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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 976030Generated: October 30, 2026

Phosphate → 21-Deoxyconcanolide A

https://huagongshe.com/reaction/976030

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphateHCID 1061—
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant21-deoxyconcanamycin AHCID 11115550—
SolventHydrochloric AcidHCID 313—
SolventMethanolHCID 887—
Product21-Deoxyconcanolide AHCID 11072454—

Reaction Steps

500 mg (2.6 mmol, 22.5 equiv.) of toluene-4-sulfonic acid in 3 ml of 1N HCl are added to a solution of 100 mg of 21-deoxyconcanamycin A (0.117 mmol) in 15 ml of MeOH and the reaction mixture is stirred for 48 hours at room temperature. After the addition of 20 ml of phosphate buffer (pH=7) the solvent is removed in vacuo. Standard working-up, followed by column chromatography on silica gel (system E then system D), yields the title compound. M.p. 104° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05610178
Source datasetuspto-grants-1997_03
ORD IDord-bb1100e89c704bda929497575780005a
Source noteuspto-grants-1997_03