A Flow-Based Synthesis of 2-Aminoadamantane-2-carboxylic Acid

被引：53

作者：

Battilocchio, Claudio ^{[1
,2
]}

Baxendale, Ian R. ^{[1
]}

Biava, Mariangela ^{[2
]}

Kitching, Matthew O. ^{[1
]}

Ley, Steven V. ^{[1
]}

机构：

[1] Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England

[2] Univ Roma La Sapienza, Dipartimento Chim & Tecnol Farmaco, I-00185 Rome, Italy

来源：

ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2012年 / 16卷 / 05期

基金：

英国工程与自然科学研究理事会;

关键词：

ALPHA-AMINO-ACID; ASSISTED SYNTHESIS; STRECKER SYSTEMS; HEAT-TRANSFER; SCALE-UP; OZONOLYSIS; CHEMISTRY; CATALYSIS; BATCH; CELL;

D O I：

10.1021/op300084z

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

The development of a new, high-yielding, scalable and safe process for the preparation of 2-aminoadamantane-2-carboxylic acid (1) is described. This geminal, functionalized achiral amino acid has been reported to possess interesting biological activity as a transport mediator due to its unique physiochemical properties. We report herein on the use of various mesoreactor flow devices to expedite the lab-scale synthesis of this molecule by simplifying the processing requirements for use of several potentially hazardous reagent combinations and reaction conditions.

引用

页码：798 / 810

页数：13

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