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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1195252Generated: October 25, 2026

Pyridine → 17-Allyl-12-[2-(4-benzoyloxy-3-methoxycyclohexyl)-1-methylvinyl]-1,14-dihydroxy-23, 25-dimethoxy-13,19,21,27-tetramethyl-11,28dioxa-4-azatricyclo[22.3.1.04,9]octacos-18ene-2,3,10, 16tetraone

https://huagongshe.com/reaction/1195252

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantBenzoyl chlorideHCID 7412—
ReactantTacrolimusHCID 445643—
SolventDichloromethaneHCID 6344—
Product17-Allyl-12-[2-(4-benzoyloxy-3-methoxycyclohexyl)-1-methylvinyl]-1,14-dihydroxy-23, 25-dimethoxy-13,19,21,27-tetramethyl-11,28dioxa-4-azatricyclo[22.3.1.04,9]octacos-18ene-2,3,10, 16tetraoneHCID 57202066—

Reaction Steps

To a solution of the FR-900506 substance (9.7 mg) in dichloromethane (0.2 ml) and pyridine (0.1 ml) was added benzoyl chloride (50 μl) at room temperature, and the mixture was stirred at room temperature for 2 hours. The solvent was removed from the reaction mixture under reduced pressure to give a crude oil. This oil was purified on silica gel thin layer chromatography (developing solvent: diethyl ether and hexane, 2:1 v/v) to afford 17-allyl-12-[2-(4-benzoyloxy-3-methoxycyclohexyl)-1-methylvinyl]-1,14-dihydroxy-23,25-di-methoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.04,9 ]octacos-18-ene-2,3,10,16-tetraone (8.0 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05110811
Source datasetuspto-grants-1992_05
ORD IDord-792b80e96402482cad261b18b6d123cf
Source noteuspto-grants-1992_05