Methyl cholate supplier | CasNO.1448-36-8

Name
CHOLIC ACID METHYL ESTER
EINECS 215-903-7
CAS No. 1448-36-8
Article Data132
CAS DataBase
Density 1.141g/cm³
Solubility Insoluble in water. Soluble in medium polarity organic solvents.
Melting Point 155-156°C
Formula C25H42 O5
Boiling Point 541.6°Cat760mmHg
Molecular Weight 422.605
Flash Point 174.9°C
Transport Information
Appearance Off-White Solid
Safety Hazard Codes Xi
Safety Statements 22-24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Cholicacid, methyl ester (6CI,7CI,8CI); Methyl 3a,7a,12a-trihydroxy-5b-cholan-24-oate; Methyl 3a,7a,12a-trihydroxy-5b-cholanoate; Methyl cholate; NSC 126794
PSA 86.99000
LogP 3.53710

Synthetic route

: 67-56-1
methanol

: 81-25-4
cholic acid

: 1448-36-8
methyl cholate

Conditions

Conditions	Yield
With diazomethyl-trimethyl-silane In methanol; toluene at 20℃; for 2h;	100%
With acetyl chloride at 20℃; for 72h;	100%
With acetyl chloride at 20℃; for 0.75h;	100%

: 186581-53-3, 908094-01-9
diazomethane

: 81-25-4
cholic acid

A methyl chelate: methyl chelate

B: 1448-36-8
methyl cholate

Conditions

Conditions	Yield
In tetrahydrofuran	A 100% B n/a

...Expand

: 81-25-4
cholic acid

: 18107-18-1
diazomethyl-trimethyl-silane

: 1448-36-8
methyl cholate

Conditions

Conditions	Yield
In methanol; hexane; toluene at 20℃;	100%

: 81-25-4
cholic acid

: 75-36-5
acetyl chloride

: 1448-36-8
methyl cholate

Conditions

Conditions	Yield
In methanol for 12.5h; Cooling with ice;	99%
In methanol

: 81-25-4
cholic acid

: 74-88-4
methyl iodide

: 1448-36-8
methyl cholate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;	97%
With cesium fluoride In N,N-dimethyl-formamide

: 55319-79-4
7-α,12-α-dihydroxycholin-4-ene-3-one carboxylic acid methyl ester

A: 14772-93-1
methyl 3β,7α,12α-trihydroxy-5α-cholan-24-oate

B: 1448-36-8
methyl cholate

Conditions

Conditions	Yield
With sodium tetrahydroborate In pyridine for 20h; Ambient temperature;	A 77% B 23%
With sodium tetrahydroborate In pyridine for 20h; Ambient temperature;	A 77% B 23%

: 3749-87-9
methyl 3α,7α-diacetoxy-12α-hydroxy cholanate

A: 1249-75-8, 5405-42-5, 15074-01-8, 15074-02-9, 20231-51-0, 63814-53-9, 106757-10-2, 125412-30-8
methyl lithocholate

B: 1249-70-3
Methyl 12α-hydroxy-5β-cholanate

C: 3701-54-0
methyl 7α,12a-dihydroxy-5β-cholan-24-oate

D: 1448-36-8
methyl cholate

Conditions

Conditions	Yield
With potassium Sodium; iso-butanol; Tris(3,6-dioxaheptyl)amine In tetrahydrofuran Ambient temperature; var. cat.: 18-crown-6; Yield given. Yields of byproduct given;	A n/a B 58% C n/a D n/a

...Expand

: 3749-87-9
methyl 3α,7α-diacetoxy-12α-hydroxy cholanate

A: 1249-70-3
Methyl 12α-hydroxy-5β-cholanate

B: 3245-38-3
methyl deoxycholate

C: 3701-54-0
methyl 7α,12a-dihydroxy-5β-cholan-24-oate

D: 1448-36-8
methyl cholate

Conditions

Conditions	Yield
With potassium Sodium; iso-butanol; Tris(3,6-dioxaheptyl)amine In tetrahydrofuran Ambient temperature; var. cat.: 18-crown-6; Yields of byproduct given;	A 58% B n/a C n/a D n/a

...Expand

: 186581-53-3, 908094-01-9
diazomethane

: 81-25-4
cholic acid

: 1448-36-8
methyl cholate

: 7727-82-4
methyl 3,7,12-trioxo-5β-cholan-24-oate

: 1448-36-8
methyl cholate

Conditions

Conditions	Yield
With methanol; sodium tetrahydroborate

: 10538-64-4
methyl 3α,7α-dihydroxy-12-oxo-5β-cholan-24-oate

A: 1448-36-8
methyl cholate

B: (R)-4-((3R,5S,7R,8R,9S,10S,12R,13R,14S,17R)-3,7,12-Trihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoic acid methyl ester

