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OCA-A (N-7)/4651-67-6
Cas No: 4651-67-6
No Data 1 Kilogram Metric Ton/Day Zhengzhou Meitong Pharmaceutical Technology Co., Ltd. Contact Supplier
3-Hydroxy-7-oxocholan-24-oic acid
Cas No: 4651-67-6
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3alpha-Hydroxy-7-oxo-5beta-cholanic acid
Cas No: 4651-67-6
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
Factory Price API 99% 3ALPHA-HYDROXY-7-OXO-5BETA-CHOLANIC ACID 4651-67-6 GMP Manufacturer
Cas No: 4651-67-6
USD $ 0.1-0.1 / Gram 1 Gram 100 Metric Ton/Year Xi'an Xszo Chem Co., Ltd. Contact Supplier
Factory Supply 3-α-hydroxy-7-oxo-5-β-cholan-24-oic acid
Cas No: 4651-67-6
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3alpha-Hydroxy-7-oxo-5beta-cholic acid
Cas No: 4651-67-6
USD $ 12.0-12.0 / Gram 10 Gram 200 Metric Ton/Year Jinan Finer Chemical Co., Ltd Contact Supplier
3-Hydroxy-7-oxocholan-24-oic acid
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3alpha-Hydroxy-7-oxo-5beta-cholic acid
Cas No: 4651-67-6
USD $ 5.0-10.0 / Kilogram 1 Kilogram 1000 Kilogram/Month Enke Pharma-tech Co.,Ltd. (Cangzhou, China ) Contact Supplier
3-Hydroxy-7-oxocholan-24-oic acid
Cas No: 4651-67-6
USD $ 500.0-500.0 / Gram 1000 Gram 10 Metric Ton/Month Hebei yanxi chemical co.,LTD. Contact Supplier
TIANFUCHEM--4651-67-6--3ALPHA-HYDROXY-7-OXO-5BETA-CHOLANIC ACID factory price
Cas No: 4651-67-6
USD $ 2000.0-2000.0 / Metric Ton 1 Metric Ton 1000 Metric Ton/Day Henan Tianfu Chemical Co., Ltd. Contact Supplier

4651-67-6 Usage

Uses

Nutriacholic Acid (Ursodeoxycholic Acid EP Impurity F) is derivative of Lithocholic Acid, a cholic acid derivative as TGR5 modulator.

Uses

Nutriacholic Acid (Ursodeoxycholic Acid EP Impurity F) is derivative of Lithocholic Acid (L469180), a cholic acid derivative as TGR5 modulator.

Definition

ChEBI: A bile acid that is lithocholic acid carrying an additional oxo substituent at position 7.
InChI:InChI=1/C24H38O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-19,22,25H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17-,18+,19+,22+,23+,24-/m1/s1

4651-67-6 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
TCI America (H0869)  3α-Hydroxy-7-oxo-5β-cholanic Acid  >97.0%(GC)(T) 4651-67-6 5g 1,430.00CNY Detail
TCI America (H0869)  3α-Hydroxy-7-oxo-5β-cholanic Acid  >97.0%(GC)(T) 4651-67-6 25g 4,870.00CNY Detail

4651-67-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 7-oxolithocholic acid

1.2 Other means of identification

Product number -
Other names 3α-Hydroxy-7-keto-5β-cholanic Acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:4651-67-6 SDS

4651-67-6Synthetic route

3α-hydroxy-7-keto-5β-chol-11-en-24-oic acid

3α-hydroxy-7-keto-5β-chol-11-en-24-oic acid

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen In methanol at 70℃; under 30003 Torr; for 12h;99%
With palladium on activated charcoal; hydrogen In tetrahydrofuran; methanol at 70℃; under 30003 Torr; for 8h;95%
With palladium on activated charcoal; hydrogen In tetrahydrofuran; methanol at 70℃; under 30003 Torr; for 8h;95%
chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

Conditions
ConditionsYield
With dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride In dichloromethane at -30℃; for 1.5h; Temperature; Swern Oxidation;98.6%
With sodium bromate; sulfuric acid; sodium bromide In dichloromethane at 20 - 30℃; for 6h;96.1%
With N-Bromosuccinimide In water; acetone at 20℃; for 2h; Darkness;94%
sodium chenodeoxycholate
2646-38-0

sodium chenodeoxycholate

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

Conditions
ConditionsYield
With ethylenediaminetetraacetic acid; Acinetobacter calcoaceticus lwoffii 7α-hydroxysteroid dehydrogenase; sodium pyruvate; NAD; 2-hydroxyethanethiol; lactate dehydrogenase In aq. phosphate buffer at 22℃; pH=8.5; Enzymatic reaction;97%
With Xanthomonas maltophilia BS6 broth In water at 30℃; for 48h;99 % Chromat.
chenodeoxycholic acid

chenodeoxycholic acid

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

Conditions
ConditionsYield
Stage #1: chenodeoxycholic acid With tartaric acid In methanol for 0.5h;
Stage #2: With sodium hypochlorite In methanol at 15 - 22℃; for 1h;
96.1%
7-ketolithocholic methyl ester
10538-59-7

