HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → tert-butyl 2-[(S)-7-(5-bromo-2-thienyl)-4-dimethylaminosulfonyl-1,1-dioxoperhydro-1,4-thiazepin-7-yl]acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Dimethylsulphamoyl chloride | HCID 83372 | — |
| Reactant | tert-butyl 2-[(S)-7-(5-bromo-2-thienyl)-1,1-dioxoperhydro-1,4-thiazepin-7-yl]acetate.(1R)-10-camphorsulfonate | HCID 86588733 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | tert-butyl 2-[(S)-7-(5-bromo-2-thienyl)-4-dimethylaminosulfonyl-1,1-dioxoperhydro-1,4-thiazepin-7-yl]acetate | HCID 69747177 | 89.4% |
Reaction Steps
A mixture of tert-butyl 2-[(S)-7-(5-bromo-2-thienyl)-1,1-dioxoperhydro-1,4-thiazepin-7-yl]acetate•(1R)-10 -camphorsulfonate (2.00 g), dimethylaminosulfonyl chloride (569 mg) and 2M aqueous sodium carbonate (10.6 ml) in dioxane (40 ml) was stirred for 2.5 days at room temperature. After the reaction solution was concentrated in vacuo, the mixture was diluted with water. The obtained suspension was stirred for 30 minutes under ice-cooling. The resulting solid was collected, washed with water and dried in vacuo to give tert-butyl 2-[(S)-7-(5-bromo-2-thienyl)-4-dimethylaminosulfonyl-1,1-dioxoperhydro-1,4-thiazepin-7-yl]acetate (1.449 g) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06967197B2 |
| Source dataset | uspto-grants-2005_11 |
| ORD ID | ord-bf49647407f74335a0dc220ede2f55a1 |
| Source note | uspto-grants-2005_11 |