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Kono Chem Co.,Ltd

1.Product Introduction Main Contents: Deoxycholic Acid Product Specification: 99% HPLC Appearance: white powder Molecular formula and weight: C24H40O4,392.57200 Density: 1.128 g / cm3 Melting point: 171-174 ° C (lit.) Boilin

CAS:83-44-3 Deoxycholic acid

Cas:83-44-3

Min.Order:1 Kilogram

Negotiable

Type:Other

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Antimex Chemical Limied

main contents: Deoxycholic acid product specification: 99% hplc appearance: white powder molecular formula and weight: c24h40o4,392.57200 density: 1.128 g / cm3 melting point: 171-174 ° c (lit.) boiling point: 547.1ºc at 760 mmhg fla

Deoxycholic acid CAS NO.83-44-3

Cas:83-44-3

Min.Order:1 Kiloliter

FOB Price: $16.0 / 20.0

Type:Lab/Research institutions

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Dayang Chem (Hangzhou) Co.,Ltd.

As a leading manufacturer and supplier of chemicals in China, DayangChem not only supply popular chemicals, but also DayangChem's R&D center offer custom synthesis services. DayangChem can provide different quantities of custom synthesis ch

Deoxycholic acid Manufacturer/High quality/Best price/In stock

Cas:83-44-3

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

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Sinoway Industrial Co., Ltd.

Why is SINOWAY: 1) Specialized in pharmaceutical and healthcare industrial for 34 years. 2) ISO 9001:2015 & SGS audited supplier . 3) Accept various payment terms : T.T 30-60 days. 4) We have warehouse in USA with quickly shipment . 5) We c

99% up Deoxycholic acid powder

Cas:83-44-3

Min.Order:25 Kilogram

Negotiable

Type:Trading Company

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Hubei Vanz Pharm Co.,Ltd

Hubei Vanz Pharm Co., Ltd, which the manufacture of APIs, supplements raw powder and some customization products. is located in Wuhan, Hubei province. We are one of the most professional company in pharm/chmecial industry for more than 10 years. W

Deoxycholic acid manufacturer

Cas:83-44-3

Min.Order:1 Gram

Negotiable

Type:Manufacturers

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Simagchem Corporation

Welcome to Simagchem, your partner in China as a premier supply of bulk specialty chemicals for industry and life science. We introduce experienced quality product and exceptional JIT service with instant market intelligence in China to benefit our

High quality Deoxycholic Acid supplier in China

Cas:83-44-3

Min.Order:0 Metric Ton

Negotiable

Type:Manufacturers

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Hangzhou Dingyan Chem Co., Ltd

Items Standard Result Assay (Ursolic acid) 98%min 98.22% -----------------------------------------------------------------------------------------------------------

High purity 83-44-3 Deoxycholic acid

Cas:83-44-3

Min.Order:1 Gram

FOB Price: $100.0 / 500.0

Type:Trading Company

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Wuhan Fortuna Chemical Co.,Ltd

Deoxycholic acid CAS 83-44-3 Company profile Wuhan Fortuna Chemical Co.,Ltd established in 2006, is a big integrative chemical enterprise being engaged in Pharmaceutical & its intermediates, Food/Feed additives, Fine chemicals in distributin

Deoxycholic acid CAS 83-44-3

Cas:83-44-3

Min.Order:10 Kilogram

FOB Price: $10.0

Type:Trading Company

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Xi'an Quanao Biotech Co., Ltd.

Reliable Manufacturer Supply High quality 98% Deoxycholic Acid Powder Xi'an Quanao Biotech Co., Ltd. is is a global chemical industry manufacturers and suppliers of pharmaceuticals and intermediates, peptide,Nootropis etc API, food and feed addi

Reliable Manufacturer Supply High quality 98% Deoxycholic Acid Powder

Cas:83-44-3

Min.Order:1 Kilogram

FOB Price: $462.0 / 476.0

Type:Manufacturers

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Ality Chemical Corporation

The above product is Ality Chemical's strong item with best price, good quality and fast supply. Ality Chemical has been focusing on the research and production of this field for over 14 years. At the same time, we are always committed to providi

Factory Supply 3-α,12-α-dihydroxy-5-β-cholan-24-oic acid

Cas:83-44-3

Min.Order:1

Negotiable

Type:Other

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Xi'an Xszo Chem Co., Ltd.

