Sodium borohydride → Boc-L-Homoser-Obzl

Participants

Reaction Steps

To a mixture of NaBH4 (1.4 g, 37 mmol) in THF (80 mL) and H2O (20 mL) was added a solution of (2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]-4-[(2,5-dioxo-1-pyrrolidinyl)oxy]-butanoic acid phenylmethyl ester (10 g, 24 mmol) in THF at 0° C. After 15 min, the reaction mixture was quenched with NH4Cl (sat.), and extracted with EtOAc, dried over Na2SO4. Concentration in vacuo followed by flash chromatography (hexane-EtOAc, 7:3 to 6:4) afforded the product as colorless oil. LC-MS: 310 (M++1).

Provenance & Evidence