HuagongsheHuagongshe Chemistry Print Report · For research reference only
Boron trifluoride etherate → Methyl 7-methoxy-2,3-dihydrobenzo[f][1,4]thiazepine-4(5H)-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Boron trifluoride etherate | HCID 8000 | — |
| Reactant | Methyl hydroxymethyl(2-(4-methoxyphenylthio)ethyl)carbamate | HCID 57864666 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 7-methoxy-2,3-dihydrobenzo[f][1,4]thiazepine-4(5H)-carboxylate | HCID 57864656 | 85.7% |
Reaction Steps
A solution of compound 9 (20.0 mg) in 10 mL CH2Cl2 was treated with 1.1 eq. of BF3—OEt2 under Ar. The mixture was stirred overnight and washed with 1N HCl and sat. NaHCO3 Removal of the solvent gave the crude product and TLC analysis showed one major spot. The crude product was further purified on SiO2 column to provide the title compound (16 mg). The structure was confirmed by NMR and TLC comparison with authentic sample prepared by the reaction of 7-MeO-2,3,4,5-tetrahydro-1,4-benzothiazepine with methyl chloroformate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08618282B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-f87f46c5e6a243e0872f8935e4f03aef |
| Source note | uspto-grants-2013_12 |