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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 479873Generated: October 30, 2026

Sodium borohydride → HCID 86759253, compound

https://huagongshe.com/reaction/479873

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 69537565HCID 69537565—
SolventMethanolHCID 887—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 86759253HCID 8675925351.6%

Reaction Steps

(4S,5S)-5-Hydroxy-4-isopropyl-5-trifluoromethyl-1,3-oxazolidine-3-carboxylic acid t-butyl ester (4.51 g, 0.015 mol) obtained in Example 6 was dissolved in methanol (50 ml), and thereto was slowly added sodium borohydride (500 mg, 0.013 mol) under ice-cooling, and the mixture was stirred at room temperature overnight. To the reaction solution was added saturated brine, and the mixture was extracted with ethyl acetate. The extract was dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (eluent; n-hexane:ethyl acetate=5:1) and recrystallized from n-hexane/ethyl acetate to give the desired compound (2.1 g, yield: 51%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06646150B1
Source datasetuspto-grants-2003_11
ORD IDord-3112dd1b08af4ebca2c5f7c5ab24792e
Source noteuspto-grants-2003_11