Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
A Structural Study of Di-O-isopropyridene-pentitols by Conversion to the Corresponding Mono-O-benzyl Derivatives
Toshio NakagawaHisao TokuokaKazuhiko ShinotoJuji YoshimuraTetsuo Sato
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1967 Volume 40 Issue 9 Pages 2150-2154

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Abstract

D-Arabinitol and xylitol were acetonated, benzylated and then hydrolyzed with a mineral acid to afford in good yields the corresponding 1-O-benzyl derivatives, which were identified by a periodate oxidation and a chemical identification. A preferential acetonation of the pentitols is discussed in a view of stereochemistry. Synthesis of 2-O-benzyl-D-arabinitol and 3-O-benzylxylitol are also described.

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