HCID 15034948, compound → HCID 15034949, compound

Participants

Reaction Steps

In a 100 ml-volume stainless steel autoclave whose atmosphere had been displaced with nitrogen was added a solution of 2.01 g (10 mmole) of ethyl 2-(N-acetylamino)methyl-3-oxobutanoate and 84.5 mg (0.05 mmole) of Ru2Cl4 ((+)-BINAP)2NEt3 in 18 ml of methylene chloride, and a reaction was conducted at 35° C. under a hydrogen pressure of 70 kg/cm2 for 17 hours. The reaction mixture was taken out, concentrated under reduced pressure of 20 mmHg, and purified by silica gel column chromatography using a 7/3 (by volume) mixed solvent of hexane and isopropanol as an eluent to obtain 1.95 g (yield: 96.5%) of ethyl (2S, 3R)-2-(N-acetylamino)methyl-3-hydroxybutanoate having an optical purity of 98 %ee. The optical purity of the product was determined by HPLC in the same manner as in Example 1, except for using A-002-3 S-3 120A produced by Yamamura Kagaku Kenkyusho K.K. as a column and a 800/200/1 (by volume) mixture of hexane, tetrahydrofuran and methanol as an eluent.

Provenance & Evidence