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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 234218Generated: November 1, 2026

Methyl (4R)-1,3,4,5,6,7,8,9,10,12-decahydro-16-hydroxy-14-methoxy-13-methyl-12-oxo-6-thioxo-11,2,5-benzoxathiaazacyclotetradecine-4-carboxylate → HCID 54075283, compound

https://huagongshe.com/reaction/234218

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl (4R)-1,3,4,5,6,7,8,9,10,12-decahydro-16-hydroxy-14-methoxy-13-methyl-12-oxo-6-thioxo-11,2,5-benzoxathiaazacyclotetradecine-4-carboxylateHCID 9823853—
SolventMethanolHCID 887—
SolventPropargylamineHCID 239041—
ProductHCID 54075283HCID 5407528397.1%

Reaction Conditions

Temperature50 °C

Reaction Steps

A solution of 43 mg of the product of Example 23 in a mixture of 0.5 ml of methanol and 0.5 ml of prop-2-ynylamine was heated to 50° C. for 8 h. The solution was evaporated in vacuo, the residue was dissolved in ethyl acetate, and the solution was washed with 1N hydrochloric acid and water. The organic layer was dried over sodium sulfate and evaporated in vacuo and the residue was chromatographed on silica gel using ethyl acetate/hexane (1:2, v/v) as eluent. The purified product was crystallized from ethyl acetate/hexane to afford 22 mg (R)-16-hydroxy-14-methoxy-13-methyl-12-oxo-6-thioxo-1,3,4,5,6,7,8,9,10,12-decahydro-11,2,5benzoxathiaazacyclotetradecine-4-carboxylic acid prop-2-ynylamide as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05594135
Source datasetuspto-grants-1997_01
ORD IDord-b4be61aeae4b4dbfadd914aff69d5764
Source noteuspto-grants-1997_01