CAS No.128-33-6,5-alpha-cholesta-8,24-dien-3-beta-ol Suppliers

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Cholesta-8,24-dien-3-ol,(3b,5a)-Appearance:Off white to slight yellow solid Storage:Stored in shaded, cool and dry places Package:1L 5L 10L 25L bottle Application:pharma intermediate Transportation:Handle with cares to avoid damaging the packages. Pr

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NovaChemistry

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8, 24(5α)-cholestadien-3β-ol

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Synthetic route

: 463932-47-0
3β-tert-butyldimethylsilyloxy-5α-cholesta-8,24-diene

: 128-33-6
zymosterol

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 24h;	97%

: 117168-33-9
(3β,5α)-Cholesta-8,24-dien-3-ol benzoate

: 128-33-6
zymosterol

Conditions

Conditions	Yield
With sodium methylate In methanol	95%
With diisobutylaluminium hydride In hexane; dichloromethane at 0℃; for 0.25h;	90%

: 16666-80-1
triphenylphosphonio-1-methylethanide

: 118506-15-3
(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

: 128-33-6
zymosterol

Conditions

Conditions	Yield
In tetrahydrofuran

: 117438-79-6, 117438-82-1
(3β,5α,24R,S)-Cholesta-8,14-diene-3,24-diol 3-benzoate 24-trifluoroacetate

A: 128-33-6
zymosterol

B: 117556-83-9
(3β,5α)-Cholesta-8(14),24-dien-3-ol

Conditions

Conditions	Yield
Yield given. Multistep reaction. Yields of byproduct given;

: 64-17-5
ethanol

: 24ξ,25-dibromo-5α-cholesten-(8)-ol-(3β)

activated zinc-powder: activated zinc-powder

: 128-33-6
zymosterol

...Expand

: 24ξ,25-dibromo-5α-cholesten-(8)-ol-(3β)

: 64-19-7
acetic acid

zinc-powder: zinc-powder

: 128-33-6
zymosterol

...Expand

: 463932-43-6
3β-hydroxy-5α-chol-8-en-24-oic acid methyl ester

: 128-33-6
zymosterol

Conditions

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

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

: 463932-46-9
3β-tert-butyldimethylsilyloxy-5α-chol-8-en-24-al

: 128-33-6
zymosterol

Conditions

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

: 463932-44-7
3β-tert-butyldimethylsilyloxy-5α-chol-8-en-24-oic acid methyl ester

: 128-33-6
zymosterol

Conditions

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

: 463932-45-8
3β-tert-butyldimethylsilyloxy-5α-chol-8-en-24-ol

: 128-33-6
zymosterol

Conditions

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

: 463932-42-5
3β-benzoyloxy-5α-chol-8-en-24-oic acid ethyl ester

: 128-33-6
zymosterol

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: 86 percent / potassium hydroxide / tetrahydrofuran / 5 h / 20 °C 2.1: 93 percent / imidazole / dimethylformamide / 12 h / 20 °C 3.1: 87 percent / diisobutylaluminum hydride / toluene / 1 h / -78 °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
Multi-step reaction with 6 steps 1.1: 86 percent / potassium hydroxide / tetrahydrofuran / 5 h / 20 °C 2.1: 93 percent / imidazole / dimethylformamide / 12 h / 20 °C 3.1: 10 percent / diisobutylaluminum hydride / toluene / 1 h / -78 °C 4.1: 67 percent / DMSO; oxalyl chloride; triethylamine / CH2Cl2 / 0.92 h / -78 - -20 °C 5.1: butyllithium / tetrahydrofuran; hexane 5.2: 87 percent / tetrahydrofuran; hexane / 1 h / 0 °C 6.1: 97 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 24 h / 20 °C View Scheme

Yield

Multi-step reaction with 5 steps
1.1: 86 percent / potassium hydroxide / tetrahydrofuran / 5 h / 20 °C
2.1: 93 percent / imidazole / dimethylformamide / 12 h / 20 °C
3.1: 87 percent / diisobutylaluminum hydride / toluene / 1 h / -78 °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

