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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1590541Generated: October 25, 2026

(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal → Methyl 2-chloro-3-hydroxy-3-(p-methoxyphenyl)propionate

https://huagongshe.com/reaction/1590541

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 107526—
ReactantMethyl 2-chloro-3-oxo-3-(p-methoxyphenyl)propionateHCID 10014646—
SolventDimethylformamideHCID 6228—
ProductMethyl 2-chloro-3-hydroxy-3-(p-methoxyphenyl)propionateHCID 14832933—

Reaction Steps

In a test tube with an outer diameter of 15 mm, 0.25 g of a baker's yeast (Saccharomyces cerevisiae, manufactured by Oriental Kobo Kogyo K K ) was suspended in 3 ml of a McIlvaine buffer containing 0.54 g of glucose dissolved therein, and then 6 μl of dimethylformamide containing 6 mg of methyl 2-chloro-3-oxo-3-(p-methoxyphenyl)propionate was charged, followed by shaking reaction at 30° C. for 24 hours. When the reaction mixture was extracted with 2 ml of ethyl acetate and the amount of methyl 2-chloro-3-hydroxy-3-(p-methoxyphenyl)propionate formed was quantitated, it was found that 0.6 mg of the product was formed.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05204248
Source datasetuspto-grants-1993_04
ORD IDord-28f02adad66242ce8d1e66a4aa174ca3
Source noteuspto-grants-1993_04