Cholesterol supplier | CasNO.57-88-5

Name
Cholesterol
EINECS 200-353-2
CAS No. 57-88-5
Article Data150
CAS DataBase
Density 0.988 g/cm³
Solubility 0.002 mg/mL in water
Melting Point 148-150 °C
Formula C₂₇H₄₆O
Boiling Point 480.648 °C at 760 mmHg
Molecular Weight 386.662
Flash Point 209.291 °C
Transport Information UN 1170 3/PG 3
Appearance White to faintly yellow cryst. powder
Safety 24/25-22-36/37-36-26
Risk Codes 10-48/20/22-40-38-22-36/37/38
Molecular Structure
Hazard Symbols Xn, Xi
Synonyms Cholesterol(8CI);5:6-Cholesten-3b-ol;Cholest-5-en-3b-ol;Cholesterin;Cholesteryl alcohol;Dythol;Lidinit;Lidinite;NSC 8798;Provitamin D;D5-Cholesten-3b-ol;
PSA 20.23000
LogP 7.38870

Synthetic route

: 70650-16-7
cholesteryl-2-tetrahydrofuran

: 57-88-5
cholesterol

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In ethanol for 1h; Ambient temperature;	100%
With acetonyltriphenylphosphonium bromide In methanol; dichloromethane at 20℃; for 0.5h;	95%

: 6252-45-5
3-O-(tetrahydro-2H-pyran-2-yl)cholesterol

: 57-88-5
cholesterol

Conditions

Conditions	Yield
poly(4-vinylpyridinium) p-toluenesulfonate In tetrahydrofuran; ethanol at 75℃; for 40h; Hydrolysis;	100%
bis(trimethylsilyl)sulphate In methanol; 1,2-dichloro-ethane at 55℃; for 0.5h;	98%
With CuCl2*H2O In ethanol for 2h; Hydrolysis; Heating;	98%

: 57711-50-9
3-[(1,1-dimethylethyl)dimethylsilyl]oxycholest-5-ene

: 57-88-5
cholesterol

Conditions

Conditions	Yield
With aniline-terephthalaldehyde resin p-toluenesulfonic acid salt In tetrahydrofuran; methanol at 20℃; for 32h;	99%
With chloro-methylsulfanyl-methane; water; potassium iodide In 1,4-dioxane at 50℃; for 5.7h;	98%
With tetra-N-butylammonium tribromide In methanol; dichloromethane for 8h;	97%

: 4-[(3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yloxymethyl]-benzonitrile

: 57-88-5
cholesterol

Conditions

Conditions	Yield
With Triethylgermyl-natrium In 1,4-dioxane; N,N,N,N,N,N-hexamethylphosphoric triamide at 50℃; for 16h;	99%

: 7604-85-5
cholesterol triethylsilyl ether

: 57-88-5
cholesterol

Conditions

Conditions	Yield
With aniline-terephthalaldehyde resin p-toluenesulfonic acid salt In tetrahydrofuran; methanol at 20℃; for 0.166667h;	99%

: 604-32-0
cholesteryl benzoate

: 57-88-5
cholesterol

Conditions

Conditions	Yield
With methanol; samarium(II) dibromide In tetrahydrofuran at 50℃; for 48h; Temperature;	99%

: 604-35-3
Cholesteryl acetate

: 57-88-5
cholesterol

Conditions

Conditions	Yield
With diisobutylaluminium hydride; nickel dichloride In dichloromethane; toluene at -78℃; for 0.25h; Inert atmosphere;	98%
With potassium hydroxide In methanol at 35℃; for 1h;	97%
With aluminum oxide at 130℃; for 0.116667h; Irradiation;	96%

: 25092-65-3
allyl cholesteryl ether

: 57-88-5
cholesterol

Conditions

Conditions	Yield
With hydridotetakis(triphenylphosphine)rhodium(I); trifluoroacetic acid In ethanol for 0.5h; Heating;	98%
With hydridotetakis(triphenylphosphine)rhodium(I); trifluoroacetic acid In ethanol for 0.5h; Product distribution; Heating; or deprotection of other allyl ethers;	98%
With diisobutylaluminium hydride; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In diethyl ether; toluene at 0 - 20℃; for 2h;	95%

