Synthesis of Mono-O-tritylraffinoses and Deca-O-acetylraffinoses
- 1 June 1977
- journal article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 50 (6) , 1612-1615
- https://doi.org/10.1246/bcsj.50.1612
Abstract
Starting from raffinose (1), its 6″-O-trityl (2) and 6′-O-trityl derivative (6) have been prepared. Acetylation of 2 and 6 gave deca-O-acetyl-6″-O-tritylraffinose (3) and deca-O-acetyl-6′-O-tritylraffinose (7) respectively. Detritylation of 3 gave two products: 1′,2,2″,3,3′,3″,4,4′,4″,6′-deca-O-acetylraffinose (4) as a main product and 1′,2,2″,3,3′,3″,4,4′,6′,6″-deca-O-acetylraffinose (5) as a minor product, which were successfully separated by a column chromatography. On the other hand, detritylation of 7 gave 1′,2,2″,3,3′,3″,4,4′,4″,6″-deca-O-acetylraffinose (8) as a sole product. Their structures were established by NMR spectra, together with a chemical evidence.This publication has 12 references indexed in Scilit:
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