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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 356668Generated: October 26, 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)-4-[N-(3-Furanylmethyl)phenylamino]-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile

https://huagongshe.com/reaction/356668

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—
SolventMethanolHCID 887—
Product(3R-trans)-4-[N-(3-Furanylmethyl)phenylamino]-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-carbonitrileHCID 67800715—

Reaction Steps

The title compound was prepared from (1aR-cis)-1a,7b-dihydro-2,2-dimethyl-2H-oxireno-[c][1]benzopyran-6-carbonitrile (the title A compound of Example 3) and the title A compound by the same procedure as described for the title compound of Example 1. The product was obtained as a colorless solid (0.85 g, 57%), mp 63°-67° C. [α]D =+65.2° (c=0.71 MeOH). Analysis calculated for C23H22N2O3 ·0.25H2O: C, 72.90; H, 5.98; N, 7.39. Found: C, 72.94; H, 5.95; N, 7.35.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05837702
Source datasetuspto-grants-1998_11
ORD IDord-2d9c3ec0b63841a78e38397438d2e403
Source noteuspto-grants-1998_11