HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetone → HCID 131733507, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 131733508 | HCID 131733508 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 131733507 | HCID 131733507 | 86.1% |
Reaction Steps
(1R,2R)/(1S,2S)-2-((3′-Formyl-2,6-dimethylbiphenyl-4-yl)oxy)cyclopentyl acetate 17c (71 mg, 0.20 mmol) was dissolved in 10 mL of methanol, followed by addition of sodium borohydride (15 mg, 0.40 mmol). The reaction solution was stirred for 2 hours. The resulting solution was mixed with 6 mL of acetone and concentrated under reduced pressure. The residue was purified by silica gel column chromatography with elution system B to obtain the title compound (1R,2R)/(1S,2S)-2-((3′-(hydroxymethyl)-2,6-dimethylbiphenyl-4-yl)oxy)cyclopentyl acetate 17d (61 mg, yield 85.2%) as a colorless slime.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09139548B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-3bfc0ed6ba1a4632bf3d296c0a7a98bf |
| Source note | uspto-grants-2015_09 |