: 1857-80-3
5α,6β-dibromocholestan-3β-ol

: 57-88-5
cholesterol

Conditions

Conditions	Yield
With sodium selenite; rac-cysteine In tetrahydrofuran; water at 0℃; for 1h;	98%
With samarium diiodide In tetrahydrofuran for 0.333333h; Ambient temperature;	97%
With 2,2'-azobis(isobutyronitrile); diphenylstibane In toluene at 90℃; for 18h;	97%

: 33999-75-6
1-((cholesteryloxy)methyl)-4-methoxybenzene

: 57-88-5
cholesterol

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid; p-toluenesulfonamide safety-catch resin In 1,4-dioxane	98%
With trifluorormethanesulfonic acid; 1,3-Dimethoxybenzene In dichloromethane at 21℃; for 0.166667h;	91%
With silver hexafluoroantimonate; 1,2,3-trimethoxybenzene In dichloromethane at 40℃; for 10h;	85%

: 54972-79-1
3β-(1-Ethoxyethoxy)-5-cholestene

: 57-88-5
cholesterol

Conditions

Conditions	Yield
With acetonyltriphenylphosphonium bromide In methanol; dichloromethane at 20℃; for 0.5h;	98%
With CuCl2*H2O In water; acetone Hydrolysis; Heating;	96%
With water; ammonium chloride In tetrahydrofuran at 150℃; for 1h; Glovebox; High pressure; Sealed tube;

: Carbonic acid allyl ester (3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

: 57-88-5
cholesterol

Conditions

Conditions	Yield
With aminomethyl resin-supported N-propylbarbituric acid; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 20℃;	98%

: C28H48O

: 57-88-5
cholesterol

Conditions

Conditions	Yield
With sulfuric acid In 1,4-dioxane; water at 50℃; for 3h; Solvent;	97.74%

: 27241-01-6
3β-hydroxycholest-5-en-23-one

: 57-88-5
cholesterol

Conditions

Conditions	Yield
Wolff-Kishner reduction;	97%

: 34103-99-6
cholester-3β-yl thiobenzoate

A: 57-88-5
cholesterol

B: 7278-60-6
benzyl 3-cholesteryl ether

C: 570-74-1
cholest-5-ene

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); triphenylstannane In toluene at 110℃; for 0.333333h; Yields of byproduct given;	A n/a B 97% C n/a
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In toluene at 110℃; for 0.333333h; Product distribution; Mechanism; var. of reagent, its amount;	A 38% B 49% C n/a

...Expand

: 80667-96-5
Carbonic acid 2-benzenesulfonyl-ethyl ester (3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

: 57-88-5
cholesterol

Conditions

Conditions	Yield
With triethylamine In pyridine at 20℃; for 70h; Product distribution;	96.5%

: 78687-50-0
Carbonic acid (3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester 2-trimethylsilanyl-ethyl ester

A: 74-85-1
ethene

B: 420-56-4
trimethylsilyl fluoride

C: 57-88-5
cholesterol

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In dichloromethane at 20℃; for 0.166667h; deprotection of TMSEC derivat;	A n/a B n/a C 94%

...Expand

: 76514-42-6
{2-[(3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yloxymethoxy]-ethyl}-trimethyl-silane

: 57-88-5
cholesterol

Conditions

Conditions	Yield
With 4 A molecular sieve; tetrabutyl ammonium fluoride 1.) THF; 2.) DMPU, 45 deg C, 9 h;	94%
With 4 A molecular sieve; tetrabutyl ammonium fluoride Product distribution; 1.)THF; 2.) DMPU, 45 deg C, 9 h; deprotection of various ethers investigated;	94%

: Carbonic acid 1-(3,5-dimethoxy-phenyl)-2-oxo-2-phenyl-ethyl ester (3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

