Facile Synthesis of Cyanogen Glycosides (R)-Prunasin, Linamarin and (S)-Heterodendrin. | Zendy

Noriyuki Nakajima | Zendy; Makoto Ubukata | Zendy

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Facile Synthesis of Cyanogen Glycosides (R)-Prunasin, Linamarin and (S)-Heterodendrin.

Author(s) -

Noriyuki Nakajima,

Makoto Ubukata

Publication year - 1998

Publication title -

bioscience biotechnology and biochemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.509

H-Index - 116

eISSN - 1347-6947

pISSN - 0916-8451

DOI - 10.1271/bbb.62.453

Subject(s) - cyanohydrin , glycoside , cyanogen , dehydration , chemistry , amygdalin , glycosylation , stereochemistry , organic chemistry , catalysis , biochemistry , medicine , alternative medicine , pathology

A facile synthetic route is described to cyanogenic glycosides (R)-prunasin, linamarin and (S)-heterodendrin from O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)trichloroace- timidate and the corresponding α-hydroxyamides by a 3-step reaction of glycosylation, cyanohydrin formation by dehydration of carboxamides, and deprotection.

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