Water → Benzyl 4'-benzyloxycarbonylamino-2'-methoxymethyloxycarbonyl-4-hydroxymethyl-2-biphenylcarboxylate

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Reaction Steps

To a solution of benzyl 4′-benzyloxycarbonylamino-2′-methoxymethyloxycarbonyl-4-t-butyidiphenylsilyloxymethyl-2-biphenyl carboxylate (777 mg) which was prepared by the same procedure as a series of reaction of Reference Example 6→Reference Example 1 (without an esterfication of benzyl)→Reference Example 4→Reference Example 5→Reference Example 7, using 5-benzyloxycarbonylaminosalicylic acid; in anhydrous tetrahydrofuran (10 ml), a solution of 1.0 M tetrabutylammonium fluoride in anhydrous tetrahydrofuran (1.0 ml) was added. The mixture was stirred for 2 hours at room temperature. Water (100 ml) was added to the reaction mixture, the solution was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium chloride, successively, dried over anhydrous magnesium sulfate and concentrated. The residue was purified by column chromatography on silica gel (n-hexane:ethyl acetate=2:3) to give the title compound (370 mg) having the following physical data.

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