A facile method for the transformation of N-(tert-butoxycarbonyl) α-amino acids to N-unprotected α-amino methyl esters

…, AP Skoumbourdis, P Guo, MS Bednarz…

Index: Chen, Bang-Chi; Skoumbourdis, Amanda P.; Guo, Peng; Bednarz, Mark S.; Kocy, Octavian R.; Sundeen, Joseph E.; Vite, Gregory D. Journal of Organic Chemistry, 1999 , vol. 64, # 25 p. 9294 - 9296

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Citation Number: 30

Abstract

Methyl N-unprotected R-amino esters are important intermediates in organic synthesis. 1 They can be conveniently prepared by a Fisher-type esterification of the corresponding free R-amino acids in methanol using gaseous HCl, 1a SOCl2, 1b or TMSCl. 1c In addition, an increasing number of methods have been developed for the preparation of R-amino acids with the R-nitrogen atom already protected by a Boc group. 2-7 For example, oxidations of ...