Multi-step reaction with 6 steps
1.1: 86 percent / potassium hydroxide / tetrahydrofuran / 5 h / 20 °C
2.1: 93 percent / imidazole / dimethylformamide / 12 h / 20 °C
3.1: 10 percent / diisobutylaluminum hydride / toluene / 1 h / -78 °C
4.1: 67 percent / DMSO; oxalyl chloride; triethylamine / CH2Cl2 / 0.92 h / -78 - -20 °C
5.1: butyllithium / tetrahydrofuran; hexane
5.2: 87 percent / tetrahydrofuran; hexane / 1 h / 0 °C
6.1: 97 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 24 h / 20 °C
View Scheme

: 463932-39-0
3β-benzoyloxy-15α-hydroxy-5α-chol-8-en-24-oic acid ethyl ester

: 128-33-6
zymosterol

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1.1: 99 percent / 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 12 h / 0 °C 2.1: 75 percent / tri-n-butyltin hydride; α,α'-azobisisobutyronitrile / toluene / 90 °C 3.1: 86 percent / potassium hydroxide / tetrahydrofuran / 5 h / 20 °C 4.1: 93 percent / imidazole / dimethylformamide / 12 h / 20 °C 5.1: 87 percent / diisobutylaluminum hydride / toluene / 1 h / -78 °C 6.1: butyllithium / tetrahydrofuran; hexane 6.2: 87 percent / tetrahydrofuran; hexane / 1 h / 0 °C 7.1: 97 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 24 h / 20 °C View Scheme
Multi-step reaction with 8 steps 1.1: 99 percent / 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 12 h / 0 °C 2.1: 75 percent / tri-n-butyltin hydride; α,α'-azobisisobutyronitrile / toluene / 90 °C 3.1: 86 percent / potassium hydroxide / tetrahydrofuran / 5 h / 20 °C 4.1: 93 percent / imidazole / dimethylformamide / 12 h / 20 °C 5.1: 10 percent / diisobutylaluminum hydride / toluene / 1 h / -78 °C 6.1: 67 percent / DMSO; oxalyl chloride; triethylamine / CH2Cl2 / 0.92 h / -78 - -20 °C 7.1: butyllithium / tetrahydrofuran; hexane 7.2: 87 percent / tetrahydrofuran; hexane / 1 h / 0 °C 8.1: 97 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 24 h / 20 °C View Scheme

Yield

Multi-step reaction with 7 steps
1.1: 99 percent / 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 12 h / 0 °C
2.1: 75 percent / tri-n-butyltin hydride; α,α'-azobisisobutyronitrile / toluene / 90 °C
3.1: 86 percent / potassium hydroxide / tetrahydrofuran / 5 h / 20 °C
4.1: 93 percent / imidazole / dimethylformamide / 12 h / 20 °C
5.1: 87 percent / diisobutylaluminum hydride / toluene / 1 h / -78 °C
6.1: butyllithium / tetrahydrofuran; hexane
6.2: 87 percent / tetrahydrofuran; hexane / 1 h / 0 °C
7.1: 97 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 24 h / 20 °C
View Scheme

Multi-step reaction with 8 steps
1.1: 99 percent / 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 12 h / 0 °C
2.1: 75 percent / tri-n-butyltin hydride; α,α'-azobisisobutyronitrile / toluene / 90 °C
3.1: 86 percent / potassium hydroxide / tetrahydrofuran / 5 h / 20 °C
4.1: 93 percent / imidazole / dimethylformamide / 12 h / 20 °C
5.1: 10 percent / diisobutylaluminum hydride / toluene / 1 h / -78 °C
6.1: 67 percent / DMSO; oxalyl chloride; triethylamine / CH2Cl2 / 0.92 h / -78 - -20 °C
7.1: butyllithium / tetrahydrofuran; hexane
7.2: 87 percent / tetrahydrofuran; hexane / 1 h / 0 °C
8.1: 97 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 24 h / 20 °C
View Scheme

