HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → HCID 59281166, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (Bis(2-methoxyethyl)amino)sulfur trifluoride | HCID 2734690 | — |
| Reactant | HCID 59281207 | HCID 59281207 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59281166 | HCID 59281166 | — |
Reaction Steps
[Bis(2-methoxyethyl)amino]sulfur trifluoride (155 μl) was added dropwise to a solution of tert-butyl [(4aR,6R,8aS)-8a-(5-bromo-2-fluorophenyl)-6-hydroxymethyl-4,4a,5,6,8,8a-hexahydro-7-oxa-3-thia-1-azanaphthalen-2-yl]carbamate (200 mg) in dichloromethane (5.0 ml) at −78° C. The mixture was stirred overnight with gradual heating to room temperature. A sodium bicarbonate solution was added to the reaction mixture to terminate the reaction. The aqueous layer was extracted with ethyl acetate, and the organic layer was dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography to obtain the title compound (145 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08198269B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-a117831a453b4d688c071f9ba7d7764d |
| Source note | uspto-grants-2012_06 |