HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bis(2-((tert-butyldiphenylsilyl)oxy)ethyl)amine → (R)-N,N-Bis(2-(tert-butyldiphenylsilyloxy)ethyl)-4-(phenylthio)-3-(4-sulfamoyl-2-(trifluoromethylsulfonyl)phenylamino)butanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bis(2-((tert-butyldiphenylsilyl)oxy)ethyl)amine | HCID 11146292 | — |
| Reactant | (R)-4-(phenylthio)-3-(4-sulfamoyl-2-(trifluoromethylsulfonyl)phenylamino)butanoic acid | HCID 66723519 | — |
| Product | (R)-N,N-Bis(2-(tert-butyldiphenylsilyloxy)ethyl)-4-(phenylthio)-3-(4-sulfamoyl-2-(trifluoromethylsulfonyl)phenylamino)butanamide | HCID 86661867 | 83.1% |
Reaction Steps
The title product (1.06 g, yield: 83%) was prepared using a procedure similar to the one described for the synthesis of INTERMEDIATE 24 utilizing (R)-4-(phenylthio)-3-(4-sulfamoyl-2-(trifluoromethylsulfonyl)phenylamino)butanoic acid (INTERMEDIATE 8, 600 mg, 1.2 mmol) and bis(2-(tert-butyldiphenylsilyloxy)ethyl)amine (INTERMEDIATE 29, 0.700 g, 1.20 mmol) as starting materials. The title product was purified by column chromatography (ISCO, 40 g silica gel column, eluting with 0→100% EtOAc/hexanes).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09018381B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-5afb47cfdbd64f84936c0994d3019213 |
| Source note | uspto-grants-2015_04 |