: 463932-41-4
3β-benzoyloxy-15α-phenyloxythiocarbonyloxy-5α-chol-8-en-24-oic acid ethyl ester

: 128-33-6
zymosterol

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: 75 percent / tri-n-butyltin hydride; α,α'-azobisisobutyronitrile / toluene / 90 °C 2.1: 86 percent / potassium hydroxide / tetrahydrofuran / 5 h / 20 °C 3.1: 93 percent / imidazole / dimethylformamide / 12 h / 20 °C 4.1: 87 percent / diisobutylaluminum hydride / toluene / 1 h / -78 °C 5.1: butyllithium / tetrahydrofuran; hexane 5.2: 87 percent / tetrahydrofuran; hexane / 1 h / 0 °C 6.1: 97 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 24 h / 20 °C View Scheme
Multi-step reaction with 7 steps 1.1: 75 percent / tri-n-butyltin hydride; α,α'-azobisisobutyronitrile / toluene / 90 °C 2.1: 86 percent / potassium hydroxide / tetrahydrofuran / 5 h / 20 °C 3.1: 93 percent / imidazole / dimethylformamide / 12 h / 20 °C 4.1: 10 percent / diisobutylaluminum hydride / toluene / 1 h / -78 °C 5.1: 67 percent / DMSO; oxalyl chloride; triethylamine / CH2Cl2 / 0.92 h / -78 - -20 °C 6.1: butyllithium / tetrahydrofuran; hexane 6.2: 87 percent / tetrahydrofuran; hexane / 1 h / 0 °C 7.1: 97 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 24 h / 20 °C View Scheme

Yield

Multi-step reaction with 6 steps
1.1: 75 percent / tri-n-butyltin hydride; α,α'-azobisisobutyronitrile / toluene / 90 °C
2.1: 86 percent / potassium hydroxide / tetrahydrofuran / 5 h / 20 °C
3.1: 93 percent / imidazole / dimethylformamide / 12 h / 20 °C
4.1: 87 percent / diisobutylaluminum hydride / toluene / 1 h / -78 °C
5.1: butyllithium / tetrahydrofuran; hexane
5.2: 87 percent / tetrahydrofuran; hexane / 1 h / 0 °C
6.1: 97 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 24 h / 20 °C
View Scheme

Multi-step reaction with 7 steps
1.1: 75 percent / tri-n-butyltin hydride; α,α'-azobisisobutyronitrile / toluene / 90 °C
2.1: 86 percent / potassium hydroxide / tetrahydrofuran / 5 h / 20 °C
3.1: 93 percent / imidazole / dimethylformamide / 12 h / 20 °C
4.1: 10 percent / diisobutylaluminum hydride / toluene / 1 h / -78 °C
5.1: 67 percent / DMSO; oxalyl chloride; triethylamine / CH2Cl2 / 0.92 h / -78 - -20 °C
6.1: butyllithium / tetrahydrofuran; hexane
6.2: 87 percent / tetrahydrofuran; hexane / 1 h / 0 °C
7.1: 97 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 24 h / 20 °C
View Scheme

: 117151-68-5
(3β,5α,24R,S)-Cholest-8-ene-3,24-diol 3-benzoate

: 128-33-6
zymosterol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 90 percent / 6H5C(CF3)2O>S(C6H5)2 / CH2Cl2 / 0.02 h / 0 °C 2: 95 percent / NaOMe / methanol View Scheme
Multi-step reaction with 2 steps 1: 87 percent / Martin sulfurane / CH2Cl2 / 0.25 h / 0 °C 2: 90 percent / dibal / CH2Cl2; hexane / 0.25 h / 0 °C View Scheme

: 117151-67-4
(3β,5α,24R,S)-24-<(tert-Butyldimethylsilyl)oxy>cholest-8-en-3-ol benzoate

