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CAS No.: | 566-24-5 |
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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: | |
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 |
methyl 3β,7α-dihydroxy-5β-cholan-24-oate
3β,7α-dihydroxy-5β-cholan-24-oic acid
Conditions | Yield |
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With sodium hydroxide In methanol; water Reflux; | 89% |
With potassium hydroxide In methanol |
Conditions | Yield |
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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% |
methyl 3α-p-toluenesulfonyl-7α-hydroxy-5β-cholest-24-carboxylate
3β,7α-dihydroxy-5β-cholan-24-oic acid
Conditions | Yield |
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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 |
Conditions | Yield |
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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 |
3β,7α-dihydroxy-5β-cholan-24-oic acid
Conditions | Yield |
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Multi-step reaction with 2 steps 1: 56 percent / neutral alumina (grade I) / benzene / 18 h 2: KOH / methanol View Scheme |
5β-3,7-diacetoxycholanic acid isopropyl ester
A
chenodeoxycholic acid
B
3β,7α-dihydroxy-5β-cholan-24-oic acid
Conditions | Yield |
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Stage #1: 5β-3,7-diacetoxycholanic acid isopropyl ester With methanol; sodium hydroxide; water for 7h; Heating / reflux; Stage #2: With hydrogenchloride; water |
Conditions | Yield |
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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 |
3β,7α-dihydroxy-5β-cholan-24-oic acid
methyl (5β)-3,7-bis[2-[(phenylamino)thioxomethyl]hydrazinylidene]-cholan-24-oate
Conditions | Yield |
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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 |
3β,7α-dihydroxy-5β-cholan-24-oic acid
methyl (5)β-3,7-bis[2-[[(4-methoxyphenyl)amino]thioxomethyl]hydrazinylidene]-cholan-24-oate
Conditions | Yield |
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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 |
3β,7α-dihydroxy-5β-cholan-24-oic acid
methyl (5β)-3,7-bis[2-[[(4-bromophenyl)amino]thioxomethyl]hydrazinylidene]-cholan-24-oate
Conditions | Yield |
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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 |