Journal of Organic Chemistry 2003-02-21

A convenient and scalable synthesis of ethyl N-[(2-Boc-amino)ethyl]glycinate and its hydrochloride. Key intermediates for peptide nucleic acid synthesis.

Russell D Viirre, Robert H E Hudson

文献索引:J. Org. Chem. 68 , 1630, (2003)

全文:HTML全文

摘要

An improved synthesis of ethyl N-[(2-Boc-amino)ethyl]glycinate and its hydrochloride salt is reported. The synthesis is based on the reductive alkylation of Boc-ethylenediamine with ethyl glyoxylate hydrate and furnishes the title compound in near quantitative yield and high purity without chromatography. This compound is suitable, as is, for the synthesis peptide nucleic acid monomers. Further, conversion to the hydrochloride salt provides a stable, nonhygroscopic solid that is a convenient form for handling and storage.


相关化合物

  • N-叔丁氧羰基-1,2-...

相关文献:

Synthesis and antitumor properties of an anthraquinone bisubstituted by the copper chelating peptide Gly-Gly-L-His.

1993-07-23

[J. Med. Chem. 36 , 2084, (1993)]

Synthesis and evaluation of some nitrobenzenesulfonamides containing nitroisopropyl and (ureidooxy)methyl groups as novel hypoxic cell selective cytotoxic agents.

1991-10-01

[J. Med. Chem. 34 , 3132, (1991)]

Synthesis of N,N-dilactitol ethylenediamine: a versatile spacer for attachment of residualizing labels to protein.

1992-09-01

[Anal. Biochem. 205 , 369, (1992)]

Design and evaluation of a novel trifluorinated imaging agent for assessment of bile acid transport using fluorine magnetic resonance imaging.

2014-11-01

[J. Pharm. Sci. 103(11) , 3782-92, (2014)]

G. Kada et al.

[Biochim. Biophys. Acta 1427 , 33, (1998)]

更多文献...