Conditions

Conditions	Yield
With borane tert-butylamine In methanol for 3h; Ambient temperature; Yield given. Yields of byproduct given;

: 21059-36-9
3α-ethoxycarbonyloxy-7α,12α-dihydroxy-5β-cholan-24-oic acid methyl ester

A: 1448-36-8
methyl cholate

B: 10538-65-5, 15073-97-9, 15180-34-4, 81644-39-5, 81644-40-8
methyl 3α,12α-dihydroxy-7-oxo-5β-cholanate

Conditions

Conditions	Yield
With N-Bromosuccinimide Multistep reaction;

: methyl cholate acetonitrile

A: 1448-36-8
methyl cholate

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
at 85℃; Rate constant; Kinetics; Thermodynamic data; Heating; Ea; var. temp.;

3α,7α-dihydroxy-12-oxo-5β-cholan-24-oic acid methyl ester: 3α,7α-dihydroxy-12-oxo-5β-cholan-24-oic acid methyl ester

: 1448-36-8
methyl cholate

Conditions

Conditions	Yield
With methanol; sodium tetrahydroborate

3,7,12,-trioxo-5β-cholan-24-oic acid methyl ester: 3,7,12,-trioxo-5β-cholan-24-oic acid methyl ester

A: 1448-36-8
methyl cholate

B: 28050-54-6
3β,7α,12α-trihydroxy-5β-cholan-24-oic acid methyl ester

Conditions

Conditions	Yield
With methanol; sodium tetrahydroborate

: 14772-99-7
3-oxo cholic acid methyl ester

: 1448-36-8
methyl cholate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 25 percent / DDQ / dioxane / 10 h / Heating 2: H2 / tris(triphenylphosphine)-rhodium chloride / benzene 3: 23 percent / NaBH4 / pyridine / 20 h / Ambient temperature View Scheme
Multi-step reaction with 4 steps 1: 25 percent / DDQ / dioxane / 10 h / Heating 2: NaBH4 / methanol / 2 h / Ambient temperature 3: MnO2 / CHCl3 / 60 h 4: 23 percent / NaBH4 / pyridine / 20 h / Ambient temperature View Scheme

: 111102-58-0
methyl 3-oxo-7α,12α-dihydroxy-1,4-choladienate

: 1448-36-8
methyl cholate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: H2 / tris(triphenylphosphine)-rhodium chloride / benzene 2: 23 percent / NaBH4 / pyridine / 20 h / Ambient temperature View Scheme
Multi-step reaction with 3 steps 1: NaBH4 / methanol / 2 h / Ambient temperature 2: MnO2 / CHCl3 / 60 h 3: 23 percent / NaBH4 / pyridine / 20 h / Ambient temperature View Scheme

: 125626-89-3
(R)-4-((7R,8R,9S,10R,12S,13R,14S,17R)-3,7,12-Trihydroxy-10,13-dimethyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-pentanoic acid methyl ester

: 1448-36-8
methyl cholate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: MnO2 / CHCl3 / 60 h 2: 23 percent / NaBH4 / pyridine / 20 h / Ambient temperature View Scheme

: 81-25-4
cholic acid

: 10097-32-2
bromine

: 1448-36-8
methyl cholate

Conditions

Conditions	Yield
In methanol

: 81-25-4
cholic acid

: 1448-36-8
methyl cholate

Conditions

Conditions	Yield
With hydrogenchloride In methanol at 20℃; for 12h;

: 1448-36-8
methyl cholate

: 7727-82-4
methyl 3,7,12-trioxo-5β-cholan-24-oate

Conditions

Conditions	Yield
With pyridinium dichromate	100%
With pyridinium dichromate	100%
With pyridinium dichromate	100%

: 1448-36-8
methyl cholate

: 108-24-7
acetic anhydride

: 6818-44-6
methyl 3,7,12-triacetoxycholan-24-oate

Conditions

Conditions	Yield
With pyridine; dmap at 20℃; for 1h;	100%
With pyridine; dmap at 20℃; for 1h;	100%
With pyridine; dmap at 20℃; for 3h;	98%

: 111-82-0
methyl n-dodecanoate

: 1448-36-8
methyl cholate

: 151112-03-7
Dodecanoic acid (3R,5R,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-dihydroxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

Conditions

Conditions	Yield
at 60℃; under 8 Torr; for 20h; Candida antarctica lipase immobilized on Florisil with Triton X-100;	100%

: 124-10-7
methyl myristoate

: 1448-36-8
methyl cholate

: Tetradecanoic acid (3R,5R,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-dihydroxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

