A Highly Efficient Azide-Based Protecting Group for Amines and Alcohols

Pothukanuri, Srinivasu; Winssinger, Nicolas

doi:10.1021/ol0707160

Scientific article

English

A Highly Efficient Azide-Based Protecting Group for Amines and Alcohols

Contributors

Pothukanuri, Srinivasu; Winssinger, Nicolas

Published in

Organic letters, vol. 9, no. 11, p. 2223-2225

Publication date

2007

Abstract

The azide-based carbamate or carbonate protecting group (Azoc) shown above can be removed in less than 2 min under neutral conditions using trimethyl or tributyl phosphine as well as polymer-bound triphenyl phosphine. It was shown to be orthogonal to Fmoc and Mtt for peptide synthesis and to afford β-glycoside with a 2-aminoglucosyl donor by virtue of the neighboring group participation.

UNIGE affiliation entities

Not a UNIGE publication

Citation (ISO format)

POTHUKANURI, Srinivasu, WINSSINGER, Nicolas. A Highly Efficient Azide-Based Protecting Group for Amines and Alcohols. In: Organic letters, 2007, vol. 9, n° 11, p. 2223–2225. doi: 10.1021/ol0707160

Article (Published version)

Identifiers

PID : unige:24445
DOI : 10.1021/ol0707160

Journal ISSN

1523-7052

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Creation

11/12/2012 17:28:00

First validation

11/12/2012 17:28:00

Update

13/10/2025 23:53:26

Status update

14/03/2023 17:46:57

Last indexation

01/07/2026 06:08:51

A Highly Efficient Azide-Based Protecting Group for Amines and Alcohols

Contributors

Published in

Publication date

Abstract

UNIGE affiliation entities

Citation (ISO format)

Main files (1)

Identifiers

Journal ISSN

Technical informations

Creation

First validation

Update

Status update

Last indexation