HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 69009208, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | HCID 69014555 | HCID 69014555 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 69009208 | HCID 69009208 | — |
Reaction Steps
To a stirred solution of 6α-carboxyandrostane-3,17-dione (II-aq, Prepn. 17, 34 mg) in CH2Cl2 (1.5 mL) at 0° C., MeOH (8 μL), DMAP (1 mg) and EDAC (39.4 mg) were added. After stirring overnight at room temperature, H2O was added and the mixture was extracted with CH2Cl2 (2×). The combined organic extracts were washed with H2O, brine, dried over Na2SO4, filtered and evaporated to dryness. The residue was purified by flash chromatography (SiO2, n-hexane/EtOAc 60/40) to give the title compound II-as (25 mg, 70%). 1H-NMR (300 MHz, DMSO-d6, ppm from TMS): δ 3.59 (s, 3H), 2.53-0.75 (m, 21H), 1.02 (s, 3H), 0.79 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08609644B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-d59fcf96bdd245b3901ad06139034707 |
| Source note | uspto-grants-2013_12 |