: 128-33-6
zymosterol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 100 percent / Bu4NF / tetrahydrofuran / 25 °C 2: 90 percent / 6H5C(CF3)2O>S(C6H5)2 / CH2Cl2 / 0.02 h / 0 °C 3: 95 percent / NaOMe / methanol View Scheme
Multi-step reaction with 3 steps 1: 99 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 12 h / Ambient temperature 2: 87 percent / Martin sulfurane / CH2Cl2 / 0.25 h / 0 °C 3: 90 percent / dibal / CH2Cl2; hexane / 0.25 h / 0 °C View Scheme

: 117439-11-9, 117604-43-0
(3β,5α,15α,24R,S)-24-<(tert-Butyldimethylsilyl)oxy>-cholest-8-ene-3,15-diol 3-benzoate

: 128-33-6
zymosterol

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: pyridine 2: NaOMe / methanol; toluene / 25 °C 3: 100 percent / Bu4NF / tetrahydrofuran / 25 °C 4: 90 percent / 6H5C(CF3)2O>S(C6H5)2 / CH2Cl2 / 0.02 h / 0 °C 5: 95 percent / NaOMe / methanol View Scheme
Multi-step reaction with 5 steps 1: pyridine, 4-(N,N-dimethylamino)pyridine / 12 h / 25 °C 2: 92 percent / Bu3SnH, AIBN / toluene / 0.33 h / 90 °C 3: 99 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 12 h / Ambient temperature 4: 87 percent / Martin sulfurane / CH2Cl2 / 0.25 h / 0 °C 5: 90 percent / dibal / CH2Cl2; hexane / 0.25 h / 0 °C View Scheme

: 117439-12-0, 117439-13-1
C47H68O5SSi

: 128-33-6
zymosterol

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: NaOMe / methanol; toluene / 25 °C 2: 100 percent / Bu4NF / tetrahydrofuran / 25 °C 3: 90 percent / 6H5C(CF3)2O>S(C6H5)2 / CH2Cl2 / 0.02 h / 0 °C 4: 95 percent / NaOMe / methanol View Scheme
Multi-step reaction with 4 steps 1: 92 percent / Bu3SnH, AIBN / toluene / 0.33 h / 90 °C 2: 99 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 12 h / Ambient temperature 3: 87 percent / Martin sulfurane / CH2Cl2 / 0.25 h / 0 °C 4: 90 percent / dibal / CH2Cl2; hexane / 0.25 h / 0 °C View Scheme

: 563-80-4
3-methyl-butan-2-one

<3-nitro-phenyl>-hydrazine hydrochloride: <3-nitro-phenyl>-hydrazine hydrochloride

: 128-33-6
zymosterol

Conditions

Conditions	Yield
Multi-step reaction with 8 steps 1: 1.) n-butyllithium, diisopropylamine / 1.) hexane, THF, -78 deg C, 15 min, 2.) THF, -78 deg C to 0 deg C, 1h 2: 98 percent / p-TSA, MgSO4 / toluene; CHCl3 / 3 h / 70 °C 3: 100 percent / H2 / Lindlar / toluene; CHCl3 / 12 h / 760 Torr 4: tert-butylamine-borane complex / CH2Cl2 / 1 h / Heating 5: 92 percent / pyridine, 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 0.2 h / 0 °C 6: 96 percent / 2,6-di-tert-butyl-4-methylpyridine / CH2Cl2 / 1.) room temp., overnight, 2.) reflux, 30 min 7: 98 percent / tributylamine, 98percent formic acid / Pd(OAc)2(Ph3P)2 / dimethylformamide / 0.5 h / 70 °C View Scheme

