Process for biotin intermediates

Details Process for biotin intermediates Process for biotin intermediates

1987-10-01

1988-11-01

Rotman, Alan L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D47300

Patent

active

047821655

ABSTRACT:
In the synthesis of biotin and decarboxybiotin, a more direct method for the conversion of 1,3-diacyl-4-(bromomethyl)-5-[(5-alkoxycarbonylpentanoyl) or hexanoyl]-4-imidazolin-2-ones to 1,3-diacyl-4-[(4-alkoxybutanoyl) or pentanoyl]-1H,3H-thieno (3,4-b)imidazol-2-one via the Bunte salt of the formula ##STR1## wherein R is (C.sub.1 -C.sub.5)alkanoyl or (C.sub.2 -C.sub.5) alkoxycarbonyl, X is methyl or (C.sub.2 -C.sub.5)alkoxycarbonyl an Y is an alkali metal.

REFERENCES:
patent: 3960884 (1976-06-01), Zavyalov et al.
C.A. 94: 15640y: Zavyalov et al., Izv. Akad. Nauk SSSR, Ser. Khim. 1980, pp. 1943-5 (including original article and translation).
C.A. 84: 31061: Mukaiyama et al., Japan Kokai 75 88, 086 (1975) (Abstract only).
C.A. 79: 105143h; Zavyalov et al., Izv. Akad. Nauk SSSR, Ser. Khim, 1973, pp. 1679-81. (Abstract only).
Taguchi et al., Chemistry Letters 1974, pp. 729-730.
J. March, Advanced Organic Chemistry, McGraw Hill, New York, 1968, p. 330.

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