HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → (1R*,2R*,4'S*,5S*,6R*)-2',3',4',5'-Tetrahydro-4'-(2-methoxy-5-trifluoromethoxyphenyl)-1-phenyl-6-phenylsulphonylspiro[8-azabicyclo[3.2.1]octane-2,2'-furan]
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | (1R*,2R*,4'S*,5S*,6R*)-2',3',4',5'-Tetrahydro-4'-(2-hydroxy-5-trifluoromethoxyphenyl)-1-phenyl-6-phenylsulphonylspiro[8-azabicyclo[3.2.1]octane-2,2'-furan] | HCID 70152267 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (1R*,2R*,4'S*,5S*,6R*)-2',3',4',5'-Tetrahydro-4'-(2-methoxy-5-trifluoromethoxyphenyl)-1-phenyl-6-phenylsulphonylspiro[8-azabicyclo[3.2.1]octane-2,2'-furan] | HCID 70152315 | — |
Reaction Steps
The mixture of (1R*,2R*,4S*,5S*,6R*)-2′,3′,4′,5′-tetrahydro-4′-(2-hydroxy-5-trifluoromethoxyphenyl)-1-phenyl-6-phenylsulphonylspiro[8-azabicyclo[3.2.1]octane-2,2′-furan] (Example 10; 60 mg, 0.11 mmol), diethyl azodicarboxylate (0.04 ml, 0.25 mmol), triphenylphosphine (68 mg, 0.26 mmol), methanol (0.2 ml) and tetrahydrofuran (2 ml) was stirred at room temperature overnight then concentrated in vacuo and treated with methanol (2 ml) followed by 4M aqueous Na
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06479486B2 |
| Source dataset | uspto-grants-2002_11 |
| ORD ID | ord-49ecc270a6f4499b9e4e47e4e470f6ff |
| Source note | uspto-grants-2002_11 |