Yield

Multi-step reaction with 8 steps
1: 1.) n-butyllithium, diisopropylamine / 1.) hexane, THF, -78 deg C, 15 min, 2.) THF, -78 deg C to 0 deg C, 1h
2: 98 percent / p-TSA, MgSO4 / toluene; CHCl3 / 3 h / 70 °C
3: 100 percent / H2 / Lindlar / toluene; CHCl3 / 12 h / 760 Torr
4: tert-butylamine-borane complex / CH2Cl2 / 1 h / Heating
5: 92 percent / pyridine, 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 0.2 h / 0 °C
6: 96 percent / 2,6-di-tert-butyl-4-methylpyridine / CH2Cl2 / 1.) room temp., overnight, 2.) reflux, 30 min
7: 98 percent / tributylamine, 98percent formic acid / Pd(OAc)2(Ph3P)2 / dimethylformamide / 0.5 h / 70 °C
View Scheme

: 36071-76-8
(3β,5α,22E)-3-(benzoyloxy)ergosta-8(14),22-dien-15-one

: 128-33-6
zymosterol

Conditions

Conditions	Yield
Multi-step reaction with 9 steps 1: 75 percent / O3 / CH2Cl2 / -78 °C 2: 1.) n-butyllithium, diisopropylamine / 1.) hexane, THF, -78 deg C, 15 min, 2.) THF, -78 deg C to 0 deg C, 1h 3: 98 percent / p-TSA, MgSO4 / toluene; CHCl3 / 3 h / 70 °C 4: 100 percent / H2 / Lindlar / toluene; CHCl3 / 12 h / 760 Torr 5: tert-butylamine-borane complex / CH2Cl2 / 1 h / Heating 6: 92 percent / pyridine, 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 0.2 h / 0 °C 7: 96 percent / 2,6-di-tert-butyl-4-methylpyridine / CH2Cl2 / 1.) room temp., overnight, 2.) reflux, 30 min 8: 98 percent / tributylamine, 98percent formic acid / Pd(OAc)2(Ph3P)2 / dimethylformamide / 0.5 h / 70 °C View Scheme

Yield

Multi-step reaction with 9 steps
1: 75 percent / O3 / CH2Cl2 / -78 °C
2: 1.) n-butyllithium, diisopropylamine / 1.) hexane, THF, -78 deg C, 15 min, 2.) THF, -78 deg C to 0 deg C, 1h
3: 98 percent / p-TSA, MgSO4 / toluene; CHCl3 / 3 h / 70 °C
4: 100 percent / H2 / Lindlar / toluene; CHCl3 / 12 h / 760 Torr
5: tert-butylamine-borane complex / CH2Cl2 / 1 h / Heating
6: 92 percent / pyridine, 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 0.2 h / 0 °C
7: 96 percent / 2,6-di-tert-butyl-4-methylpyridine / CH2Cl2 / 1.) room temp., overnight, 2.) reflux, 30 min
8: 98 percent / tributylamine, 98percent formic acid / Pd(OAc)2(Ph3P)2 / dimethylformamide / 0.5 h / 70 °C
View Scheme

: 117151-64-1
(3β,5α,20S)-3-(benzoyloxy)-15-oxopregn-8(14)-ene-20-carboxaldehyde

: 128-33-6
zymosterol

Conditions

Conditions	Yield
Multi-step reaction with 8 steps 1: 1.) n-butyllithium, diisopropylamine / 1.) hexane, THF, -78 deg C, 15 min, 2.) THF, -78 deg C to 0 deg C, 1h 2: 98 percent / p-TSA, MgSO4 / toluene; CHCl3 / 3 h / 70 °C 3: 100 percent / H2 / Lindlar / toluene; CHCl3 / 12 h / 760 Torr 4: tert-butylamine-borane complex / CH2Cl2 / 1 h / Heating 5: 92 percent / pyridine, 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 0.2 h / 0 °C 6: 96 percent / 2,6-di-tert-butyl-4-methylpyridine / CH2Cl2 / 1.) room temp., overnight, 2.) reflux, 30 min 7: 98 percent / tributylamine, 98percent formic acid / Pd(OAc)2(Ph3P)2 / dimethylformamide / 0.5 h / 70 °C View Scheme