7-ketolithocholic methyl ester

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran; methanol for 3h; Reflux;95%
With water; lithium hydroxide In tetrahydrofuran at 20℃; for 4h;74%
With water; sodium hydroxide In methanol for 2h; Solvent; Reflux;32 g
methyl 3α-acetoxy-7-oxo-5β-cholan-24-oate
10452-65-0

methyl 3α-acetoxy-7-oxo-5β-cholan-24-oate

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

Conditions
ConditionsYield
With methanol; sodium hydroxide In tetrahydrofuran for 3h; Reflux;95%
With water; sodium hydroxide In ethanol for 2h; Reflux;32 g
C42H52O7

C42H52O7

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

Conditions
ConditionsYield
With hydrogen In isopropyl alcohol at 50℃; under 22502.3 Torr; for 24h;95%
With hydrogen In isopropyl alcohol at 50℃; under 22502.3 Torr; for 24h;95%
chenodeoxycholic acid

chenodeoxycholic acid

A

3,7-diketocholanic acid
859-97-2

3,7-diketocholanic acid

B

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

Conditions
ConditionsYield
Stage #1: chenodeoxycholic acid With tartaric acid In methanol for 0.5h;
Stage #2: With calcium hypochlorite In methanol at 15 - 22℃; for 1h;
A 5.13%
B 93.3%
C31H42O4

C31H42O4

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen In tetrahydrofuran; methanol at 70℃; under 30003 Torr; for 8h;90%
With palladium on activated charcoal; hydrogen In tetrahydrofuran; methanol at 70℃; under 30003 Torr; for 8h;90%
chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

A

3,7-diketocholanic acid
859-97-2

3,7-diketocholanic acid

B

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

Conditions
ConditionsYield
With sodium bromate; ammonium cerium (IV) nitrate In water; acetonitrile at 60℃; for 0.5h; Green chemistry;A 9%
B 83%
Dodecanoic acid (3R,5S,8R,9S,10S,13R,14S,17R)-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-7-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester
186649-60-5

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

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 90℃; for 3h;79%
chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

A

ursodeoxycholic acid
128-13-2

ursodeoxycholic acid

B

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

Conditions
ConditionsYield
With air; Xanthomonas maltophilia CBS 827.97 In sodium hydroxide at 30℃; for 4h; pH=8; epimerisation;A 27%
B 23%
With Xanthomonas maltophilia In water at 30℃; for 24h; pH=8; anaerobic;A 27%
B 23%
3,7-diketocholanic acid
859-97-2

3,7-diketocholanic acid

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

Conditions
ConditionsYield
With ethanol; platinum Hydrogenation;
ursodeoxycholic acid
128-13-2

ursodeoxycholic acid

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

Conditions
ConditionsYield
With chromium(VI) oxide; acetic acid
chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

acetic acid
64-19-7

acetic acid

chromium (VI)-oxide

chromium (VI)-oxide

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

ursodeoxycholic acid
128-13-2

ursodeoxycholic acid

acetic acid
64-19-7

acetic acid

chromium (VI)-oxide

chromium (VI)-oxide

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

N-Bromosuccinimide
128-08-5

N-Bromosuccinimide

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

acetone
67-64-1

acetone

K2cro4

K2cro4

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

acetic acid
64-19-7

acetic acid

acetone
67-64-1

acetone

K2cro4

K2cro4

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

preparation of 3α-hydroxy-7-oxo-5β-<24-14C>cholan-24-oic acid

preparation of 3α-hydroxy-7-oxo-5β-<24-14C>cholan-24-oic acid

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

ethanol
64-17-5

ethanol

3,7-diketocholanic acid
859-97-2

3,7-diketocholanic acid

platinum

platinum

A

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

B

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

Conditions
ConditionsYield
Hydrogenation;
chenodeoxycholic acid methyl ester
3057-04-3