: 57-88-5
cholesterol

Conditions

Conditions	Yield
In benzene for 1h; Irradiation;	94%

: cholesteryl 2,2,2-trichloroethyl carbonate

: 57-88-5
cholesterol

Conditions

Conditions	Yield
With ammonium acetate; 10% Cd/Pd In tetrahydrofuran; water for 0.75h;	94%

: 2864-50-8
sodium (20R)-5-cholesten-3β-yl sulfate

: 57-88-5
cholesterol

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In 1,4-dioxane at 20℃; Hydrolysis;	93%

: 77588-15-9
Cholesteryl-4-methoxybenzolsulfonat

: 57-88-5
cholesterol

Conditions

Conditions	Yield
With tetraethylammonium bromide In ethanol electrolysis at -2.1 to -2.3 V;	92.7%

: 1182-65-6, 3381-56-4
cholesteryl p-toluenesulfonate

: 57-88-5
cholesterol

Conditions

Conditions	Yield
With tetraethylammonium bromide In ethanol electrolysis at -2.1 to -2.3 V;	92%
With sodium tetrahydroborate In diethyl ether; water; N,N-dimethyl-formamide for 6h; Ambient temperature;	86%

: 26033-10-3, 34347-28-9, 130061-62-0, 92218-20-7
3β-hydroxylcholest-5,22-dien

: 57-88-5
cholesterol

Conditions

Conditions	Yield
With 1% Pd on activated carbon; ammonium acetate; hydrogen In ethanol at 50℃; under 2280.15 Torr; for 12h; Temperature;	91.9%
With 5%-palladium/activated carbon; hydrogen In methanol at 15 - 20℃; for 24h;	85%

: 2626-17-7
3β-methoxymethoxy-5-cholestene

: 57-88-5
cholesterol

Conditions

Conditions	Yield
With trimethylsilyl bromide; 4 A molecular sieve In dichloromethane -30 deg C, 1 h, 0 deg C, 12 h;	91%

: 67-56-1
methanol

: 1256491-32-3
cholesteryl oleate

A: 112-62-9
octadec-9-enoic acid methyl ester

B: 57-88-5
cholesterol

Conditions

Conditions	Yield
With potassium hydrogensulfate; silica gel at 65℃; for 10h;	A 71% B 91%

...Expand

: 103846-32-8
2-[(3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yloxy]-[1,4]dioxane

: 57-88-5
cholesterol

Conditions

Conditions	Yield
With hydrogenchloride In ethanol for 2h; Heating;	90%

: 66168-89-6
3β-(2-methoxyethoxymethoxy)-5-cholestene

: 89449-88-7
bis-i-propylthioboron bromide

A: 57-88-5
cholesterol

B: 89449-90-1
i-propylthiomethyl ether of cholesterol

Conditions

Conditions	Yield
With dmap In dichloromethane 1.) -95 deg C, 5 min, 2.) 4-dimethylaminopyridine, -95 deg C, 15 min and -50 deg C, 10 min;	A 9% B 89%
With dmap In dichloromethane Product distribution; Mechanism; 1.) -95 deg C, 5 min, 2.) 4-dimethylaminopyridine, -95 deg C, 15 min and-50 deg C, 10 min;	A 9% B 89%

...Expand

: 57-88-5
cholesterol

: 407-25-0
trifluoroacetic anhydride

: 2665-02-3
cholesteryl trifluoroacetate

Conditions

Conditions	Yield
erbium(III) triflate In acetonitrile at 20℃; for 4h;	100%

: 110-87-2
3,4-dihydro-2H-pyran

: 57-88-5
cholesterol

: 6252-45-5
3-O-(tetrahydro-2H-pyran-2-yl)cholesterol

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane for 6h; Ambient temperature;	100%
With pyridinium p-toluenesulfonate In dichloromethane at 20℃; for 1.5h;	99%
bis(trimethylsilyl)sulphate In dichloromethane; 1,2-dichloro-ethane at 0℃; for 0.333333h;	98%

