z-logo
Premium
3‐O‐Methl‐6‐desoxy‐ L ‐talose, Synthese und Identifizierung mit L ‐Acovenose. Desoxyzucker, 43. Mitteilung
Author(s) -
Kapur B. M.,
Allgeier H.
Publication year - 1968
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19680510110
Subject(s) - chemistry , sodium periodate , hydrolysis , periodate , stereochemistry , organic chemistry
3‐O‐methly‐6‐deoxy‐ L ‐talose has been synthesized starting from 1, 2–5, 6‐di‐O‐isopropylidene‐α‐ D ‐allose ( 1 ). Methylation, selective acidic hydrolysis, sodium periodate oxidation and G RIGNARD reaction with CH 3 MgBr gave a mixture of the 1, 2‐isopropylidene derivatives of 3‐O‐methyl‐6‐deoxy‐ D ‐allose and 3‐O‐methyl‐6‐deoxy‐ D ‐allose ( 7 ) and 3‐O‐methyl‐6‐deoxy‐ L ‐talose ( 8 ) ( L ‐acovenose) could be obtained. Oxidation of the latter gave the corresponding crystalline lactone, which could be indentified with a sample obtained from natural L ‐acovenose.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here
Accelerating Research

Address

John Eccles House
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom