58822-33-6

Upstream product

• 21066-20-6 methyl 7-dehydrocholate diacetate (methyl 3α,12α-diacetoxy-7-oxo-5β-cholan-24-oate) 
• 1448-36-8 methyl cholate 
• 108-24-7 acetic anhydride 
• 7443-91-6 methyl cholate 3-acetate 
• 21059-39-2 methyl 3α-acetyloxy-7-oxo-12α-hydroxy-5β-cholan-24-oate 
• 81-25-4 cholic acid 
• 15073-97-9 methyl 3α,12α-dihydroxy-7-oxo-5β-cholate 

Downstream Products

• 161882-44-6 Biphenyl-4-carboxylic acid (3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,12-diacetoxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-7-yl ester 
• 949022-94-0 methyl 3α,12α-diacetoxy-7α-(3'-iodobenzoyl)oxy-5β-cholan-24-oate 
• 161882-45-7 Biphenyl-4-carboxylic acid (3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-12-acetoxy-3-hydroxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-7-yl ester 
• 152953-43-0 Biphenyl-4-carboxylic acid (3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-12-acetoxy-3-acryloyloxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-7-yl ester 
• 115488-18-1 (R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-12-Acetoxy-3,7-dihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoic acid 4-nitro-phenyl ester 
• 949022-96-2 methyl 3α,12α-diacetoxy-7α-(3'-iodobenzoyl)oxy-5β-chol-16-en-24-oate 
• 949022-95-1 C₃₆H₄₈ClIO₈ 
• 318473-19-7 (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,12-Diacetoxy-10,13-dimethyl-7-(2-oxo-2-phenyl-acetoxy)-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester 

Relevant academic research and scientific papers

First chemical synthesis, aggregation behavior and cholesterol solubilization properties of pythocholic acid and 16α-hydroxycholic acid

The first chemical synthesis of pythocholic acid, a major component of python's bile, and 3α,7α,12α,16α-tetrahydroxy-5β- cholan-24-oic acid (16α-hydroxycholic acid), a minor component in Shoebill stork's bile, was achieved starting from readily available cholic acid in overall yields of 5% and 5.5%, respectively, through a common intermediate. A biomimetic template-directed remote functionalization strategy was utilized to selectively functionalize C-16 of the steroid skeleton. This synthesis involves a series of regio and chemoselective transformations. Pythocholic acid showed unusually low critical micellar concentration (CMC) with high cholesterol solubilization ability. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

Asymmetric induction by the cholestanic moiety on Tropos species: Synthesis and stereochemical characterization of bile acid-based biphenyl phosphites

Three different bile acid-derived biphenyl phosphites were synthesized, starting from cholic and deoxycholic acids and biphenol, and their stereochemical features were checked by CD and NMR spectroscopies. On the basis of the spectroscopic results, the ca

Synthesis of both enantiomers of 1-phenylethane-1,2-diol via chirality transfer from bile acid derivatives

Both enantiomers of 1-phenylethane-1,2-diol were synthesized with good to excellent enantioselectivities via selective reduction of the phenylglyoxalates derived from bile acids, followed by reductive cleavage. Copyright (C) 2000 Elsevier Science Ltd.

Asymmetric Diels-Alder reactions of chiral acrylates of cholic acid derivatives

New steroid-based chiral auxiliaries 6, 9, and 12 have been synthesized from readily available cholic acid. These new chiral auxiliaries place the reactive and the shielding sites in a 1,5 relationship to each other. Diels-Alder reaction of cyclopentadien

Cholic Acid Derived Novel Chiral Auxiliaries for Asymmetric Diels-Alder Reactions

Cholic acid-based chiral acrylate 5 yields a Diels-Alder adduct with cyclopentadiene in the presence of BF3*OEt2 with 88 percent diastereoselectivity

SYNTHESIS OF MONOSULFATES OF CHOLIC ACID DERIVATIVES

The 3-, 7- and 12-monosulfates of bile acids having an oxo or acetoxy group on the steroid nucleus have been synthesized.Cholic acid derivatives appropriately protected were sulfated with chlorosulfonic acid and pyridine in the usual manner.The utilization of partial acetylation and hydrolysis together with chromium trioxide oxidation and sodium borohydride reduction provided the disired sulfates of cholic acid derivatives in satisfactory yields.The nuclear magnetic resonance spectral properties of the bile acid derivatives are briefly discussed.Keywords - sulfation; bile acid monosulfate; partial acetylation; cholic acid monoacetate; 3-dehydrocholate; 7-dehydrocholate; 12-dehydrocholate