HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol hydrochloride → 4,4-Dimethyl-24-phenylamino-5alpha-chola-8,14-dien-3beta-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol hydrochloride | HCID 21887872 | — |
| Reactant | 3beta-tert-Butyldimethylsilyloxy-4,4-dimethyl-24-phenylamino-5alpha-chola-8,14-dien | HCID 69411663 | — |
| Product | 4,4-Dimethyl-24-phenylamino-5alpha-chola-8,14-dien-3beta-ol | HCID 69283934 | 66.1% |
Reaction Steps
3β-tert-Butyldimethylsilyloxy-4,4-dimethyl-24-phenylamino-5α-chola-8,14-dien (100 mg) is hydrolysed with ethanol/HCl at 50° C. Aqueous work-up and crystallization from ethanol gives the title compound (53 mg). Melting point: 178-180° C. 1H-NMR (CDCl3, 300 MHz)): δ=7.19 (2H, t); 6.7 (1H, t); 6.63 (2H, d); 5.36 (1H, s); 3.6 (1H, s); 3.26 (1H, m); 3.1 (2H, m). MS: Calculated: 461.7. Found: 461.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06407086B2 |
| Source dataset | uspto-grants-2002_06 |
| ORD ID | ord-29cd71583eb64745ba7d867a0d1a1376 |
| Source note | uspto-grants-2002_06 |