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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 258454Generated: October 26, 2026

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

https://huagongshe.com/reaction/258454

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSuccinic anhydrideHCID 7922—
ReactantTacrolimusHCID 445643—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventPyridineHCID 1049—
Product17-Allyl-12-[2-[4-(3-carboxypropionyloxy)-3-methoxycyclohexyl]-1-methylvinyl]-1,14-dihydroxy-23, 25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.04,9]octacos-18-ene-2,3,10, 16-tetraoneHCID 73156463—

Reaction Steps

To a stirred solution of the FR-900506 substance (248 mg) in pyridine (7 ml) were added succinic anhydride (145 mg) and 4-(N,N-dimethylamino)pyridine (7 mg), and the resulting mixture was stirred at room temperature for 18 hours. The reaction mixture was concentrated under reduced pressure and the residue was subjected to chromatography on silica gel (20 g) with ethyl acetate to give 17-allyl-12-[2-[4-(3-carboxypropionyloxy)-3-methoxycyclohexyl]-1-methylvinyl]-1,14-dihydroxy-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.04,9 ]octacos-18-ene-2,3,10,16-tetraone (90 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05266692
Source datasetuspto-grants-1993_11
ORD IDord-5a0a89e932cb42a3b985c5ca4b2e044c
Source noteuspto-grants-1993_11