Preparation method of 5-(2-oxotetrahydrothienoimidazole-4(2h)-enyl)pentanoic acid compounds

Abstract

The invention discloses a preparation method of 5-(2-oxytetrahydrothiophene imidazole-4(2H)-alkenyl pentanoic acid compounds. The preparation method comprises the following steps: performing reactionon (3S,7aR)-6-substituted benzyl-7-alkoxy-3-substituted phenyl tetrahydroimidazole[1,5-c]thiazole-5(3H)-ketone and 1-cyclohexene oxytrimethylsilane to generate (3S,7aR)-6-substituted benzyl-7-(2-oxycyclohexyl)-3-substituted tetrahydroimidazole[1,5-c]thiazole-5(3H)-ketone, and sequentially performing ring-opening reaction, reduction ring-opening reaction, cyclization and elimination reaction to obtain the 5-(2-oxytetrahydrothiophene imidazole-4(2H)-alkenyl pentanoic acid compounds. The preparation method has the advantages of little side reaction, high yield, environmental friendliness, mild and easily controlled reaction condition and simplicity in aftertreatment, and is suitable for industrialized production.

Description

technical field

[0001] The invention relates to the field of preparation of pharmaceutical raw materials, in particular to a preparation method of a d-biotin intermediate 5-(2-oxotetrahydrothienoimidazole-4(2H)-enyl)pentanoic acid compound. Background technique

[0002] d-biotin is also called vitamin H and coenzyme R, and its chemical name is (3aS,4S,6aR)-hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-pentane Acids, belonging to the water-soluble B vitamins, are used as medicines and feed additives. D-biotin is distributed in animal and plant tissues and can be isolated from liver extract and egg yolk. It is a component of various carboxylase prosthetic groups and is an essential substance for the growth and development of animals and plants. d-biotin is now generally obtained by chemical synthesis.

[0003] The structure of d-biotin is as follows:

[0004]

[0005] The specific synthetic method of d-biotin is as follows:

[0006] Chen Fen'er and others reported a synth...

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