: 112-80-1
cis-Octadecenoic acid

: 57-88-5
cholesterol

: 303-43-5
cholesterol oleate

Conditions

Conditions	Yield
With TiO(acac)2 In xylene for 36h; Heating;	100%
With iron(III) chloride hexahydrate In 1,3,5-trimethyl-benzene for 24h; Reflux;	99%
With iron(III)-acetylacetonate In 5,5-dimethyl-1,3-cyclohexadiene for 20h; Inert atmosphere; Reflux;	96%

: 4224-70-8
6-bromohexanoic acid

: 57-88-5
cholesterol

: 82962-33-2
cholesteryl ω-bromohexanoate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 2.33333h;	100%
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 12h;	88%
With dmap; dicyclohexyl-carbodiimide In dichloromethane	70%

: 57-88-5
cholesterol

: 86795-39-3
(2S,3R,4R,5S,6S)-3,4,5-tris(benzyloxy)-2-chloro-6-methyltetrahydro-2H-pyran

: (3R,4R,5S,6S)-3,4,5-Tris-benzyloxy-2-[(3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yloxy]-6-methyl-tetrahydro-pyran

Conditions

Conditions	Yield
With 2-methyl-but-2-ene; zinc(II) p-tert-butylbenzoate In dichloromethane for 1h; Ambient temperature;	100%

: 57-88-5
cholesterol

: 601-54-7
Cholest-5-en-3-one

Conditions

Conditions	Yield
With C40H36Cl2FeN2P2Ru; potassium tert-butylate In toluene; tert-butyl alcohol at 145℃; for 3h; Inert atmosphere;	100%
With 1,4-butanediol dimethylacrylate crosslinked polyacenaphthylene supported t-butyl chromate In chloroform at 30℃; for 29h;	92%
With water; Dess-Martin periodane In dichloromethane for 0.5h;	91%

: 57-88-5
cholesterol

: 80-97-7
Cholestanol

Conditions

Conditions	Yield
With hydrogen; palladium 10% on activated carbon In ethyl acetate	100%
With hydrogen; palladium dichloride In dichloromethane at 20℃; under 760 Torr;	99%
With hydrogen; palladium diacetate; pyrographite In tetrahydrofuran; methanol at 25℃; under 760.051 Torr; for 12h;	99%

: 57-88-5
cholesterol

: 108-24-7
acetic anhydride

: 604-35-3
Cholesteryl acetate

Conditions

Conditions	Yield
With iodine for 0.166667h; Ambient temperature;	100%
With toluene-4-sulfonic acid for 0.0111667h; microwave irradiation;	100%
[(nBu2Sn)12(μ3-O)14(μ2-OH)6](2+)*2C6H5SO3(1-) at 20℃; for 0.416667h;	100%

: 57-88-5
cholesterol

: 108-24-7
acetic anhydride

: 809-51-8
7-ketocholesteryl acetate

Conditions

Conditions	Yield
With pyridine at 37℃; Inert atmosphere;	100%
With pyridine; chromium trioxide-3,5-dimethylpyrazole
Stage #1: cholesterol; acetic anhydride With dmap; triethylamine In dichloromethane at 20℃; Inert atmosphere; Stage #2: With potassium dichromate; 1-hydroxy-pyrrolidine-2,5-dione; acetic acid In acetone at 50℃; for 48h;	2.03 g

: 57-88-5
cholesterol

: 98-59-9
p-toluenesulfonyl chloride

: 1182-65-6, 3381-56-4
cholesteryl p-toluenesulfonate

Conditions

Conditions	Yield
With pyridine In chloroform at 20℃; for 12h;	100%
With pyridine at 0 - 20℃;	98%
With aluminum dodecatungstophosphate at 20℃; for 0.1h;	96%

: 57-88-5
cholesterol

: 1005-56-7
phenylcarbonochloridothioate

: 85335-71-3
cholest-5-en-3-ol (3β)-(O-phenyl carbonothioate)

