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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1454203Generated: November 3, 2026

Sodium borohydride → {(2R,3S)-4-(3,5-difluoro-phenyl)-3-[3-(1,1-dioxo-1lambda6-[1,2]thiazinan-2-yl)-5-(1-hydroxy-ethyl)-benzoylamino]-2-hydroxy-butyl}-(3-methoxy-benzyl)-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/1454203

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactant[(2R,3S)-3-[3-acetyl-5-(1,1-dioxo-1lambda6-[1,2]thiazinan-2-yl)-benzoylamino]-4-(3,5-difluoro-phenyl)-2-hydroxy-butyl]-(3-methoxy-benzyl)-carbamic acid tert-butyl esterHCID 57529282—
SolventMethanolHCID 887—
Product{(2R,3S)-4-(3,5-difluoro-phenyl)-3-[3-(1,1-dioxo-1lambda6-[1,2]thiazinan-2-yl)-5-(1-hydroxy-ethyl)-benzoylamino]-2-hydroxy-butyl}-(3-methoxy-benzyl)-carbamic acid tert-butyl esterHCID 57529323—

Reaction Steps

[(2R,3S)-3-[3-Acetyl-5-(1,1-dioxo-1λ6-[1,2]thiazinan-2-yl)-benzoylamino]-4-(3,5-difluoro-phenyl)-2-hydroxy-butyl]-(3-methoxy-benzyl)-carbamic acid tert-butyl ester (16 mg, 0.022 mmol) was dissolved in MeOH (0.2 mL) and sodium borohydride (1.13 mg, 0.03 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 to give the title compound which was used in the next step without further purification: HPLC retention time: 2.073 min (method A). MS (ESI) (M+H)+ 718.30.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07476764B2
Source datasetuspto-grants-2009_01
ORD IDord-d129e75359fd4363ae549803a9ac05b9
Source noteuspto-grants-2009_01