1. Factory price and high quality must be guaranteed, base on 8 years of production and R&D experience2. Free samples will be provided,ensure specifications and quality are right for customer3. Customers will receive the most professional technical s

Natural Extract 98% Deoxycholic acid 83-44-3 HACCP Manufacturer

Cas:83-44-3

Min.Order:1 Gram

FOB Price: $0.1

Type:Manufacturers

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Xi`an Eastling Biotech Co., Ltd.

We have strong ability to finish your private labels. Most retailers have their own brand, they need customized supplements and packaging services. If you are seeking to a trusted manufacturer, we can promise you that adding your company name, creati

High Quality Sodium deoxycholate

Cas:83-44-3

Min.Order:1 Gram

FOB Price: $23.0

Type:Trading Company

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Chemwill Asia Co., Ltd.

Our main production base is located in Xuzhou industry park. We are certified both to the ISO 9001 and ISO 14001 Standards, have a safety management system in place.Our R&D team masters core technology for process-design of target building block

Deoxycholic acid

Cas:83-44-3

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

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LIDE PHARMACEUTICALS LIMITED

LIDE PHARMACEUTICALS LIMITED is a professional chemicals and APIs leading manufacturer in China. Our core business line covers APIs, Intermediates, Herb extract, etc.

Deoxycholic acid

Cas:83-44-3

Min.Order:1 Kilogram

FOB Price: $0.9 / 1.0

Type:Lab/Research institutions

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Hebei Nengqian Chemical Import and Export Co., LTD

Our advantages: 1. All inquiries will be replied within 12 hours. 2. Dedication to quality, supply & service. 3. Strictly on selecting raw materials. 4. Reasonable & competitive price, fast lead time. 5. Sample is available for your eva

Deoxycholic acid

Cas:83-44-3

Min.Order:1 Gram

FOB Price: $12.0 / 15.0

Type:Trading Company

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Henan Tianfu Chemical Co., Ltd.

Deoxycholic acid Basic information Product Name: Deoxycholic acid Synonyms: 17-beta-(1-methyl-3-carboxypropyl)-etiocholane-3-alpha,12-alpha-diol;3,12-dihydroxy-(3alpha,5beta,12alpha)-cho

Deoxycholic acid 83-44-3

Cas:83-44-3

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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Zhuozhou Wenxi import and Export Co., Ltd

WITH US,YOUR MONEY IN SAFE,YOUR BUSINESS IN SAFE 1)Quick Response Within 12 hours; 2)Quality Guarantee: All products are strictly tested by our QC, confirmed by QA and approved by third party lab in China, USA, Canada, Germany, UK, Italy, France et

New production CAS 83-44-3 with best quality

Cas:83-44-3

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

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Wuhan Han Sheng New Material Technology Co.,Ltd

Our Advantage: high quality with competitive price High quality standard: BP/USP/EP Enterprise standard All purity customized Fast and safe delivery We have reliable forwarder who can help us deliver our goods more fast and safe. We

Hot Sell Factory Supply Raw Material CAS 83-44-3 ,Deoxycholic Acid

Cas:83-44-3

Min.Order:10 Kilogram

Negotiable

Type:Trading Company

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Hangzhou Sartort Biopharma Co., Ltd

Appearance:white powder Storage:R.T Package:25kg/drum Application:It is used in bacteriological and enzymatic studies and for the solubilization of β-adrenergic receptors Transportation:Express/Sea/Air Port:Any port in China

Factory supply high quality Deoxycholic acid

Cas:83-44-3

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Lab/Research institutions

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Hefei TNJ chemical industry co.,ltd

1. We are one of the domestic largest manufacturers of API; 2. We are always the supplier of products with higher quality and at more competitive price; 3. We are supplier of safe and ecofriendly products ; 4. We provide stable supply and

Manufacturer of Deoxycholic acid at Factory Price

Cas:83-44-3

Min.Order:0 Metric Ton

Negotiable

Type:Trading Company

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Shanghai Upbio Tech Co.,Ltd

1.No Less 8 years exporting experience. Clients can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specialized

Cholan-24-oic acid,3,12-dihydroxy-, (3a,5b,12a)- 83-44-3

Cas:83-44-3

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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Xi'an Faithful Biotech Co., Ltd.