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 0.833333h; Inert atmosphere;	100%
With pyridine In dichloromethane for 2h;	96%
With pyridine In chloroform-d1 at 25℃; half-life time of acylation of cholesterol with other chlorothionoformates;	84%
With pyridine In chloroform-d1 at 25℃;	84%
With sodium hydride

: 57-88-5
cholesterol

: 563-76-8
α-bromopropionyl bromide

: (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl 2-bromopropanoate

Conditions

Conditions	Yield
With triethylamine In dichloromethane Acylation;	100%

: 57-88-5
cholesterol

: 149707-75-5, 149707-76-6, 138479-78-4
2,3,4,6-tetra-O-benzoyl-1-O-trichloroacetimidoyl-α-D-galactopyranose

: 51704-23-5
1-O-cholesteryl-β-D-galactopyranoside

Conditions

Conditions	Yield
Stage #1: cholesterol; 2,3,4,6-tetra-O-benzoyl-1-O-trichloroacetimidoyl-α-D-galactopyranose With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve In dichloromethane at 20℃; for 0.25h; Glycosylation; Stage #2: With sodium methylate Substitution;	100%

: 57-88-5
cholesterol

: C41H40Cl3NO16

: C39H66O10

Conditions

Conditions	Yield
Stage #1: cholesterol; C41H40Cl3NO16 With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve In dichloromethane at 20℃; for 0.25h; Glycosylation; Stage #2: With sodium methylate Substitution;	100%

: 57-88-5
cholesterol

: 107-13-1
acrylonitrile

: 71507-47-6
(3S,8S,9S,10R,13R,14S,17R)-3-(2-isocyanoethoxy)-10,13-dimethyl-17((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene

Conditions

Conditions	Yield
With 18-crown-6 ether; potassium hydroxide In dichloromethane; water at 20℃;	100%
With water; potassium hydroxide In 1,4-dioxane at 20℃; for 120h;	100%
With N-benzyl-trimethylammonium hydroxide at 20℃; Michael Addition;	92%
With n-butyllithium; copper(I) 2-hydroxy-3-methylbenzoate; benzylamine; 1,2-bis-(diphenylphosphino)ethane In tetrahydrofuran at 4℃; for 1h; Inert atmosphere; chemoselective reaction;	54%
With 18-crown-6 ether; potassium hydroxide In dichloromethane at 20℃; for 12h; Time;

: 57-88-5
cholesterol

: podophyllotoxin 4-O-ortho-cyclopropylethynylbenzoate

: 3-O-(epi)-podophyllotoxylcholesterol

Conditions

Conditions	Yield
Stage #1: cholesterol; podophyllotoxin 4-O-ortho-cyclopropylethynylbenzoate In dichloromethane at 20℃; for 0.5h; Molecular sieve; Inert atmosphere; Stage #2: With [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I) In dichloromethane at 20℃; for 4h; Molecular sieve; Inert atmosphere;	100%

: 57-88-5
cholesterol

: 55700-78-2
(6aS,6bS,9R,9aR,11aS,11bR)-9a,11b-dimethyl-9-((R)-6-methylheptan-2-yl)hexadecahydrocyclopenta[1,2]phenanthro[8a,9-b]oxiren-3-ol

Conditions

Conditions	Yield
With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0℃; for 1h;	99.8%
With 2,2,2-Trifluoroacetophenone; dihydrogen peroxide In acetonitrile; tert-butyl alcohol at 20℃; for 1h; Green chemistry;	99%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane for 1h; Ambient temperature;	97%

: 57-88-5
cholesterol

: 21615-34-9
2-Methoxybenzoyl chloride

: cholester-3-yl 2-methoxybenzoate

Conditions

Conditions	Yield
With pyridine at 20℃; for 12h;	99.8%

: 57-88-5
cholesterol

: 124-63-0
methanesulfonyl chloride

: 3381-54-2
cholesterol mesylate

Conditions

Conditions	Yield
With pyridine at 20 - 25℃; for 20h; Inert atmosphere;	99.1%
With triethylamine In dichloromethane at 4 - 22℃; Inert atmosphere;	98%
With triethylamine In diethyl ether at 0℃; for 1h;	98%

