Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1454213Generated: October 29, 2026

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

https://huagongshe.com/reaction/1454213

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 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 esterHCID 57529278—
SolventMethanolHCID 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 esterHCID 6882784099.5%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07476764B2
Source datasetuspto-grants-2009_01
ORD IDord-6e73c854032546958f334b88a2b4e04a
Source noteuspto-grants-2009_01