HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → tert-butyl 3-methoxybenzyl((2R,3S)-3-(3-(benzamido)-5-(1-hydroxyethyl)benzamido)-4-(3,5-difluorophenyl)-2-hydroxybutyl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | tert-Butyl 3-methoxybenzyl((2R,3S)-3-(3-acetyl-5-(benzamido)benzamido)-4-(3,5-difluorophenyl)-2-hydroxybutyl)carbamate | HCID 68827142 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | tert-butyl 3-methoxybenzyl((2R,3S)-3-(3-(benzamido)-5-(1-hydroxyethyl)benzamido)-4-(3,5-difluorophenyl)-2-hydroxybutyl)carbamate | HCID 68828010 | 94.7% |
Reaction Steps
tert-Butyl 3-methoxybenzyl((2R,3S)-3-(3-acetyl-5-(benzamido)-benzamido)-4-(3,5-difluorophenyl)-2-hydroxybutyl)carbamate (15 mg, 0.021 mmol) was dissolved in MeOH (0.1 mL) and sodium borohydride (1.0 mg, 0.028 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 (14 mg): HPLC retention time: 2.267 min (method A). MS (ESI) (M+H)+ 732.39.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07476764B2 |
| Source dataset | uspto-grants-2009_01 |
| ORD ID | ord-c296387d00334d2eba2f2671b8f3ef20 |
| Source note | uspto-grants-2009_01 |