Alkoxycarbonylation and selective deprotection of N-silyl derivatives of L-arginine

Humphrey A. Moynihan; Weiping Yu

doi:10.1016/S0040-4039(98)00488-2

Alkoxycarbonylation and selective deprotection of N-silyl derivatives of L-arginine

Humphrey A. Moynihan
, Weiping Yu

Liverpool John Moores University

Research output: Contribution to journal › Article › peer-review

Abstract

N(δ),N(ω),O-Tris(trialkylsilyl)-N(α)-carbobenzyloxy-L-arginine can be prepared in situ from N(α)-carbobenzyloxy-L-arginine. Treatment with alkyl chloroformates gives N(δ),N(ω)-bis(alkyloxycarbonyl)-N(α)-carbobenzyloxy- L-arginines, which can be converted into N(δ),N(ω)-bis(alkyloxycarbonyl)- L-arginines by hydrogenation.

Original language	English
Pages (from-to)	3349-3352
Number of pages	4
Journal	Tetrahedron Letters
Volume	39
Issue number	20
DOIs	https://doi.org/10.1016/S0040-4039(98)00488-2
Publication status	Published - 14 May 1998
Externally published	Yes

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title = "Alkoxycarbonylation and selective deprotection of N-silyl derivatives of L-arginine",

abstract = "N(δ),N(ω),O-Tris(trialkylsilyl)-N(α)-carbobenzyloxy-L-arginine can be prepared in situ from N(α)-carbobenzyloxy-L-arginine. Treatment with alkyl chloroformates gives N(δ),N(ω)-bis(alkyloxycarbonyl)-N(α)-carbobenzyloxy- L-arginines, which can be converted into N(δ),N(ω)-bis(alkyloxycarbonyl)- L-arginines by hydrogenation.",

author = "Moynihan, \{Humphrey A.\} and Weiping Yu",

year = "1998",

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journal = "Tetrahedron Letters",

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T1 - Alkoxycarbonylation and selective deprotection of N-silyl derivatives of L-arginine

AU - Moynihan, Humphrey A.

AU - Yu, Weiping

PY - 1998/5/14

Y1 - 1998/5/14

N2 - N(δ),N(ω),O-Tris(trialkylsilyl)-N(α)-carbobenzyloxy-L-arginine can be prepared in situ from N(α)-carbobenzyloxy-L-arginine. Treatment with alkyl chloroformates gives N(δ),N(ω)-bis(alkyloxycarbonyl)-N(α)-carbobenzyloxy- L-arginines, which can be converted into N(δ),N(ω)-bis(alkyloxycarbonyl)- L-arginines by hydrogenation.

AB - N(δ),N(ω),O-Tris(trialkylsilyl)-N(α)-carbobenzyloxy-L-arginine can be prepared in situ from N(α)-carbobenzyloxy-L-arginine. Treatment with alkyl chloroformates gives N(δ),N(ω)-bis(alkyloxycarbonyl)-N(α)-carbobenzyloxy- L-arginines, which can be converted into N(δ),N(ω)-bis(alkyloxycarbonyl)- L-arginines by hydrogenation.

UR - https://www.scopus.com/pages/publications/0032516346

U2 - 10.1016/S0040-4039(98)00488-2

DO - 10.1016/S0040-4039(98)00488-2

M3 - Article

AN - SCOPUS:0032516346

SN - 0040-4039

VL - 39

SP - 3349

EP - 3352

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 20

ER -

Alkoxycarbonylation and selective deprotection of N-silyl derivatives of L-arginine

Abstract

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