HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → {(2R,3S)-4-(3,5-Difluoro-phenyl)-3-[3-[1-(4-fluoro-phenyl)-ethylcarbamoyl]-5-(1-hydroxy-ethyl)-benzoylamino]-2-hydroxy-butyl}-(3-methoxy-benzyl)-carbamic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | [(2R,3S)-3-{3-Acetyl-5-[1-(4-fluoro-phenyl)-ethylcarbamoyl]-benzoyl-amino}-4-(3,5-difluoro-phenyl)-2-hydroxy-butyl]-(3-methoxy-benzyl)-carbamic acid tert-butyl ester | HCID 57529278 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | {(2R,3S)-4-(3,5-Difluoro-phenyl)-3-[3-[1-(4-fluoro-phenyl)-ethylcarbamoyl]-5-(1-hydroxy-ethyl)-benzoylamino]-2-hydroxy-butyl}-(3-methoxy-benzyl)-carbamic acid tert-butyl ester | HCID 68827840 | 99.5% |
Reaction Steps
[(2R,3S)-3-{3-Acetyl-5-[1-(4-fluoro-phenyl)-ethylcarbamoyl]-benzoyl-amino}-4-(3,5-difluoro-phenyl)-2-hydroxy-butyl]-(3-methoxy-benzyl)-carbamic acid tert-butyl ester (10 mg, 0.0134 mmol) was dissolved in MeOH (0.1 mL) and sodium borohydride (0.68 mg, 0.0179 mmol) was added. The reaction mixture was stirred at room temperature for 2 h. The mixture was concentrated and partitioned between ethyl acetate and H2O. The organic layer was separated and concentrated under vacuum to give the title compound (10 mg): HPLC retention time: 2.243 min (method A). MS (ESI) (M+H)+ 750.40.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07476764B2 |
| Source dataset | uspto-grants-2009_01 |
| ORD ID | ord-6e73c854032546958f334b88a2b4e04a |
| Source note | uspto-grants-2009_01 |