Conditions

Conditions	Yield
at 60℃; under 8 Torr; for 20h; Candida antarctica lipase immobilized on Florisil with Triton X-100;	100%

: 112-39-0
hexadecanoic acid methyl ester

: 1448-36-8
methyl cholate

: Hexadecanoic acid (3R,5R,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-dihydroxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

Conditions

Conditions	Yield
at 60℃; under 8 Torr; for 20h; Candida antarctica lipase immobilized on Florisil with Triton X-100;	99%

: 1448-36-8
methyl cholate

: 81-25-4
cholic acid

Conditions

Conditions	Yield
With potassium hydroxide In methanol; water for 0.0666667h; microwave irradiation;	99%

: 1448-36-8
methyl cholate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 73677-12-0
methyl 3α-O-(tert-butyl-dimethylsilanyloxy)-7α,12α-dihydroxy-5β-cholan-24-oate

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 2h;	99%
With pyridine; 1H-imidazole In dichloromethane at 50℃; for 18h;	99%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 3h;	92%

: 1448-36-8
methyl cholate

: 14772-99-7
3-oxo cholic acid methyl ester

Conditions

Conditions	Yield
With Ag2CO3 on Celite In toluene Reflux; Inert atmosphere;	98%
With silver carbonate In toluene for 12h; Reflux; Dean-Stark;	94%
With 4-methyl-morpholine; 6C6H15P4CF3O3S(1-)2Ru(2+); acetone at 35℃; for 4h; Inert atmosphere; Sealed tube;	94%

: 1448-36-8
methyl cholate

: 3758-71-2
3α,7α,12α-trihydroxycholan-24-ol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran	98%
With lithium aluminium tetrahydride In tetrahydrofuran for 48h; Heating / reflux;	98%
With lithium aluminium tetrahydride In tetrahydrofuran for 48h; Heating / reflux;	98%

: 1448-36-8
methyl cholate

: 107-15-3
ethylenediamine

: 78793-09-6
N-(2-aminoethyl)(3α,5β,7α,12α)-3,7,12-trihydroxycholan-24-amide

Conditions

Conditions	Yield
In methanol at 20℃; for 48h;	98%
In methanol at 69 - 71℃;	93%
at 73℃; for 16h;	93%

: 1448-36-8
methyl cholate

: 107-30-2
chloromethyl methyl ether

: 637350-96-0
methyl 3α,7α,12α-tri(methoxymethoxy)-5β-cholan-24-oate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In benzene at 20℃; for 240h;	98%

: 64-18-6
formic acid

: 1448-36-8
methyl cholate

: 33744-75-1
methyl 3α,7α,12α-triformyloxy-5β-cholanoate

Conditions

Conditions	Yield
at 20℃; for 72h;	96%
With perchloric acid at 50℃; for 1.5h;	86%

: 1448-36-8
methyl cholate

: 98-59-9
p-toluenesulfonyl chloride

: methyl (3α,5β,7α,12α)-7,12-dihydroxy-3-(p-toluenesulfonyloxy)cholan-24-oate

Conditions

Conditions	Yield
With pyridine at -10 - -6℃; for 15h;	95.3%

: 1448-36-8
methyl cholate

: 67-68-5
dimethyl sulfoxide

: 168131-38-2
3α,7α,12α-trihydroxy-24-methylsulfinylmethyl-5β-cholan-24-one

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 0℃; for 0.666667h;	95%

: 1448-36-8
methyl cholate

: 124-63-0
methanesulfonyl chloride

: 160836-52-2
Methyl 3α-methanesulphonyloxy-7α,12α-dihydroxy-5β-cholan-24-oate

Conditions

Conditions	Yield
With pyridine; dmap at 20℃; Cooling with ice;	95%
With triethylamine In dichloromethane at 0℃; for 0.166667h;	87%
With triethylamine In dichloromethane at 0 - 20℃; for 2.5h; Inert atmosphere;	84%

: 124-09-4
1,6-Hexanediamine

: 1448-36-8
methyl cholate

: 142970-26-1
N-hexylamino-3α,7α,12α-trihydroxy-5β-cholan-24-cholanoamide

Conditions

Conditions	Yield
In methanol at 69 - 71℃;	95%
at 73℃; for 16h;	95%

: 32315-10-9
bis(trichloromethyl) carbonate

: 1448-36-8
methyl cholate

: methyl 3α,7α,12α-tris(chlorocarbonyloxy)-5β-cholan-24-oate

Conditions

Conditions	Yield
With pyridine In benzene at 25℃; for 24h;	95%

: 1448-36-8
methyl cholate

: 74-88-4
methyl iodide

: 1351984-85-4
methyl 3α,7α-dimethoxy-12α-hydroxy-5β-cholan-24-oate

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 20℃;	94%
With sodium hydride In tetrahydrofuran at 20℃; for 12h;	94%
Stage #1: methyl cholate With sodium hydride In tetrahydrofuran at 0℃; for 0.25h; Inert atmosphere; Stage #2: methyl iodide In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;	94%

