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566-24-5

Basic Information
CAS No.: 566-24-5
Name: (4R)-4-[(3S,5S,7R,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
Article Data: 17
Molecular Structure:
Molecular Structure of 566-24-5 ((4R)-4-[(3S,5S,7R,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid)
Formula: C24H40 O4
Molecular Weight: 392.579
Synonyms: 5b-Cholan-24-oic acid, 3b,7a-dihydroxy- (8CI); 5b-Cholanic acid, 3b,7a-dihydroxy- (7CI); 3b,7a-Dihydroxy-5b-cholan-24-oic acid; 3b,7a-Dihydroxy-5b-cholanic acid; 3b,7a-Dihydroxy-5b-cholanoicacid; 3b-Chenodeoxycholic acid;Isochenodeoxycholic acid
Density: 1.128g/cm3
Boiling Point: 547.1°Cat760mmHg
Flash Point: 298.8°C
PSA: 77.76000
LogP: 4.47790
Synthetic route
28050-38-6

methyl 3β,7α-dihydroxy-5β-cholan-24-oate

566-24-5

3β,7α-dihydroxy-5β-cholan-24-oic acid

Conditions
ConditionsYield
With sodium hydroxide In methanol; water Reflux;89%
With potassium hydroxide In methanol
4185-00-6

Dehydrochenodeoxycholic acid

566-24-5

3β,7α-dihydroxy-5β-cholan-24-oic acid

Conditions
ConditionsYield
With 1,4-dihydronicotinamide adenine dinucleotide; DL-dithiothreitol In ethanol; water for 30h; 3β-hydroxysteroid dehydrogenase, formate/formate dehydrogenase, potassium phosphate buffer pH=7.2;81%
28192-93-0

methyl 3α-p-toluenesulfonyl-7α-hydroxy-5β-cholest-24-carboxylate

566-24-5

3β,7α-dihydroxy-5β-cholan-24-oic acid

Conditions
ConditionsYield
With potassium superoxide; 18-crown-6 ether In 1,2-dimethoxyethane; dimethyl sulfoxide for 22h;52%
Multi-step reaction with 3 steps
1: 80 °C
2: 56 percent / neutral alumina (grade I) / benzene / 18 h
3: KOH / methanol
View Scheme
Multi-step reaction with 2 steps
1: potassium acetate / N,N-dimethyl-formamide; water / 2 h / Reflux
2: sodium hydroxide / methanol; water / Reflux
View Scheme
2646-38-0

sodium chenodeoxycholate

566-24-5

3β,7α-dihydroxy-5β-cholan-24-oic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 86 percent / NAD, DTT / ethyl acetate; H2O / 40 h / Ambient temperature; 3α-hydroxysteroid dehydrogenase, serum albumin, pyruvate/lactic dehydrogenase, potassium phosphate buffer pH=8.5
2: 81 percent / NADH, DTT / ethanol; H2O / 30 h / 3β-hydroxysteroid dehydrogenase, formate/formate dehydrogenase, potassium phosphate buffer pH=7.2
View Scheme

(R)-4-((3S,5R,7R,8R,9S,10S,13R,14S,17R)-3-Formyloxy-7-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoic acid methyl ester

566-24-5

3β,7α-dihydroxy-5β-cholan-24-oic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 56 percent / neutral alumina (grade I) / benzene / 18 h
2: KOH / methanol
View Scheme
944409-55-6

5β-3,7-diacetoxycholanic acid isopropyl ester

A

474-25-9

chenodeoxycholic acid

B

566-24-5

3β,7α-dihydroxy-5β-cholan-24-oic acid

Conditions
ConditionsYield
Stage #1: 5β-3,7-diacetoxycholanic acid isopropyl ester With methanol; sodium hydroxide; water for 7h; Heating / reflux;
Stage #2: With hydrogenchloride; water
3057-04-3

chenodeoxycholic acid methyl ester

566-24-5

3β,7α-dihydroxy-5β-cholan-24-oic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: pyridine / 4 h / 20 °C
2: potassium acetate / N,N-dimethyl-formamide; water / 2 h / Reflux
3: sodium hydroxide / methanol; water / Reflux
View Scheme
566-24-5

3β,7α-dihydroxy-5β-cholan-24-oic acid

1410795-76-4

methyl (5β)-3,7-bis[2-[(phenylamino)thioxomethyl]hydrazinylidene]-cholan-24-oate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: toluene-4-sulfonic acid
2: pyridinium chlorochromate / dichloromethane
3: aluminum oxide; hydrogenchloride / neat (no solvent) / 0.08 h / Microwave irradiation
View Scheme
566-24-5

3β,7α-dihydroxy-5β-cholan-24-oic acid

1410795-77-5

methyl (5)β-3,7-bis[2-[[(4-methoxyphenyl)amino]thioxomethyl]hydrazinylidene]-cholan-24-oate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: toluene-4-sulfonic acid
2: pyridinium chlorochromate / dichloromethane
3: aluminum oxide; hydrogenchloride / neat (no solvent) / 0.09 h / Microwave irradiation
View Scheme
566-24-5

3β,7α-dihydroxy-5β-cholan-24-oic acid

1410795-79-7

methyl (5β)-3,7-bis[2-[[(4-bromophenyl)amino]thioxomethyl]hydrazinylidene]-cholan-24-oate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: toluene-4-sulfonic acid
2: pyridinium chlorochromate / dichloromethane
3: aluminum oxide; hydrogenchloride / neat (no solvent) / 0.07 h / Microwave irradiation
View Scheme
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