HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Bromobenzenesulfonyl chloride → (RS)-2-(4-bromobenzenesulfonyl-amino)-N-(4-(ethoxycarbonylmethyl) phenyl)-3-(tetrahydro-pyran-2-yloxy)propanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Bromobenzenesulfonyl chloride | HCID 7396 | — |
| Reactant | (RS)-2-(benzyloxycarbonylamino)-N-(4-(ethoxycarbonylmethyl)phenyl)-3-(tetrahydropyran-2-yloxy)propanamide | HCID 19032873 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Product | (RS)-2-(4-bromobenzenesulfonyl-amino)-N-(4-(ethoxycarbonylmethyl) phenyl)-3-(tetrahydro-pyran-2-yloxy)propanamide | HCID 19032913 | 67.2% |
Reaction Steps
The procedure described in Example 15 was repeated, except that (RS)-2-(benzyloxycarbonylamino)-N-(4-(ethoxycarbonylmethyl)phenyl)-3-(tetrahydropyran-2-yloxy)propanamide (2.0 g) was hydrogenolyzed in the presence of 10% Pd-C, and then, reacted with 4-bromobenzenesulfonyl chloride (2.08 g) to obtain (RS)-2-(4-bromobenzenesulfonyl-amino)-N-(4-(ethoxycarbonylmethyl) phenyl)-3-(tetrahydro-pyran-2-yloxy)propanamide (1.58 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05650428 |
| Source dataset | uspto-grants-1997_07 |
| ORD ID | ord-25bab72b70e24bc28a5261471c5ba4fe |
| Source note | uspto-grants-1997_07 |