A facile, inexpensive scalable route to α-methyl cysteine

Heather J Johnston; Alison N Hulme

doi:10.1055/s-0032-1318316

A facile, inexpensive scalable route to α-methyl cysteine

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

Abstract / Description of output

A facile, scalable synthesis of α-methyl cysteine with three alternate thiol protecting groups (Trt, Allyl and tBu) is described. The thiol protected amino acids are obtained in 6 steps from L-cysteine ethyl ester and are ideally suited for a range of natural product and solid-phase peptide synthesis applications.

Original language	English
Article number	ST-2013-D0069-L
Pages (from-to)	591-594
Number of pages	4
Journal	Accounts and Rapid Communications in Chemical Synthesis (SYNLETT)
Volume	24
Issue number	5
Early online date	25 Feb 2013
DOIs	https://doi.org/10.1055/s-0032-1318316
Publication status	Published - Mar 2013

Keywords / Materials (for Non-textual outputs)

natural products
alpha methyl cysteine
solid phase peptide synthesis
camphor sultam auxiliary
P2-Et

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10.1055/s-0032-1318316

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Accepted author manuscript, 556 KB

https://www.thieme-connect.de/ejournals/abstract/10.1055/s-0032-1318316

Cite this

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title = "A facile, inexpensive scalable route to α-methyl cysteine",

abstract = "A facile, scalable synthesis of α-methyl cysteine with three alternate thiol protecting groups (Trt, Allyl and tBu) is described. The thiol protected amino acids are obtained in 6 steps from L-cysteine ethyl ester and are ideally suited for a range of natural product and solid-phase peptide synthesis applications.",

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AU - Hulme, Alison N

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AB - A facile, scalable synthesis of α-methyl cysteine with three alternate thiol protecting groups (Trt, Allyl and tBu) is described. The thiol protected amino acids are obtained in 6 steps from L-cysteine ethyl ester and are ideally suited for a range of natural product and solid-phase peptide synthesis applications.

KW - natural products

KW - alpha methyl cysteine

KW - solid phase peptide synthesis

KW - camphor sultam auxiliary

KW - P2-Et

U2 - 10.1055/s-0032-1318316

DO - 10.1055/s-0032-1318316

M3 - Article

SN - 0936-5214

VL - 24

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JO - Accounts and Rapid Communications in Chemical Synthesis (SYNLETT)

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ER -

A facile, inexpensive scalable route to α-methyl cysteine

Abstract / Description of output

Keywords / Materials (for Non-textual outputs)

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