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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 27731Generated: October 25, 2026

(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal → methyl alpha-D-glucopyranoside

https://huagongshe.com/reaction/27731

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 107526—
ReactantMethyl beta-D-glucopyranosideHCID 445238—
Productmethyl alpha-D-glucopyranosideHCID 6494779%

Reaction Steps

In the above Table I, it can be seen tht Sample A product composition gave a yield of 79.0% methyl-alpha-D-glucopyranoside and methyl-beta-D-glucopyranoside, and only 10.81% of polyglycosides and dextrose. Sample D produced 77.12% methyl-alpha-D-glucopyranoside and methyl-beta-D-glucopyranoside, while Sample G produced only 71.55% of the glucosides. At the same time, the percentages of polyglycosides and dextrose increased as the methanol:starch ratio decreased. The cost of removal of excess methanol must be balanced against the slightly increased yield of glucosides.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04223129
Source datasetuspto-grants-1980_09
ORD IDord-d06364d58a3942d68d5dd882b80eecd0
Source noteuspto-grants-1980_09