HuagongsheHuagongshe Chemistry Print Report · For research reference only
(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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3R-trans)-[(6-cyano-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-4-yl)phenylamino]acetic acid, ethyl ester | HCID 10738551 | — |
| Reactant | (1aR,7bR)-2,2-Dimethyl-1a,7b-dihydro-2H-oxireno[2,3-c]chromene-6-carbonitrile | HCID 10987295 | — |
| Product | (3R-trans)-3,4-Dihydro-4-[(2,2-dimethoxyethyl)amino]-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile | HCID 67641785 | 90% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05837702 |
| Source dataset | uspto-grants-1998_11 |
| ORD ID | ord-c9e762e53535407c8ead3a24e10d02f5 |
| Source note | uspto-grants-1998_11 |