chenodeoxycholic acid methyl ester

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 100 percent / 48 h / 60 °C / 8 Torr / Candida antarctica lipase immobilized on Florisil with Triton X-100
2: 95 percent / Na2Cr2O7, H2SO4 / diethyl ether / Ambient temperature
3: 79 percent / NaOH / ethanol; H2O / 3 h / 90 °C
View Scheme
methyl cholate
1448-36-8

methyl cholate

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 100 percent / 20 h / 60 °C / 8 Torr / Candida antarctica lipase immobilized on Florisil with Triton X-100
2: 91 percent / pyridine, 4-(N,N-dimethylamino)pyridine / 1 h / 0 °C
3: 100 percent / Na2Cr2O7, H2SO4 / diethyl ether / Ambient temperature
4: 1) aq. NaOH, hydrazine hydrate / 1) diethylene glycol, 100 deg C, 2 h, 2) CH2Cl2, ether
5: 100 percent / 48 h / 60 °C / 8 Torr / Candida antarctica lipase immobilized on Florisil with Triton X-100
6: 95 percent / Na2Cr2O7, H2SO4 / diethyl ether / Ambient temperature
7: 79 percent / NaOH / ethanol; H2O / 3 h / 90 °C
View Scheme
Multi-step reaction with 4 steps
1.1: dmap / toluene / 20 °C / Large scale
1.2: 19 h / 20 °C / Large scale
2.1: acetic acid; sodium hypochlorite / ethyl acetate / 30 - 40 °C / Large scale
3.1: hydrazine hydrate; potassium hydroxide / 2,2'-[1,2-ethanediylbis(oxy)]bisethanol / 4 h / 120 - 210 °C / Large scale
4.1: sulfuric acid; sodium bromide; sodium bromate; water / butan-1-ol; dichloromethane / 0 - 55 °C / Large scale
View Scheme
Multi-step reaction with 5 steps
1: pyridine
2: chromium(VI) oxide
3: Alkaline conditions
5: nicotinamide adenine dinucleotide phosphate; 7α-hydroxysteroid dehydrogenase / Enzymatic reaction
View Scheme
Dodecanoic acid (3R,5R,7R,8R,9S,10S,13R,14S,17R)-7-hydroxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester
186649-59-2

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

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95 percent / Na2Cr2O7, H2SO4 / diethyl ether / Ambient temperature
2: 79 percent / NaOH / ethanol; H2O / 3 h / 90 °C
View Scheme
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
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

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 91 percent / pyridine, 4-(N,N-dimethylamino)pyridine / 1 h / 0 °C
2: 100 percent / Na2Cr2O7, H2SO4 / diethyl ether / Ambient temperature
3: 1) aq. NaOH, hydrazine hydrate / 1) diethylene glycol, 100 deg C, 2 h, 2) CH2Cl2, ether
4: 100 percent / 48 h / 60 °C / 8 Torr / Candida antarctica lipase immobilized on Florisil with Triton X-100
5: 95 percent / Na2Cr2O7, H2SO4 / diethyl ether / Ambient temperature
6: 79 percent / NaOH / ethanol; H2O / 3 h / 90 °C
View Scheme
Dodecanoic acid (3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7-acetoxy-12-hydroxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester
186649-57-0

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

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 100 percent / Na2Cr2O7, H2SO4 / diethyl ether / Ambient temperature
2: 1) aq. NaOH, hydrazine hydrate / 1) diethylene glycol, 100 deg C, 2 h, 2) CH2Cl2, ether
3: 100 percent / 48 h / 60 °C / 8 Torr / Candida antarctica lipase immobilized on Florisil with Triton X-100
4: 95 percent / Na2Cr2O7, H2SO4 / diethyl ether / Ambient temperature
5: 79 percent / NaOH / ethanol; H2O / 3 h / 90 °C
View Scheme
Dodecanoic acid (3R,5S,7R,8R,9S,10S,13R,14S,17R)-7-acetoxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-12-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester
186649-58-1

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

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 1) aq. NaOH, hydrazine hydrate / 1) diethylene glycol, 100 deg C, 2 h, 2) CH2Cl2, ether
2: 100 percent / 48 h / 60 °C / 8 Torr / Candida antarctica lipase immobilized on Florisil with Triton X-100
3: 95 percent / Na2Cr2O7, H2SO4 / diethyl ether / Ambient temperature
4: 79 percent / NaOH / ethanol; H2O / 3 h / 90 °C
View Scheme
methyl 5β-3α-ethoxycarbonyloxy-7-carbonylcholanate
96475-64-8

methyl 5β-3α-ethoxycarbonyloxy-7-carbonylcholanate

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

Conditions
ConditionsYield
With potassium hydroxide; water for 1h; Reflux;
Lithocholic acid
434-13-9