: 143-07-7
lauric acid

: 57-88-5
cholesterol

: 1908-11-8
cholesteryl laurate

Conditions

Conditions	Yield
With iron(III) chloride hexahydrate In 1,3,5-trimethyl-benzene for 12h; Reflux;	99%
With dmap; dicyclohexyl-carbodiimide

: 57-88-5
cholesterol

: 999-97-3
1,1,1,3,3,3-hexamethyl-disilazane

: 1856-05-9, 16134-40-0
cholesterol trimethylsilyl ether

Conditions

Conditions	Yield
With polyvinylpolypyrrolidonium tribromide In acetonitrile at 20℃; for 0.416667h;	99%
With silica-FeCl3 at 20℃; for 0.85h; neat (no solvent);	98%
With trichloromelamine In dichloromethane; acetonitrile at 20℃; for 0.416667h;	98%

: 674-82-8
4-methyleneoxetan-2-one

: 57-88-5
cholesterol

: 1473-23-0
(1R,3aS,3bS,7S,9aR,9bS,11aR)-9a,11a-dimethyl-1-[(2R)-6-methylheptan-2-yl]-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-yl 3-oxobutanoate

Conditions

Conditions	Yield
With dmap In tetrahydrofuran at 48℃; for 0.0833333h;	99%

: 6564-72-3
2,3,4,6-tetra-O-benzyl-D-glucopyranose

: 57-88-5
cholesterol

: 208523-33-5
cholesteryl α- and β-2,3,4,6-tetra-O-benzyl-D-glucosides

Conditions

Conditions	Yield
With 4 A molecular sieve; 2-methoxyacetic acid; ytterbium(III) triflate In dichloromethane for 4h; Heating;	99%

: 112-62-9
Methyl oleate

: 57-88-5
cholesterol

: 303-43-5
cholesterol oleate

Conditions

Conditions	Yield
With iron(III)-acetylacetonate In n-heptane at 105℃; for 22h; Inert atmosphere;	99%
In hexane at 30℃; for 72h; Corynebacterium sp. S-401;	16%
With Candida rugosa lipase at 40℃; under 15.0012 - 30.0024 Torr; for 48h;
With Lipozyme IM at 80℃; under 15.0012 - 30.0024 Torr; for 48h;

: 57-88-5
cholesterol

: 601-57-0
Cholest-4-en-3-one

Conditions

Conditions	Yield
With aluminum tris(iso-propoxide) In cyclohexanone; toluene for 10h; Reflux;	99%
With bromopentacarbonylmanganese(I); N-methyl-N,N-di(2-pyridylmethyl)amine; acetone; sodium t-butanolate In toluene at 90℃; for 24h; Inert atmosphere; Schlenk technique; Darkness;	98%
With Chromosorb; catalase; cholesterol oxidase In acetic acid butyl ester for 72h;	95%

: 57-88-5
cholesterol

: 109-92-2
ethyl vinyl ether

: 54972-79-1
3β-(1-Ethoxyethoxy)-5-cholestene

Conditions

Conditions	Yield
With poly-p-styryl-acetonyltriphenylphosphonium bromide In dichloromethane at 20℃; for 2h;	99%
With acetonyltriphenylphosphonium bromide In dichloromethane for 0.0833333h; Ambient temperature;	97%
With pyridinium p-toluenesulfonate In dichloromethane at 0℃; for 2h;	77%
With toluene-4-sulfonic acid In dichloromethane

: 75-15-0
carbon disulfide

: 57-88-5
cholesterol

: 74-88-4
methyl iodide

: 53496-46-1
O-((3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl) S-methyl carbonodithioate

Conditions

Conditions	Yield
Stage #1: cholesterol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 2h; Stage #2: carbon disulfide In tetrahydrofuran; mineral oil at 0 - 20℃; for 15h; Stage #3: methyl iodide In tetrahydrofuran; mineral oil at 0℃; for 2h;	99%
With sodium hydride	92%
Stage #1: carbon disulfide; cholesterol In dimethyl sulfoxide at 20℃; for 0.333333h; Stage #2: With N-benzyl-trimethylammonium hydroxide In dimethyl sulfoxide at 20℃; for 1h; Stage #3: methyl iodide In dimethyl sulfoxide at 20℃; for 5h;	70%

