HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 68694352, compound → HCID 68691308, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 68694352 | HCID 68694352 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68691308 | HCID 68691308 | — |
Reaction Steps
To a solution of R-CBS reagent (90 μL, 1M sol.) and BH3DMS (220 μL, 2.34 mmol) in 3.6 ml of toluene at −10° C. was dropwise added over about 2 h, a solution of the product from Step 1 (500 mg, 1.8 mmol) in 1.8 mL of THF. After addition was complete, the reaction mixture was quenched with 0.5 N HCl. The resulting mixture was transferred to a seperatory funnel and the aqueous layer was washed 3× with EtOAc. The organic layers were combined, dried over MgSO4, filtered and concentrated to yield an oil, which was was purified by chiral HPLC (77% ee prior to chiral separation) to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07838676B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-2ec34932652a457d9175eade0328b733 |
| Source note | uspto-grants-2010_11 |