Yield

: 117438-91-2, 117438-92-3
Benzoic acid (3S,5S,9R,10S,13R,17R)-17-((R)-4-hydroxy-1,5-dimethyl-hexyl)-10,13-dimethyl-15-oxo-2,3,4,5,6,7,9,10,11,12,13,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

: 128-33-6
zymosterol

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 92 percent / pyridine, 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 0.2 h / 0 °C 2: 96 percent / 2,6-di-tert-butyl-4-methylpyridine / CH2Cl2 / 1.) room temp., overnight, 2.) reflux, 30 min 3: 98 percent / tributylamine, 98percent formic acid / Pd(OAc)2(Ph3P)2 / dimethylformamide / 0.5 h / 70 °C View Scheme

: 117151-69-6
(3β,5α)-3-(Benzoyloxy)cholest-8(14)-ene-15,24-dione

: 128-33-6
zymosterol

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: tert-butylamine-borane complex / CH2Cl2 / 1 h / Heating 2: 92 percent / pyridine, 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 0.2 h / 0 °C 3: 96 percent / 2,6-di-tert-butyl-4-methylpyridine / CH2Cl2 / 1.) room temp., overnight, 2.) reflux, 30 min 4: 98 percent / tributylamine, 98percent formic acid / Pd(OAc)2(Ph3P)2 / dimethylformamide / 0.5 h / 70 °C View Scheme

Yield

Multi-step reaction with 5 steps
1: tert-butylamine-borane complex / CH2Cl2 / 1 h / Heating
2: 92 percent / pyridine, 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 0.2 h / 0 °C
3: 96 percent / 2,6-di-tert-butyl-4-methylpyridine / CH2Cl2 / 1.) room temp., overnight, 2.) reflux, 30 min
4: 98 percent / tributylamine, 98percent formic acid / Pd(OAc)2(Ph3P)2 / dimethylformamide / 0.5 h / 70 °C
View Scheme

: 117160-80-2
(3β,5α-22E)-3-(Benzoyloxy)cholesta-8(14),22-diene-15,24-dione

: 128-33-6
zymosterol

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 100 percent / H2 / Lindlar / toluene; CHCl3 / 12 h / 760 Torr 2: tert-butylamine-borane complex / CH2Cl2 / 1 h / Heating 3: 92 percent / pyridine, 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 0.2 h / 0 °C 4: 96 percent / 2,6-di-tert-butyl-4-methylpyridine / CH2Cl2 / 1.) room temp., overnight, 2.) reflux, 30 min 5: 98 percent / tributylamine, 98percent formic acid / Pd(OAc)2(Ph3P)2 / dimethylformamide / 0.5 h / 70 °C View Scheme

Yield

Multi-step reaction with 6 steps
1: 100 percent / H2 / Lindlar / toluene; CHCl3 / 12 h / 760 Torr
2: tert-butylamine-borane complex / CH2Cl2 / 1 h / Heating
3: 92 percent / pyridine, 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 0.2 h / 0 °C
4: 96 percent / 2,6-di-tert-butyl-4-methylpyridine / CH2Cl2 / 1.) room temp., overnight, 2.) reflux, 30 min
5: 98 percent / tributylamine, 98percent formic acid / Pd(OAc)2(Ph3P)2 / dimethylformamide / 0.5 h / 70 °C
View Scheme

: 117168-34-0
(3β,5α,22R,S)-3-(Benzoyloxy)-22-hydroxycholest-8(14)-ene-15,24-dione

: 128-33-6
zymosterol

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: 98 percent / p-TSA, MgSO4 / toluene; CHCl3 / 3 h / 70 °C 2: 100 percent / H2 / Lindlar / toluene; CHCl3 / 12 h / 760 Torr 3: tert-butylamine-borane complex / CH2Cl2 / 1 h / Heating 4: 92 percent / pyridine, 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 0.2 h / 0 °C 5: 96 percent / 2,6-di-tert-butyl-4-methylpyridine / CH2Cl2 / 1.) room temp., overnight, 2.) reflux, 30 min 6: 98 percent / tributylamine, 98percent formic acid / Pd(OAc)2(Ph3P)2 / dimethylformamide / 0.5 h / 70 °C View Scheme

