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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1454208Generated: November 3, 2026

Sodium borohydride → tert-butyl 3-methoxybenzyl((2R,3S)-3-(3-(benzamido)-5-(1-hydroxyethyl)benzamido)-4-(3,5-difluorophenyl)-2-hydroxybutyl)carbamate

https://huagongshe.com/reaction/1454208

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactanttert-Butyl 3-methoxybenzyl((2R,3S)-3-(3-acetyl-5-(benzamido)benzamido)-4-(3,5-difluorophenyl)-2-hydroxybutyl)carbamateHCID 68827142—
SolventMethanolHCID 887—
Producttert-butyl 3-methoxybenzyl((2R,3S)-3-(3-(benzamido)-5-(1-hydroxyethyl)benzamido)-4-(3,5-difluorophenyl)-2-hydroxybutyl)carbamateHCID 6882801094.7%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07476764B2
Source datasetuspto-grants-2009_01
ORD IDord-c296387d00334d2eba2f2671b8f3ef20
Source noteuspto-grants-2009_01