Resolution of Protected Silaproline for a Gram Scale Preparation

Charlotte Martin; Nicolas Vanthuyne; Helene Miramon; Jean Martinez; Florine Cavelier

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

Resolution of Protected Silaproline for a Gram Scale Preparation

Charlotte Martin, Nicolas Vanthuyne, Helene Miramon, Jean Martinez, Florine Cavelier

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

Abstract

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.

Original language	English
Pages (from-to)	649–655
Number of pages	6
Journal	Amino Acids
Volume	43
DOIs	https://doi.org/10.1007/s00726-011-1112-y
Publication status	Published - 15 Oct 2011

Access to Document

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

Cite this

@article{8b46b28bc711439d8a1434e99ec22129,

title = "Resolution of Protected Silaproline for a Gram Scale Preparation",

abstract = "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.",

author = "Charlotte Martin and Nicolas Vanthuyne and Helene Miramon and Jean Martinez and Florine Cavelier",

year = "2011",

month = oct,

day = "15",

doi = "https://doi.org/10.1007/s00726-011-1112-y",

language = "English",

volume = "43",

pages = "649–655",

journal = "Amino Acids",

issn = "0939-4451",

publisher = "Springer Wien",

}

TY - JOUR

T1 - Resolution of Protected Silaproline for a Gram Scale Preparation

AU - Martin, Charlotte

AU - Vanthuyne, Nicolas

AU - Miramon, Helene

AU - Martinez, Jean

AU - Cavelier, Florine

PY - 2011/10/15

Y1 - 2011/10/15

N2 - 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.

AB - 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.

U2 - https://doi.org/10.1007/s00726-011-1112-y

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

M3 - Article

VL - 43

SP - 649

EP - 655

JO - Amino Acids

JF - Amino Acids

SN - 0939-4451

ER -

Resolution of Protected Silaproline for a Gram Scale Preparation

Abstract

Access to Document

Fingerprint

Cite this