HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (4S,7S,10aS)-4-amino-7-vinylhexahydro-2H-pyrido[2,1-b][1,3]thiazepin-5(7H)-one trifluoroacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | tert-butyl (4S,7S,10aS)-5-oxo-7-vinyloctahydro-2H-pyrido[2,1-b][1,3]thiazepin-4-ylcarbamate | HCID 86706232 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (4S,7S,10aS)-4-amino-7-vinylhexahydro-2H-pyrido[2,1-b][1,3]thiazepin-5(7H)-one trifluoroacetate | HCID 86706233 | 103.1% |
Reaction Steps
To a solution of tert-butyl (4S,7S,10aS)-5-oxo-7-vinyloctahydro-2H-pyrido[2,1-b][1,3]thiazepin-4-ylcarbamate (44 mg, 0.13 mmol) in DCM (1 mL) was added TFA (1.0 mL, 13 mmol). The reaction was stirred at rt for 1 hr. The reaction mixture was concentrated and dried under high vacuum to afford (4S,7S,10aS)-4-amino-7-vinylhexahydro-2H-pyrido[2,1-b][1,3]thiazepin-5(7H)-one trifluoroacetate (46 mg, 0.134 mmol, 100% yield) as an oil. Anal. Calcd. for C11H18N2OS m/z 226.3. found: 227.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09346852B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-76bad17b5b98463f85a1643a8e9b574c |
| Source note | uspto-grants-2016_05 |