We are the manufacturers and suppliers of API in China, and warehouse in Germany and USA of California, which can quickly and safely deliver to your address 1.High quality and competitive price. 2.Free sample for your evaluation. 3.Promptly delivery

Baoji Guokang Healthchem co.,ltd

Appearance:White Powder Storage:2 Years Package: according to customers' requirements Application:It is effective in disrupting and dissociating many types of protein interaction Transportation:International express delivery Port: China main port

Deoxycholic acid

Cas:83-44-3

Min.Order:1 Kilogram

FOB Price: $300.0 / 320.0

Type:Trading Company

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Qingdao Beluga Import and Export Co., LTD

Deoxycholic acid CAS: 83-44-3 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in high quality organic intermedia

Deoxycholic acid CAS: 83-44-3

Cas:83-44-3

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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Shanghai Terui OP New Material Technology Co., Ltd.

Our advantages: Advantage 1, we have overseas warehouse in the local country Products can be shipped to you from overseas warehouse. 3-4 days safe delivery. Or you can go to the warehouse and pick it up. (This can be selected according to the produc

Deoxycholic acid manufacturer with lowest price CAS 83-44-3

Cas:83-44-3

Min.Order:1 Kilogram

FOB Price: $30.0 / 50.0

Type:Trading Company

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Shandong Hanjiang Chemical Co., Ltd.

Hello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by emai

Cholan-24-oic acid,3,12-dihydroxy-, (3a,5b,12a)-

Cas:83-44-3

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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Wuhan Wonda Pharm Limited

1.high quality: quality is life. quality is the most important element for all goods. we have a lab doing research in wuhan china. hplc and nmr is available if needed. 2.reasonable price: we provide high quality products with competi

High Purity Deoxycholic Acid Pharmaceutical Grade CAS No. 83-44-3 with best price in stock

Cas:83-44-3

Min.Order:10 Gram

Negotiable

Type:Lab/Research institutions

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Hubei Jiutian Bio-medical Technology Co., Ltd

1,we produce and sell good chemicals around the world. 2,our success rate is about 95%. this means, if customer order is accepted, the probability that the customer will obtain the ordered substances, is 95%. 3,our staff consists of highly qualifie

Deoxycholic Acid CAS83-44-3

Cas:83-44-3

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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Henan Wentao Chemical Product Co., Ltd.

Henan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod

CAS NO.:83-44-3

Cas:83-44-3

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Purestar Chem Enterprise Co.,Ltd

Deoxycholic acid [83-44-3] Product Name: Deoxycholic acid Synonyms: 3-alpha,12-alpha-dihydroxy-5-beta-cholan-24-oic acid; (3alpha,5beta,12alpha)-3,12-dihydroxycholan-24-oic acid; (3beta,5alpha,12al

Deoxycholic acid

Cas:83-44-3

Min.Order:1 Kilogram

FOB Price: $6.0

Type:Trading Company

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Synthetic route

methyl 3α-acetoxy-12α-hydroxy-5β-cholan-24-oate
27240-83-1

methyl 3α-acetoxy-12α-hydroxy-5β-cholan-24-oate

Deoxycholic acid
83-44-3

Deoxycholic acid

Conditions
ConditionsYield
Stage #1: methyl 3α-acetoxy-12α-hydroxy-5β-cholan-24-oate With water; sodium hydroxide In tetrahydrofuran; methanol at 25 - 35℃; for 4h;
Stage #2: With hydrogenchloride In water pH=1 - 2; Product distribution / selectivity;
99%
With water; sodium hydroxide In tetrahydrofuran; methanol at 0 - 35℃; for 4h; Reagent/catalyst; Time; Temperature; Concentration;99%
With lithium hydroxide In tetrahydrofuran; methanol; water at 50℃;91%
Stage #1: methyl 3α-acetoxy-12α-hydroxy-5β-cholan-24-oate With sodium hydroxide In tetrahydrofuran; methanol at 20℃; for 20h;
Stage #2: With hydrogenchloride; water In 2-methyltetrahydrofuran pH=1.7 - 2; Purification / work up;
methyl deoxycholate
3245-38-3

methyl deoxycholate

Deoxycholic acid
83-44-3

Deoxycholic acid

Conditions
ConditionsYield
Stage #1: methyl deoxycholate With water; lithium hydroxide In tetrahydrofuran at 20℃;
Stage #2: With ammonium chloride In tetrahydrofuran; water; ethyl acetate
94.3%
With lithium hydroxide In tetrahydrofuran; water at 20℃;94.3%
3α-hydroxy-12-oxo-5β-cholan-24-oic acid methyl ester
28050-47-7

