HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → HCID 59598494, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 59598506 | HCID 59598506 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 59598494 | HCID 59598494 | 96% |
Reaction Steps
To a solution of (R)-tert-butyl 2-((S)-(2-ethoxy-2-oxoethoxy)(6-fluoro-3′-methylbiphenyl-2-yl)methyl)morpholine-4-carboxylate (570 mg, 1.17 mmol) in CH3OH (20 mL) at rt, NaBH4 (355 mg, 9.36 mmol) was added in portions. The mixture was stirred for ˜0.5 h at rt and then evaporated. The residue was partitioned between water and EtOAc. The combined organic layers were washed with brine, dried over anhydrous NaSO4 and evaporated to give semi-crude (R)-tert-butyl 2-((S)-(6-fluoro-3′-methylbiphenyl-2-yl)(2-hydroxyethoxy)methyl)morpholine-4-carboxylate (498 mg, 96%), which was used in the next step reaction without further purification. MS (E/Z): 446 (M+H+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07858624B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-cc942ba5649d4f9d8af8190416cb39be |
| Source note | uspto-grants-2010_12 |