: 1448-36-8
methyl cholate

: 108-24-7
acetic anhydride

: 3749-87-9
methyl 3α,7α-diacetoxy-12α-hydroxy cholanate

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane at 25℃; for 5h;	92%
With dmap; triethylamine In dichloromethane at 28℃;	92%
With dmap; triethylamine In dichloromethane at 0 - 28℃;	92%

: 1448-36-8
methyl cholate

: 141-43-5
ethanolamine

: 63266-83-1
N-(2-hydroxyethyl)-3α,7α,12α-trihydroxy-5β-cholan-24-amide

Conditions

Conditions	Yield
In methanol Heating;	92%

: 1448-36-8
methyl cholate

: 124-63-0
methanesulfonyl chloride

: 1204197-58-9
methyl 3α-methanesulfonyl-7α,12α-dihydroxy-5β-cholan-24-oate

Conditions

Conditions	Yield
With pyridine at 20℃; Inert atmosphere;	92%

: 1448-36-8
methyl cholate

: 98-59-9
p-toluenesulfonyl chloride

: 28192-77-0
7α,12α-dihydroxy-3α-(toluene-sulfonyl-(4)-oxy)-5β-cholanoic acid-(24)-methyl ester

Conditions

Conditions	Yield
In pyridine; benzene Ambient temperature;	91%
In pyridine at 10℃; for 16h;	90%
With pyridine	88%

: 1189-71-5
isocyanate de chlorosulfonyle

: 1448-36-8
methyl cholate

: 3,7,12-triscarbamyl cholic acid methyl ester

Conditions

Conditions	Yield
In chloroform for 16h;	91%

: 75-75-2
methanesulfonic acid

: 1448-36-8
methyl cholate

: 175340-06-4
methyl 3β-mesyloxycholate

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 40℃; for 24h;	90%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 40 - 50℃; for 24h;
With dmap; triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; for 48h; Mitsunobu reaction;
With dmap; di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 40℃; for 8h; Mitsunobu Displacement;
With di-isopropyl azodicarboxylate; triphenylphosphine

: 1448-36-8
methyl cholate

: 109-76-2
Trimethylenediamine

: cholic acid 3-aminopropylamide

Conditions

Conditions	Yield
In methanol at 65℃; for 72h;	89%
at 20℃; for 168h;

Methyl cholate Chemical Properties

Molecular Structure of Methyl cholate (CAS NO.1448-36-8):

IUPAC Name: Methyl(4R)-4-[(3R,5S,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoate
Molecular Weight: 422.59798 [g/mol]
Molecular Formula: C₂₅H₄₂O₅
XLogP3-AA: 3.9
H-Bond Donor: 3
H-Bond Acceptor: 5
EINECS: 215-903-7
Appearance: Off-White Solid
Melting Point: 155-156 °C
Index of Refraction: 1.539
Molar Refractivity: 116.08 cm³
Molar Volume: 370.2 cm³
Surface Tension: 46 dyne/cm
Density: 1.141 g/cm³
Flash Point: 174.9 °C
Enthalpy of Vaporization: 94.23 kJ/mol
Boiling Point: 541.6 °C at 760 mmHg
Vapour Pressure: 5.49E-14 mmHg at 25 °C
Product Categories: Steroids; Steroids & Hormones - 13C & 2H

Methyl cholate Safety Profile

Safety Information of Methyl cholate (CAS NO.1448-36-8):
Hazard Codes: Irritant Xi
Safety Statements: 22-24/25
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.

Methyl cholate Specification

Methyl cholate (CAS NO.1448-36-8), its Synonyms are Methyl 4-(3,7,12-trihydroxy-10,13-dimethylperhydrocyclopenta[a]phenanthren-17-yl)pen ; 5(beta)-Cholmic acid-3alpha,7alpha,12alpha-triol methyl ester ; 5-beta-Cholanic acid-3-alpha, 7-alpha, 12-alpha-triol methyl ester ; Methyl 4-(3,7,12-trihydroxy-10,13-dimethylperhydrocyclopenta[a]phenanthren-17-yl)pentanoate ; Cholic acid methyl ester .

Product Name

CHOLIC ACID METHYL ESTER

Synthetic route

Methyl cholate Chemical Properties

Methyl cholate Safety Profile

Methyl cholate Specification

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