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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1462466Generated: October 26, 2026

Methanol → 1,1a,2,8,8a,8b-Hexahydro-8-(hydroxymethyl)-8a-methoxy-5-methyl-6-furfurylamino-azirino[2',3':3,4]pyrrolo-[1,2-a]indole-4,7-dione carbamate

https://huagongshe.com/reaction/1462466

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantChloroformHCID 6212—
ReactantMitomycin AHCID 19972—
SolventFurfurylamineHCID 3438—
Product1,1a,2,8,8a,8b-Hexahydro-8-(hydroxymethyl)-8a-methoxy-5-methyl-6-furfurylamino-azirino[2',3':3,4]pyrrolo-[1,2-a]indole-4,7-dione carbamateHCID 8673773642.7%

Reaction Steps

To a solution of 60 mg (0.17 mmol) of mitomycin A in 8 ml of anhydrous methanol, 0.5 ml of furfurylamine was added with stirring. The progress of the reaction was periodically checked by TLC and the reaction appeared to be complete in 3 hours. The solvent was removed by evaporation under reduced pressure and the residue was chromatographed using silica-gel as adsorbent. The fraction obtained by eluting the column with ethyl acetate was evaporated. Recrystallization from a mixture of chloroform and here gave 30 mg (42.7% yield) of the desired product as colored crystals having a melting point of 62°-63° (decomposing) and providing the following analysis:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04460599
Source datasetuspto-grants-1984_07
ORD IDord-88df190deead4a0187b61068ab590d5d
Source noteuspto-grants-1984_07