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Synthetic approaches to imino sugar (2R,3R,4S)-2-(hydroxymethyl)-4-methylpyrrolidine-3,4-diol from naturally occurring sugar and amino acid

✍ Scribed by Pravin L. Kotian; Ajit Ghosh; Tsu-Hsing Lin; Minwan Wu; V. Satish Kumar; Yarlagadda S. Babu; Pooran Chand

Book ID: 104098625
Publisher: Elsevier Science
Year: 2011
Tongue: French
Weight: 443 KB
Volume: 52
Category: Article
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2010.11.068

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✦ Synopsis

Imino sugar compound 3 was prepared by two alternative routes starting from ribose and D-serine. From D-serine (3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-methylpyrrolidin-2-one was prepared in five steps in 50% overall yield, which was further converted into (2R,3R,4S)-2-(hydroxymethyl)-4-methylpyrrolidine-3,4-diol in three steps in 23% overall yield.

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