3α-hydroxy-12-oxo-5β-cholan-24-oic acid methyl ester

Deoxycholic acid
83-44-3

Deoxycholic acid

Conditions
ConditionsYield
With water; lithium hydroxide In tetrahydrofuran at 20℃; for 3h;94.3%
3α-benzoyloxy-12α-hydroxy-5β-cholane-24-ic acid methyl ester
5969-28-8

3α-benzoyloxy-12α-hydroxy-5β-cholane-24-ic acid methyl ester

Deoxycholic acid
83-44-3

Deoxycholic acid

Conditions
ConditionsYield
With water; sodium hydroxide In tetrahydrofuran; methanol at 20 - 30℃; for 24h;92%
With sodium hydroxide In tetrahydrofuran; methanol at 20 - 30℃; for 24h;92 g
cholic acid
81-25-4

cholic acid

Deoxycholic acid
83-44-3

Deoxycholic acid

Conditions
ConditionsYield
With N-Bromosuccinimide; sodium hydrogencarbonate Erhitzen des Reaktionsprodukts mit Hydrazin und Kaliumhydroxid in Triaethylenglykol bis auf 200grad;
With potassium chromate; sodium acetate; acetic acid Erhitzen des Reaktionsprodukts mit Hydrazin-hydrat und aethanol. Natriumaethylat auf 200grad;
Multi-step reaction with 3 steps
1: sulfuric acid / 5 h / 20 °C
2: sulfuric acid; sodium bromide; sodium bromate / butan-1-ol; dichloromethane; water / 4 h / 7 - 12 °C
3: hydrazine hydrate; potassium hydroxide / ethylene glycol / 9 h / 120 - 170 °C
View Scheme
3α.12α-diacetoxy-7-semicarbazono-5β-cholanoic acid-(24)-methyl ester

3α.12α-diacetoxy-7-semicarbazono-5β-cholanoic acid-(24)-methyl ester

Deoxycholic acid
83-44-3

Deoxycholic acid

Conditions
ConditionsYield
With sodium ethanolate; hydrazine hydrate at 200℃;
With sodium methylate at 180℃;
3α-hydroxy-12-oxo-5β-cholan-24-oic acid methyl ester
28050-47-7

3α-hydroxy-12-oxo-5β-cholan-24-oic acid methyl ester

A

Lagodeoxycholic acid
570-62-7

Lagodeoxycholic acid

B

Deoxycholic acid
83-44-3

Deoxycholic acid

Conditions
ConditionsYield
With sodium hydroxide; nickel Hydrogenation;
methyl 7-dehydrocholate diacetate (methyl 3α,12α-diacetoxy-7-oxo-5β-cholan-24-oate)
21066-20-6

methyl 7-dehydrocholate diacetate (methyl 3α,12α-diacetoxy-7-oxo-5β-cholan-24-oate)

Deoxycholic acid
83-44-3

Deoxycholic acid

Conditions
ConditionsYield
With acetic anhydride; toluene-4-sulfonic acid Hydrieren des Reaktionsprodukts an Platin in Essigsaeure;
3α,12α-dinitroxy-7-oxo-5β-cholan-24-oic acid

3α,12α-dinitroxy-7-oxo-5β-cholan-24-oic acid

Deoxycholic acid
83-44-3

Deoxycholic acid

Conditions
ConditionsYield
With sodium ethanolate; hydrazine
Desoxycholsaeure-3-β-D-glucoronid
72504-58-6

Desoxycholsaeure-3-β-D-glucoronid

Deoxycholic acid
83-44-3

Deoxycholic acid

Conditions
ConditionsYield
With glucuronidase for 1h; Kinetics; pH = 6;
12-hydroxy-3-(sulfooxy)-(3α,5β,12α)-cholan-24-oic acid

