Resolution of protected silaproline for a gram scale preparation

C. Martin; N. Vanthuyne; H. Miramon; J. Martinez; F. Cavelier

doi:10.1007/s00726-011-1112-y

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Resolution of protected silaproline for a gram scale preparation

Journal article

Peer reviewed

Resolution of protected silaproline for a gram scale preparation

C. Martin, N. Vanthuyne, H. Miramon, J. Martinez and F. Cavelier

Amino Acids, Vol.43, pp.649-655

2012

DOI: https://doi.org/10.1007/s00726-011-1112-y

Abstract

Silaproline

Chiral HPLC resolution

Absolute configuration

Enantiomers

Silaproline is an analogue of proline, which exhibits similar conformational properties. Moreover, the presence of dimethylsilyl group confers to silaproline a higher lipophilicity as well as an improved resistance to biodegradation. This report describes the comparison of two routes to obtain Fmoc-(L) Sip-OH on the gram scale using chiral HPLC resolution.

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Title: Resolution of protected silaproline for a gram scale preparation
Creators - without role: C. Martin - Université de Montpellier, Institut des Biomolécules Max Mousseron - IBMM
N. Vanthuyne - Cezanne
H. Miramon - Université de Montpellier, Institut des Biomolécules Max Mousseron - IBMM
J. Martinez - Université de Montpellier, Institut des Biomolécules Max Mousseron - IBMM
F. Cavelier - Université de Montpellier, Institut des Biomolécules Max Mousseron - IBMM
Publication Details: Amino Acids, Vol.43, pp.649-655
Identifiers: 9943206709311
Academic Unit: Institut des Biomolécules Max Mousseron - IBMM
Language: English
Resource Type: Journal article
Local Fields: hal-00724765