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CAS No.: | 128-33-6 |
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Name: | 5-alpha-cholesta-8,24-dien-3-beta-ol |
Article Data: | 6 |
Molecular Structure: | |
Formula: | C27H44 O |
Molecular Weight: | 384.646 |
Synonyms: | 5a-Cholesta-8,24-dien-3b-ol (8CI); Cholest-8,24-dien-3b-ol; Zymosterol |
Density: | 1g/cm3 |
Melting Point: | 110°C |
Boiling Point: | 482.6°Cat760mmHg |
Flash Point: | 209.1°C |
PSA: | 20.23000 |
LogP: | 7.45290 |
3β-tert-butyldimethylsilyloxy-5α-cholesta-8,24-diene
zymosterol
Conditions | Yield |
---|---|
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 24h; | 97% |
(3β,5α)-Cholesta-8,24-dien-3-ol benzoate
zymosterol
Conditions | Yield |
---|---|
With sodium methylate In methanol | 95% |
With diisobutylaluminium hydride In hexane; dichloromethane at 0℃; for 0.25h; | 90% |
triphenylphosphonio-1-methylethanide
(3S,5S,10S,13R,14R,17R)-17-((R)-3-[1,3]Dioxolan-2-yl-1-methyl-propyl)-10,13-dimethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
zymosterol
Conditions | Yield |
---|---|
In tetrahydrofuran |
(3β,5α,24R,S)-Cholesta-8,14-diene-3,24-diol 3-benzoate 24-trifluoroacetate
A
zymosterol
B
(3β,5α)-Cholesta-8(14),24-dien-3-ol
Conditions | Yield |
---|---|
Yield given. Multistep reaction. Yields of byproduct given; |
3β-hydroxy-5α-chol-8-en-24-oic acid methyl ester
zymosterol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: 93 percent / imidazole / dimethylformamide / 12 h / 20 °C 2.1: 87 percent / diisobutylaluminum hydride / toluene / 1 h / -78 °C 3.1: butyllithium / tetrahydrofuran; hexane 3.2: 87 percent / tetrahydrofuran; hexane / 1 h / 0 °C 4.1: 97 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 24 h / 20 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: 93 percent / imidazole / dimethylformamide / 12 h / 20 °C 2.1: 10 percent / diisobutylaluminum hydride / toluene / 1 h / -78 °C 3.1: 67 percent / DMSO; oxalyl chloride; triethylamine / CH2Cl2 / 0.92 h / -78 - -20 °C 4.1: butyllithium / tetrahydrofuran; hexane 4.2: 87 percent / tetrahydrofuran; hexane / 1 h / 0 °C 5.1: 97 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 24 h / 20 °C View Scheme |
3β-tert-butyldimethylsilyloxy-5α-chol-8-en-24-al
zymosterol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: butyllithium / tetrahydrofuran; hexane 1.2: 87 percent / tetrahydrofuran; hexane / 1 h / 0 °C 2.1: 97 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 24 h / 20 °C View Scheme |
3β-tert-butyldimethylsilyloxy-5α-chol-8-en-24-oic acid methyl ester
zymosterol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: 87 percent / diisobutylaluminum hydride / toluene / 1 h / -78 °C 2.1: butyllithium / tetrahydrofuran; hexane 2.2: 87 percent / tetrahydrofuran; hexane / 1 h / 0 °C 3.1: 97 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 24 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: 10 percent / diisobutylaluminum hydride / toluene / 1 h / -78 °C 2.1: 67 percent / DMSO; oxalyl chloride; triethylamine / CH2Cl2 / 0.92 h / -78 - -20 °C 3.1: butyllithium / tetrahydrofuran; hexane 3.2: 87 percent / tetrahydrofuran; hexane / 1 h / 0 °C 4.1: 97 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 24 h / 20 °C View Scheme |
3β-tert-butyldimethylsilyloxy-5α-chol-8-en-24-ol
zymosterol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: 67 percent / DMSO; oxalyl chloride; triethylamine / CH2Cl2 / 0.92 h / -78 - -20 °C 2.1: butyllithium / tetrahydrofuran; hexane 2.2: 87 percent / tetrahydrofuran; hexane / 1 h / 0 °C 3.1: 97 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 24 h / 20 °C View Scheme |