Yield

Multi-step reaction with 7 steps
1: 98 percent / p-TSA, MgSO4 / toluene; CHCl3 / 3 h / 70 °C
2: 100 percent / H2 / Lindlar / toluene; CHCl3 / 12 h / 760 Torr
3: tert-butylamine-borane complex / CH2Cl2 / 1 h / Heating
4: 92 percent / pyridine, 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 0.2 h / 0 °C
5: 96 percent / 2,6-di-tert-butyl-4-methylpyridine / CH2Cl2 / 1.) room temp., overnight, 2.) reflux, 30 min
6: 98 percent / tributylamine, 98percent formic acid / Pd(OAc)2(Ph3P)2 / dimethylformamide / 0.5 h / 70 °C
View Scheme

: 117438-87-6, 117438-88-7
(3β,5α,24R,S)-3-(Benzoyloxy)-24-(trifluoroacetoxy)cholest-8(14)-en-15-one

: 128-33-6
zymosterol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 96 percent / 2,6-di-tert-butyl-4-methylpyridine / CH2Cl2 / 1.) room temp., overnight, 2.) reflux, 30 min 2: 98 percent / tributylamine, 98percent formic acid / Pd(OAc)2(Ph3P)2 / dimethylformamide / 0.5 h / 70 °C View Scheme

: 117439-00-6, 117439-01-7
(3β,5α,24R,S)-Cholesta-8,14-diene-3,15,24-triol 3-benzoate 24-trifluoromethanesulfonate

: 128-33-6
zymosterol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 98 percent / tributylamine, 98percent formic acid / Pd(OAc)2(Ph3P)2 / dimethylformamide / 0.5 h / 70 °C View Scheme

: 128-33-6
zymosterol

: 5α-cholestadien-(14.24)-one-(3)

Conditions

Conditions	Yield
With chromium(VI) oxide; acetic acid at 90℃;

: 128-33-6
zymosterol

: 27192-37-6
5α-cholestadien-(8.24)-one-(3)

Conditions

Conditions	Yield
With cyclohexanone; aluminum isopropoxide; toluene

: 128-33-6
zymosterol

: 108-94-1
cyclohexanone

: 555-31-7
aluminum isopropoxide

: 108-88-3
toluene

: 27192-37-6
5α-cholestadien-(8.24)-one-(3)

...Expand

: 128-33-6
zymosterol

: 108-94-1
cyclohexanone

: 555-31-7
aluminum isopropoxide

: 71-43-2
benzene

: 27192-37-6
5α-cholestadien-(8.24)-one-(3)

...Expand

: 128-33-6
zymosterol

: 98-88-4
benzoyl chloride

: 117168-33-9
(3β,5α)-Cholesta-8,24-dien-3-ol benzoate

Conditions

Conditions	Yield
With pyridine

: 128-33-6
zymosterol

: 555-31-7
aluminum isopropoxide

: 67-64-1
acetone

: 108-88-3
toluene

: 27192-37-6
5α-cholestadien-(8.24)-one-(3)

...Expand

: 128-33-6
zymosterol

: 555-31-7
aluminum isopropoxide

: 67-64-1
acetone

: 71-43-2
benzene

: 27192-37-6
5α-cholestadien-(8.24)-one-(3)

...Expand

: 128-33-6
zymosterol

: 108-24-7
acetic anhydride

: 2579-07-9
zymosteryl acetate

Conditions

Conditions	Yield
With pyridine for 0.5h; Heating;

: 128-33-6
zymosterol

: 218783-16-5
(E)-(R)-6-((3S,5S,10S,13R,14R,17R)-3-Hydroxy-10,13-dimethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-methyl-hept-2-enal