Lithocholic acid

A

Deoxycholic acid
83-44-3

Deoxycholic acid

B

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

C

ursodeoxycholic acid
128-13-2

ursodeoxycholic acid

D

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

E

ursocholic acid
2955-27-3

ursocholic acid

Conditions
ConditionsYield
With Saccharothrix longispora VKM Ac-1265 In methanol; aq. phosphate buffer pH=7; Microbiological reaction;
methyl 3α,7α-diacetoxy-12α-hydroxy cholanate
3749-87-9

methyl 3α,7α-diacetoxy-12α-hydroxy cholanate

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: acetic acid; sodium hypochlorite / ethyl acetate / 30 - 40 °C / Large scale
2: hydrazine hydrate; potassium hydroxide / 2,2'-[1,2-ethanediylbis(oxy)]bisethanol / 4 h / 120 - 210 °C / Large scale
3: sulfuric acid; sodium bromide; sodium bromate; water / butan-1-ol; dichloromethane / 0 - 55 °C / Large scale
View Scheme
Multi-step reaction with 4 steps
1: chromium(VI) oxide
2: Alkaline conditions
4: nicotinamide adenine dinucleotide phosphate; 7α-hydroxysteroid dehydrogenase / Enzymatic reaction
View Scheme
methanol
67-56-1

methanol

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

7-ketolithocholic methyl ester
10538-59-7

7-ketolithocholic methyl ester

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 20℃; for 2h;100%
With sulfuric acid for 1h; Reflux;99%
With hydrogenchloride In water for 4h; Reflux;98%
ethanol
64-17-5

ethanol

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

3α-hydroxy-7-oxo-5β-cholan-24-oic acid ethyl ester
126432-25-5

3α-hydroxy-7-oxo-5β-cholan-24-oic acid ethyl ester

Conditions
ConditionsYield
With sulfuric acid for 10h; Reflux;98.4%
With toluene-4-sulfonic acid for 1h; Reflux;93.1%
With sulfuric acid at 80℃; for 5h;86%
7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

benzyl bromide
100-39-0

benzyl bromide

3α-hydroxy-7-keto-5β-24-cholanic acid benzyl ester
1352328-64-3

3α-hydroxy-7-keto-5β-24-cholanic acid benzyl ester

Conditions
ConditionsYield
Stage #1: 7-Ketolithocholic acid With potassium carbonate In tetrahydrofuran for 1h; Reflux;
Stage #2: benzyl bromide In tetrahydrofuran for 12h;
98.1%
With triethylamine In toluene at 111℃; for 5h;88%
With potassium carbonate In tetrahydrofuran for 12h; Reflux;82.8%
Stage #1: 7-Ketolithocholic acid With caesium carbonate In acetonitrile at 150℃; Inert atmosphere;
Stage #2: benzyl bromide In acetonitrile for 24h; Inert atmosphere; Reflux;
1.5 g
7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

ursodeoxycholic acid
128-13-2

ursodeoxycholic acid

Conditions
ConditionsYield
With glucose dehydrogenase; D-Glucose; NADPH; 7β-hydroxysteroid dehydrogenase In aq. phosphate buffer at 30℃; for 1h; pH=8; Concentration; pH-value; Enzymatic reaction;98%
With nicotinamide adenine dinucleotide phosphate; isopropyl alcohol In aq. phosphate buffer at 37℃; pH=7;93%
With potassium borohydride; potassium tert-butylate In isopropyl alcohol at 40℃; for 24h;92%
2-(Trimethylsilyl)ethanol
2916-68-9

2-(Trimethylsilyl)ethanol

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

3α-hydroxy-7-oxo-5β-cholanoic acid trimethylsilylethyl ester

3α-hydroxy-7-oxo-5β-cholanoic acid trimethylsilylethyl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 16h;97.1%
9-Fluorenylmethanol
24324-17-2

9-Fluorenylmethanol

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

C38H48O4

C38H48O4

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 16h;97.1%
chloro-methylsulfanyl-methane
2373-51-5

chloro-methylsulfanyl-methane

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

3α-hydroxy-7-oxo-5β-cholanoic acid methylthiomethyl ester

3α-hydroxy-7-oxo-5β-cholanoic acid methylthiomethyl ester

Conditions
ConditionsYield
Stage #1: 7-Ketolithocholic acid With potassium hydroxide In ethanol at 20℃; for 2h;
Stage #2: chloro-methylsulfanyl-methane With 18-crown-6 ether; sodium iodide In toluene for 12h; Reflux;
97.1%
2-chlorotetrahydrofuran
13369-70-5

