Synthesis of unnatural <i>N</i>-glycosyl <i>α</i>-amino acids <i>via</i> Petasis reaction

注册 English

Synthesis of unnatural N-glycosyl α-amino acids via Petasis reaction

Chuan-Zhou Tao , Zhong-Tang Zhang , Jian-Wei Wu , Rong-Hua Li , Zhi-Ling Cao

Citation: Chuan-Zhou Tao, Zhong-Tang Zhang, Jian-Wei Wu, Rong-Hua Li, Zhi-Ling Cao. Synthesis of unnatural N-glycosyl α-amino acids via Petasis reaction[J]. Chinese Chemical Letters, 2014, 25(4): 532-534. doi: 10.1016/j.cclet.2014.01.035 shu

shu

Synthesis of unnatural N-glycosyl α-amino acids via Petasis reaction

通讯作者: Chuan-Zhou Tao,

基金项目:
We are grateful to the Natural Science Foundation of Jiangsu Province (No. BK20130404) (No. BK20130404)

Technological Research Project of Lianyungang (No. CG1303) (No. CG1303)

摘要: A convenient and efficient protocol for the synthesis of unnatural N-glycosyl α-amino acids was developed. Condensation of 1,3,4,6-tetra-O-actyl-β-D-glucosamine hydrochloride, alkenyl boronic acid, and glyoxylic acid was achieved in CH₂Cl₂ to give the derivatives of 2-(N-glycosyl)aminobut-3-enoic acid which may find applications in glycobiology research and medicinal chemistry.

关键词:

English

Synthesis of unnatural N-glycosyl α-amino acids via Petasis reaction

1.
a School of Chemical Engineering, Huaihai Institute of Technology, Lianyungang 222005, China;
2.
b Jiangsu Marine Resources Development Research Institute, Lianyungang 222005, China

Corresponding author: Chuan-Zhou Tao,

Received Date: 17 October 2013
Available Online: 25 January 2014
Fund Project:

Abstract: A convenient and efficient protocol for the synthesis of unnatural N-glycosyl α-amino acids was developed. Condensation of 1,3,4,6-tetra-O-actyl-β-D-glucosamine hydrochloride, alkenyl boronic acid, and glyoxylic acid was achieved in CH₂Cl₂ to give the derivatives of 2-(N-glycosyl)aminobut-3-enoic acid which may find applications in glycobiology research and medicinal chemistry.

Key words:

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