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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 356665Generated: October 25, 2026

(3R-trans)-[(6-cyano-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-4-yl)phenylamino]acetic acid, ethyl ester → (3R-trans)-3,4-Dihydro-4-[(2,2-dimethoxyethyl)amino]-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile

https://huagongshe.com/reaction/356665

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(3R-trans)-[(6-cyano-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-4-yl)phenylamino]acetic acid, ethyl esterHCID 10738551—
Reactant(1aR,7bR)-2,2-Dimethyl-1a,7b-dihydro-2H-oxireno[2,3-c]chromene-6-carbonitrileHCID 10987295—
Product(3R-trans)-3,4-Dihydro-4-[(2,2-dimethoxyethyl)amino]-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-carbonitrileHCID 6764178590%

Reaction Steps

A mixture of (1aR-cis)-1a,7b-dihydro-2,2-dimethyl-2H-oxireno-[c][1]benzopyran-6-carbonitrile (750 mg, 3.73 mmol, the title A compound of Example 3), dimethyl aminoacetal (1.2 mL) was heated in a sealed tube at 75° C. for two days. The reaction mixture was purified by flash column chromatography (ethyl acetate and hexane, 1:1) to give a colorless oil (1.0 g, 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05837702
Source datasetuspto-grants-1998_11
ORD IDord-c9e762e53535407c8ead3a24e10d02f5
Source noteuspto-grants-1998_11