HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → Methyl (7R)-7-{[(benzyloxy)carbonyl]amino}-13-cyclohexyl-10-methyl-7,8-dihydro-6H-thieno[2',3':4,5]pyrrolo[1,2-e][1,5]benzoxazocine-11-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | methyl 5-{2-[((2S)-2-{[(benzyloxy)carbonyl]amino}-3-bromopropyl)oxy]phenyl}-6-cyclohexyl-3-methyl-4H-thieno[3,2-b]pyrrole-2-carboxylate | HCID 67298840 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl (7R)-7-{[(benzyloxy)carbonyl]amino}-13-cyclohexyl-10-methyl-7,8-dihydro-6H-thieno[2',3':4,5]pyrrolo[1,2-e][1,5]benzoxazocine-11-carboxylate | HCID 67298705 | 45% |
Reaction Steps
Methyl 5-{2-[((2S)-2-{[(benzyloxy)carbonyl]amino}-3-bromopropyl)oxy]phenyl}-6-cyclohexyl-3-methyl-4H-thieno[3,2-b]pyrrole-2-carboxylate was dissolved in DMF (0.034M) and NaH (1.1 eq., 60% in mineral oil) was added. The mixture was left stirring at RT. After 30 min all volatiles were evaporated i. vac. The residual material was purified by chromatography (PE:EtOAc, 8.5:1.5). The product was obtained as a colourless solid (45%). MS (ES+) m/z 559 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07973026B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-7b356d088bec43748ec0e2297a1531fd |
| Source note | uspto-grants-2011_07 |