hexane (15-20 mL) and was allowed to stand at room temperature overnight. The solid products were collected by filtration, washed with n-hexane and dried to give the N-Cbz derivatives in good to excellent yields. During the reaction, the formation of hydrogen chloride (gas) was observed, confirming the protection of all amines structures proposal.

References:

Aouf, Zineb;Mansouri, Rachida;Lakrout, Salah;Berredjem, Malika;Aouf, Nour-Eddine [Journal of the Korean Chemical Society,2017,vol. 61,# 4,p. 151 - 156]