C - Chemistry – Metallurgy – 07 – J
Patent
C - Chemistry, Metallurgy
07
J
C07J 41/00 (2006.01) C07J 9/00 (2006.01) C07J 43/00 (2006.01)
Patent
CA 2122639
Novel bile acids according to the general formula Image (I) wherein R1 represents a hydroxyl group, R2 and R3 both represent a hydrogen or a hyroxyl group, or R2 represents a hydroxyl group or a .beta. hydroxyl groupand R3 represents a hydrogen or R3 represents a hydroxyl group and R2 represents a hydrogen, and R4 represents a -COOH group or (CH2)nR5 wherein n is from 1 to 6, and R5 represents -COOH, -(COOH)2, -O-PO(OH)2, -CH(OH)COOH, a nitrogen containing saturated heterocyclic ring group, NR_ 6R7, wherein R6 and R7 are the same or different and each represent hydrogen or a C1-C10 alkyl group or CO-R8 wherein R8 represents an amino acid moiety, R-phenylglycine, 12-aminododecanoic acid or 4-aminohippuric acid are synthesized from cholic, deoxycholic, chenodeoxycholic, ursodeoxycholic and lithocholic acids and iodo-derivatives thereof by known processes and/or by novel processes according to the present invention. The novel processes of the present invention are (1) a free radical Michael-type chain lengthening approach and using a free radical mediator such as new tris(trimethylsilyl)silane (TTMSS); and (2) a malonate ester chain lengthening approach. The bile acids with systematic modifications in their structures can play an important role in understanding their mechanistic actions in biology and chemistry.
Arya Prabhat
Burton Graham W.
Arya Prabhat
Burton Graham W.
Szereszewski Juliusz
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