Hydrochloric Acid → t-butyl 7-(N-benzyloxycarbonylamino)-3-hydroxy-2-phenylheptanoate

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Reaction Steps

The same procedures as in Example 26 were performed except that 0.2 g (0.47 mmol) of t-butyl 7-(N-benzyloxycarbonylamino)-3-oxo-2-phenylheptanoate instead of ethyl 7-(N-benzyloxycarbonylamino)-3-oxo-2-phenylheptanoate was dissolved in 4 ml of methanol, 18 mg (0.47 mol) of sodium borohydride was added, and 4 ml of 4N hydrochloric acid was added to the reaction solution, to prepare the target compound as a pale yellow oil in an amount of 196 mg at a yield of 98%. The selectivity of the products in terms of the ratio of the syn-form to the anti-form was 7:3. The analytical results on the target compound are given below.

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