Asymmetric synthesis of unusual amino acids: Synthesis of the optically pure isomers of indole-protected β-methyltryptophan suitable for peptide synthesis.

Lakmal W. Boteju; Kirsten Wegner; Victor J. Hruby

doi:10.1016/S0040-4039(00)60804-3

Asymmetric synthesis of unusual amino acids: Synthesis of the optically pure isomers of indole-protected β-methyltryptophan suitable for peptide synthesis.

Lakmal W. Boteju, Kirsten Wegner, Victor J. Hruby

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

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Abstract

The four isomers of N-indole-(2-mesitylenesulfonyl)-β-methyltryptophan have been synthesized in high optical purity using in part, asymmetric conjugate 1, 4-additions followed by chiral imide enolate azidation and reduction.

Original language	English (US)
Pages (from-to)	7491-7494
Number of pages	4
Journal	Tetrahedron Letters
Volume	33
Issue number	49
DOIs	https://doi.org/10.1016/S0040-4039(00)60804-3
State	Published - 1992
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)60804-3

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title = "Asymmetric synthesis of unusual amino acids: Synthesis of the optically pure isomers of indole-protected β-methyltryptophan suitable for peptide synthesis.",

abstract = "The four isomers of N-indole-(2-mesitylenesulfonyl)-β-methyltryptophan have been synthesized in high optical purity using in part, asymmetric conjugate 1, 4-additions followed by chiral imide enolate azidation and reduction.",

author = "Boteju, {Lakmal W.} and Kirsten Wegner and Hruby, {Victor J.}",

year = "1992",

doi = "10.1016/S0040-4039(00)60804-3",

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volume = "33",

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journal = "Tetrahedron Letters",

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T1 - Asymmetric synthesis of unusual amino acids

T2 - Synthesis of the optically pure isomers of indole-protected β-methyltryptophan suitable for peptide synthesis.

AU - Boteju, Lakmal W.

AU - Wegner, Kirsten

AU - Hruby, Victor J.

PY - 1992

Y1 - 1992

N2 - The four isomers of N-indole-(2-mesitylenesulfonyl)-β-methyltryptophan have been synthesized in high optical purity using in part, asymmetric conjugate 1, 4-additions followed by chiral imide enolate azidation and reduction.

AB - The four isomers of N-indole-(2-mesitylenesulfonyl)-β-methyltryptophan have been synthesized in high optical purity using in part, asymmetric conjugate 1, 4-additions followed by chiral imide enolate azidation and reduction.

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U2 - 10.1016/S0040-4039(00)60804-3

DO - 10.1016/S0040-4039(00)60804-3

M3 - Article

AN - SCOPUS:0026446214

SN - 0040-4039

VL - 33

SP - 7491

EP - 7494

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 49

ER -

Asymmetric synthesis of unusual amino acids: Synthesis of the optically pure isomers of indole-protected β-methyltryptophan suitable for peptide synthesis.

Abstract

ASJC Scopus subject areas

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