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ChemicalBook CAS DataBase List (5E)-BiMatoprost

(5E)-BiMatoprost synthesis

2synthesis methods
-

Yield: 83%

Reaction Conditions:

in methanol;water at 20; for 72 h;

Steps:

19 5-trans Bimatoprost 1b
Example 19 5-trans Bimatoprost 1b A solution of ester 2b (1.21 g, 3.0 mmol) in the mixture of MeOH (8 mL) and 70% aq EtNH2 (8 mL, 101 mmol) was stirred in the well-closed flask for 72 h at rt. The volatiles were removed under reduced pressure and the oil residue was dissolved in CH2Cl2 and purified on a silica gel (30 g, eluent EtOAc then EtOAc/MeOH 10:1) to give 1.03 g (83%) of 5-trans bimatoprost 1b as light yellow viscous oil.

References:

Gutman, Arie;Rukhman, Igor;Tishin, Boris;Yudovich, Lev;Vilensky, Alexander;Pertsikov, Boris;Nisnevich, Gennady US2009/163596, 2009, A1 Location in patent:Page/Page column 17-18

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