HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hexane → HCID 131734806, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | 4-Nitrobenzenesulfonamide | HCID 22784 | — |
| Reactant | HCID 118130042 | HCID 118130042 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 131734806 | HCID 131734806 | 29.1% |
Reaction Steps
To a mixture of (R)-((3-(methylsulfinyl)propoxy)methyl)benzene (0.50 g, 2.36 mmol, 1 eq.) was dissolved in DCM (15 mL) followed by addition of NsNH2 (0.71 g, 3.53 mmol, 1.5 eq.) and PhIO (0.77 g, 03.53 mol, 1.5 eq.). The reaction mixture was stirred at room temperature for 10 min followed by addition of Rh2(OAc)4 (30 mg, 0.07 mmol, 0.03 eq.), stirred for 1.5 hours, and filtered. The filtered cake was slurried with DCM (30 mL). The combined DCM was concentrated to give an oil product that was reslurried with hexane to give a crude product (0.26 g) that was recrystallized from MeOH/DCM to furnish the title compound (0.148 g, 15%, 98% ee).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09266869B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-23e137864fd2487b8f055e5afb3071cf |
| Source note | uspto-grants-2016_02 |