Synthesis of Novel Pyran -Amino Acid and 5,6-Dihydro-2H-pyran -aminoxy Acid from Carbohydrate Derivatives

被引：2

作者：

Sridhar, Gattu ^{[1
]}

Hanumaiah, Marumamula ^{[1
]}

Sharma, Gangavaram V. M. ^{[1
]}

机构：

[1] Indian Inst Chem Technol, Council Sci & Ind Res, Organ & Biomol Chem Div, Hyderabad 500007, Andhra Pradesh, India

来源：

SYNTHETIC COMMUNICATIONS | 2015年 / 45卷 / 15期

关键词：

cis-3-Amino-pyran-2-carboxylic acid (cis-APyC); diacetone glucose; nucleophilic substitution; RCM; (R)-glyceraldehyde derivative; trans-3-aminoxy-5,6-dihydro-2H-pyran-2-carboxylic acid (AmPyC); ALPHA/BETA-PEPTIDES; BETA-PEPTIDES; FOLDAMERS; DESIGN; CHEMISTRY; GAMMA;

D O I：

10.1080/00397911.2015.1043018

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Synthesis of two new amino acids, containing pyran rings, is reported from carbohydrate derivatives. The cis-3-amino-pyran-2-carboxylic acid (cis-APyC) was prepared from (R)-glyceraldehyde derivative, using nucleophilic substitution reaction for pyran ring formation. Similarly, the trans-3-aminoxy-5,6-dihydro-2H-pyran-2-carboxylic acid (trans-AmPyC) was prepared from diacetone glucose (DAG), using ring closing metathesis (RCM) reaction for the ring formation.

引用

页码：1768 / 1776

页数：9

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