12-hydroxy-3-(sulfooxy)-(3α,5β,12α)-cholan-24-oic acid

Deoxycholic acid
83-44-3

Deoxycholic acid

Conditions
ConditionsYield
With hydrogenchloride In methanol; acetone at 37℃; Kinetics; var. temp., solvent;
6A,6C-bis(2-naphthylsulfonyl)-γ-cyclodextrin deoxycholic acid 1:1 complex

6A,6C-bis(2-naphthylsulfonyl)-γ-cyclodextrin deoxycholic acid 1:1 complex

A

Deoxycholic acid
83-44-3

Deoxycholic acid

B

6A,6C-bis(2-naphthylsulfonyl)-γ-cyclodextrin

6A,6C-bis(2-naphthylsulfonyl)-γ-cyclodextrin

Conditions
ConditionsYield
In water; ethylene glycol at 25℃; Equilibrium constant; decomplexation;
6A,6D-bis(2-naphthylsulfonyl)-γ-cyclodextrin deoxycholic acid 1:1 complex

6A,6D-bis(2-naphthylsulfonyl)-γ-cyclodextrin deoxycholic acid 1:1 complex

A

Deoxycholic acid
83-44-3

Deoxycholic acid

B

6A,6D-bis(2-naphthylsulfonyl)-γ-cyclodextrin

6A,6D-bis(2-naphthylsulfonyl)-γ-cyclodextrin

Conditions
ConditionsYield
In water; ethylene glycol at 25℃; Equilibrium constant; decomplexation;
cholic acid
81-25-4

cholic acid

intestine bacteria

intestine bacteria

Deoxycholic acid
83-44-3

Deoxycholic acid

cholic acid
81-25-4

cholic acid

rotting pancreas-pulp

rotting pancreas-pulp

Deoxycholic acid
83-44-3

Deoxycholic acid

3α,12α-dihydroxy-5β-chol-14-en-24-oic acid

3α,12α-dihydroxy-5β-chol-14-en-24-oic acid

acetic acid
64-19-7

acetic acid

palladium

palladium

Deoxycholic acid
83-44-3

Deoxycholic acid

Conditions
ConditionsYield
Hydrogenation;
12α-acetoxy-3-oxo-choladien-(4,6)-oic acid-(24)
2506-16-3

12α-acetoxy-3-oxo-choladien-(4,6)-oic acid-(24)

acetic acid
64-19-7

acetic acid

platinum

platinum

Deoxycholic acid
83-44-3

Deoxycholic acid

Conditions
ConditionsYield
anschliessende Hydrolyse.Hydrogenation;
3,12-dioxo-7-deoxycholic acid
2958-05-6

3,12-dioxo-7-deoxycholic acid

acetic acid
64-19-7

acetic acid

platinum

platinum

Deoxycholic acid
83-44-3

Deoxycholic acid

Conditions
ConditionsYield
at 90 - 100℃; Hydrogenation;
methanol
67-56-1

methanol

3α-hydroxy-12-oxo-5β-cholan-24-oic acid methyl ester
28050-47-7

3α-hydroxy-12-oxo-5β-cholan-24-oic acid methyl ester

Raney nickel

Raney nickel

A

Lagodeoxycholic acid
570-62-7

Lagodeoxycholic acid

B

Deoxycholic acid
83-44-3

Deoxycholic acid

Conditions
ConditionsYield
Behandlung des Reaktionsprodukts mit warmer methanol. Kalilauge.Hydrogenation;
sodium glycodeoxycholate
16409-34-0

sodium glycodeoxycholate

A

Deoxycholic acid
83-44-3

Deoxycholic acid

B

glycine
56-40-6

glycine

Conditions
ConditionsYield
With ethylenediaminetetraacetic acid; chloylglycine hydrolase; 2-hydroxyethanethiol In phosphate buffer at 20℃; for 0.333333h; pH=8;A 100 % Chromat.
B n/a
sodium taurodeoxycholate
1180-95-6

sodium taurodeoxycholate

A

Tau
107-35-7

Tau

B

Deoxycholic acid
83-44-3

Deoxycholic acid

Conditions
ConditionsYield
With ethylenediaminetetraacetic acid; chloylglycine hydrolase; 2-hydroxyethanethiol In phosphate buffer at 20℃; for 0.333333h; pH=8;A n/a
B 100 % Chromat.
methyl 3α,12α-diacetoxy-16-keto-5β-cholan-24-oate

methyl 3α,12α-diacetoxy-16-keto-5β-cholan-24-oate

Deoxycholic acid
83-44-3

Deoxycholic acid

Conditions
ConditionsYield
With hydrazine hydrate; potassium hydroxide In diethylene glycol at 125 - 210℃; Wolff-Kishner reduction;
9-alpha-hydroxyandrost-4-ene-3,17-dione
560-62-3, 23015-99-8

