Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 254114Generated: October 31, 2026

Sodium borohydride → N-{[4-((2R,3R)-1-(4-fluorophenyl)-3-{[2-(4-fluorophenyl)-2-hydroxyethy]thio}-4-oxoazetidin-2-yl)phenoxy]acetyl}-D-alanine

https://huagongshe.com/reaction/254114

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
ReactantN-{[4-((2R,3R)-1-(4-fluorophenyl)-3-{[2-(4-fluorophenyl)-2-oxoethyl]thio}-4-oxoazetidin-2-yl)phenoxy]acetyl}-D-alanineHCID 66843258—
ReactantAmmonium acetate waterHCID 86619100—
SolventMethanolHCID 887—
ProductN-{[4-((2R,3R)-1-(4-fluorophenyl)-3-{[2-(4-fluorophenyl)-2-hydroxyethy]thio}-4-oxoazetidin-2-yl)phenoxy]acetyl}-D-alanineHCID 6684317648%

Reaction Steps

N-{[4-((2R,3R)-1-(4-fluorophenyl)-3-{[2-(4-fluorophenyl)-2-oxoethyl]thio}-4-oxoazetidin-2-yl)phenoxy]acetyl}-D-alanine was dissolved in methanol (1.5 ml). Sodium borohydride was added and the mixture was stirred for 30 minutes. An ammonium acetate/H2O solution (2 ml) was added and the methanol was evaporated. The product was purified by preparative HPLC (CH3CN/0.1% ammoniumacetate buffer 20:80-100:0). The fractions containing product were lyophilized and 27 mg (48%) of the title product was obtained. M/z: 555.0 (M−1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07871998B2
Source datasetuspto-grants-2011_01
ORD IDord-71776bca95e844f192e8fb14fa14a23a
Source noteuspto-grants-2011_01