2-chlorotetrahydrofuran

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

3α-hydroxy-7-oxo-5β-cholanoic acid 2-tetrahydrofuranyl ester

3α-hydroxy-7-oxo-5β-cholanoic acid 2-tetrahydrofuranyl ester

Conditions
ConditionsYield
With triethylamine at 50℃; for 8h;96.2%
7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

A

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

B

ursodeoxycholic acid
128-13-2

ursodeoxycholic acid

Conditions
ConditionsYield
Stage #1: 7-Ketolithocholic acid With potassium tert-butylate; palladium(II) hydroxide; potassium hydroxide In isopropyl alcohol at 20℃; for 0.166667h;
Stage #2: With hydrogen In isopropyl alcohol at 40 - 80℃; Reagent/catalyst; Temperature;
A n/a
B 95%
With sodium tetrahydroborate; sodium hydrogencarbonate In water at 20℃; for 0.5h; var. reducing agents;A 94%
B 2%
With potassium In tert-butyl alcohol for 0.5h; Heating; var. reducing agents;A 6%
B 94%
7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

benzyl chloride
100-44-7

benzyl chloride

3α-hydroxy-7-keto-5β-24-cholanic acid benzyl ester
1352328-64-3

3α-hydroxy-7-keto-5β-24-cholanic acid benzyl ester

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 50 - 60℃;95%
7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

C32H48N2O3

C32H48N2O3

Conditions
ConditionsYield
Stage #1: 7-Ketolithocholic acid With oxalyl dichloride In dichloromethane at 0 - 10℃; for 3h;
Stage #2: N,N-dimethyl-aniline With triethylamine In dichloromethane at 20℃; Reagent/catalyst;
94%
7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

chenodeoxycholic acid
474-25-9

chenodeoxycholic acid

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol at 0℃; for 2h;93%
7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

3,7-diketocholanic acid
859-97-2

3,7-diketocholanic acid

Conditions
ConditionsYield
In acetone Jones oxidation;92%
With chromium(VI) oxide; acetic acid
1-methyl-piperazine
109-01-3

1-methyl-piperazine

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

C29H48N2O3

C29H48N2O3

Conditions
ConditionsYield
Stage #1: 7-Ketolithocholic acid With oxalyl dichloride In dichloromethane at 0 - 10℃; for 3h;
Stage #2: 1-methyl-piperazine With triethylamine In dichloromethane at 20℃; Reagent/catalyst;
92%
piperidine
110-89-4

piperidine

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

7-keto-lithocholic acid 3-N,N’-pentamethylenocarbamoyl piperidine

7-keto-lithocholic acid 3-N,N’-pentamethylenocarbamoyl piperidine

Conditions
ConditionsYield
Stage #1: 7-Ketolithocholic acid; 1,1'-carbonyldiimidazole In dichloromethane for 1h; Inert atmosphere;
Stage #2: piperidine In dichloromethane; water for 1h; Inert atmosphere;
92%
7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

C48H76N2O6

C48H76N2O6

Conditions
ConditionsYield
With hydrazine hydrate In acetic acid at 20℃; for 24h;91%
7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

benzyl chloride
100-44-7

benzyl chloride

3-α-benzyl ether-7-keto-5β-cholanic acid benzyl ester

3-α-benzyl ether-7-keto-5β-cholanic acid benzyl ester

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 7h;91%
Stage #1: 7-Ketolithocholic acid With triethylamine In tetrahydrofuran at 20℃; for 0.5h;
Stage #2: benzyl chloride In tetrahydrofuran at 20℃; for 2h; Time;
71.9%
7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

Lithocholic acid
434-13-9

Lithocholic acid

Conditions
ConditionsYield
Stage #1: 7-Ketolithocholic acid With hydrazine hydrate In diethylene glycol at 120℃; for 2h;
Stage #2: With potassium hydroxide at 70 - 200℃; for 6h;
91%
Benzyloxymethyl chloride
3587-60-8

Benzyloxymethyl chloride

7-Ketolithocholic acid
4651-67-6

7-Ketolithocholic acid

3α-hydroxy-7-oxo-5β-cholanoic acid benzyloxymethyl ester

3α-hydroxy-7-oxo-5β-cholanoic acid benzyloxymethyl ester

Conditions
ConditionsYield
With sodium hydroxide In methanol; N,N,N,N,N,N-hexamethylphosphoric triamide at 20℃; for 48h;90.7%
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