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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 246841Generated: October 25, 2026

Amsacrine → m-AMSA D-gluconate

https://huagongshe.com/reaction/246841

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmsacrineHCID 2179—
Reactant(2R,3S,4R,5R)-2,3,4,5,6-Pentahydroxyhexanoic acid hydrateHCID 72206655—
SolventEthanolHCID 702—
Productm-AMSA D-gluconateHCID 8673897767.2%

Reaction Steps

A solution of 3.93 gm of m-AMSA and 5.15 gm of D-gluconic acid-water solution (38% w/w) in 305 ml of specially denatured 3A anhydrous ethanol at 70°-80° C. is filtered with suction. The filtrate is cooled to 30°-35° C. and 100 ml of anhydrous diethyl ether is added with stirring. After chilling to 0°-5° C. with stirring, the mixture is stored about 16 hours at 5° C. The product is collected, washed with specially denatured 3A anhydrous ethanol and anhydrous diethyl ether (3:1) at 5° C., then with several portions of anhydrous ether and dried under reduced pressure at 50°-55° C. to give 3.95 gm of m-AMSA D-gluconate. The salt obtained by this process retains a small amount (about 1% of ethanol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04704397
Source datasetuspto-grants-1987_11
ORD IDord-d2c2b98707a2429f9c6f648a4fbbed16
Source noteuspto-grants-1987_11