...Expand

Cholesterol Chemical Properties

IUPAC Name: (3S,8S,9S,10R,13R,14S,17R)-10,13-Dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Empirical Formula: C₂₇H₄₆O
Molecular Weight: 386.6535
EINECS: 200-353-2
Classification Code: Mutation data; Natural Product; Pharmaceutic aid [emulsifying agent]; Reproductive Effect; Tumor data
Melting Point: 148-150 °C
alpha: -36 °(c=2, dioxane)
storage temp.: 2-8 °C
solubility: H₂O: 0.002 mg/mL
Water Solubility: negligible
Index of Refraction: 1.525
Molar Refractivity: 119.97 cm³
Molar Volume: 391.4 cm³
Surface Tension: 38.1 dyne/cm
Density: 0.98 g/cm³
Flash Point: 209.3 °C
Enthalpy of Vaporization: 85.88 kJ/mol
Boiling Point: 480.6 °C at 760 mmHg
Vapour Pressure of (CAS NO.57-88-5): 2.95E-11 mmHg at 25 °C

Cholesterol History

The name Cholesterol originates from the Greek chole- and stereos, and the chemical suffix -ol for an alcohol, as Francois Poulletier de la Salle first identified cholesterol in solid form in gallstones, in 1769. However, it was only in 1815 that chemist Eugène Chevreul named the compound "cholesterine".

Cholesterol Uses

Cholesterol (CAS NO.57-88-5) is used as pharmaceutic aid. It is an essential structural component of mammalian cell membranes, where it is required to establish proper membrane permeability and fluidity. In addition, cholesterol is an important component for the manufacture of bile acids, steroid hormones, and fat-soluble vitamins including Vitamin A, Vitamin D, Vitamin E, and Vitamin K. Cholesterol is the principal sterol synthesized by animals, but small quantities are synthesized in other eukaryotes, such as plants and fungi. It is almost completely absent among prokaryotes, which include bacteria.

Cholesterol Safety Profile

Hazard Codes : Harmful Xn, Irritant Xii
Risk Statements : 10-48/20/22-40-38-22-36/37/38
R10:Flammable.
R48:Danger of serious damage to health by prolonged exposure.
R20/22:Harmful by inhalation and if swallowed.
R40:Limited evidence of a carcinogenic effect.
R38:Irritating to skin.
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements : 24/25-22-36/37-36-26
S24/25:Avoid contact with skin and eyes.
S22:Do not breathe dust.
S36/37:Wear suitable protective clothing and gloves.
S36:Wear suitable protective clothing.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
RIDADR : UN 1170 3/PG 3
WGK Germany : 1
RTECS : FZ8400000

Cholesterol Specification

Cholesterol (CAS NO.57-88-5), its Synonyms are 3-beta-Hydroxycholest-5-ene ; 3beta-Hydroxycholest-5-ene ; 5:6-Cholesten-3beta-ol ; AI3-03112 ; CCRIS 2834 ; Cholest-5-en-3-beta-ol ; Cholest-5-en-3-ol, (3beta)- ; Cholest-5-en-3beta-ol ; Cholesterin ; Cholesterine ; Cholesterol ; Cholesterol base H ; Cholesteryl alcohol ; Cholestrin ; Cholestrol ; Cordulan ; Dusoline ; Dusoran ; Dythol . It is white to faintly yellow cryst. powder. Cholesterol is a lipidic, waxy steroid found in the cell membranes and transported in the blood plasma of all animals. It is an essential component of mammalian cell membranes where it is required to establish proper membrane permeability and fluidity.

Product Name

Cholesterol

Synthetic route

Cholesterol Chemical Properties

Cholesterol History

Cholesterol Uses

Cholesterol Safety Profile

Cholesterol Specification

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