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Synthesis of (2S,3R)-3-amino-2-hydroxydecanoic acid and (3R,4R)-3-amino-4-hydroxyazepane from D-isoascorbic acid

✍ Scribed by Arounarith Tuch; Michèle Sanière; Yves Le Merrer; Jean-Claude Depezay

Publisher
Elsevier Science
Year
1996
Tongue
English
Weight
528 KB
Volume
7
Category
Article
ISSN
0957-4166

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✦ Synopsis

Taking advantage of the high functionality of an enantiopure protected syn-2R-amino-l,3,4-triol derivative, easily available on a multigram scale from Disoascorbic acid, several biologically active compounds have been synthesized such as the (2S,3R)-3-amino-2-hydroxydecanoic acid (AHDA), the N-terminal moiety of microginin, and the (3R,4R)-3-amino-4-hydroxyazepane, the ophiocordin and balanol core structure.

📜 SIMILAR VOLUMES

ChemInform Abstract: Synthesis of (2S,3R
ChemInform Abstract: Synthesis of (2S,3R)-3-Amino-2-hydroxydecanoic Acid (VII) and (3R,4R)- 3-Amino-4-hydroxyazepane (XII) from D-Isoascorbic Acid.
✍ A. TUCH; M. SANIERE; Y. LE MERRER; J.-C. DEPEZAY 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 32 KB 👁 2 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v

Asymmetric synthesis of the N-terminal c
Asymmetric synthesis of the N-terminal component of microginin: (2S,3R)-3-amino-2-hydroxydecanoic acid, its (2R,3R)-epimer and (3R)-3-aminodecanoic acid
✍ Mark E Bunnage; Anthony J Burke; Stephen G Davies; Christopher J Goodwin 📂 Article 📅 1995 🏛 Elsevier Science 🌐 English ⚖ 714 KB

3-Amino-2-hydroxydecanoic acid (AHDA) is a novel amino acid which has been suggested as the Nterminal component of the recently isolated angiotensin-converting "enzyme inhibitor microginin. The naturally occurring amino acid was found to possess syn relative stereochemistry and (2S,3R) absolute ster