ethyl 7-(N-benzyloxycarbonylamino)-3-oxo-2-phenylheptanoate → ethyl 7-(N-benzyloxycarbonylamino)-3-hydroxy-2-phenylheptanoate

Participants

Reaction Steps

The same procedures as in Example 8 were performed except that 0.1 g (0.25 mmol) of ethyl 7-(N-benzyloxycarbonylamino)-3-oxo-2-phenylheptanoate and 1.4 mg (0.00125 mmol) of [RuI(p-cymene)(S)-BINAP]I were placed in an 100 ml autoclave, 2 ml of methanol was added, and the reaction was performed under a hydrogen pressure of 65 kg/cm2 for 18 hours, to prepare the target compound as a colorless oil. (Yield was 65.3%) The ratio of the syn-form to the anti-form was 87.5:12.5, and the optical purity of the syn-form was 93.2% ee.

Provenance & Evidence