9-alpha-hydroxyandrost-4-ene-3,17-dione

Deoxycholic acid
83-44-3

Deoxycholic acid

Conditions
ConditionsYield
Multi-step reaction with 12 steps
1.1: hydrogen / palladium 10% on activated carbon / N,N-dimethyl-formamide / 3 h / 25 - 35 °C / 3102.97 Torr
2.1: sulfuric acid / dichloromethane / 2.15 h / 10 - 35 °C
3.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 2 h / -45 - -40 °C / Inert atmosphere
4.1: potassium tert-butylate / tetrahydrofuran / 1.33 h / 25 - 35 °C / Inert atmosphere
4.2: 3 - 5 h / 25 - 35 °C / Inert atmosphere
4.3: Cooling
5.1: triethylamine / dmap / tert-butyl methyl ether / 2 h / 25 - 35 °C / Inert atmosphere
6.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere
6.2: Cooling
7.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr
8.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 7 h / 0 - 5 °C
9.1: potassium carbonate; hydrogen / palladium on activated charcoal / dichloromethane / 24 h / 20 °C
10.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr
11.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C
11.2: 0 - 5 °C
12.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C
12.2: pH 1 - 2
View Scheme
Multi-step reaction with 11 steps
1.1: hydrogen / palladium 10% on activated carbon / N,N-dimethyl-formamide / 3 h / 25 - 35 °C / 3102.97 Torr
2.1: sulfuric acid / dichloromethane / 2.15 h / 10 - 35 °C
3.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 2 h / -45 - -40 °C / Inert atmosphere
4.1: potassium tert-butylate / tetrahydrofuran / 1.33 h / 25 - 35 °C / Inert atmosphere
4.2: 3 - 5 h / 25 - 35 °C / Inert atmosphere
4.3: Cooling
5.1: triethylamine / dmap / tert-butyl methyl ether / 2 h / 25 - 35 °C / Inert atmosphere
6.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere
6.2: Cooling
7.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr
8.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 7 h / 0 - 5 °C
9.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr
10.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C
10.2: 0 - 5 °C
11.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C
11.2: pH 1 - 2
View Scheme
Multi-step reaction with 11 steps
1.1: hydrogen / palladium 10% on activated carbon / N,N-dimethyl-formamide / 3 h / 25 - 35 °C / 3102.97 Torr
2.1: sulfuric acid / dichloromethane / 2.15 h / 10 - 35 °C
3.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 2 h / -45 - -40 °C / Inert atmosphere
4.1: potassium tert-butylate / tetrahydrofuran / 1.33 h / 25 - 35 °C / Inert atmosphere
4.2: 3 - 5 h / 25 - 35 °C / Inert atmosphere
4.3: Cooling
5.1: triethylamine / dmap / tert-butyl methyl ether / 2 h / 25 - 35 °C / Inert atmosphere
6.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere
6.2: Cooling
7.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr
8.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 8 - 10 h / 0 °C
8.2: 2 h / 50 - 55 °C
8.3: 6 - 8 h / 25 - 30 °C
9.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr
10.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C
10.2: 0 - 5 °C
11.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C
11.2: pH 1 - 2
View Scheme
C31H50O6
1311972-67-4

C31H50O6

Deoxycholic acid
83-44-3

Deoxycholic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: potassium carbonate; hydrogen / palladium on activated charcoal / dichloromethane / 24 h / 20 °C
2.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr
3.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C
3.2: 0 - 5 °C
4.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C
4.2: pH 1 - 2
View Scheme
Multi-step reaction with 3 steps
1: potassium carbonate; palladium on activated charcoal; tert.-butylhydroperoxide / dichloromethane / 24 h / 20 °C
2: palladium 10% on activated carbon; hydrogen / ethyl acetate / 13 h / 70 °C / 3102.97 Torr
3: water; sodium hydroxide / methanol; tetrahydrofuran / 4 h / 0 - 35 °C
View Scheme
Multi-step reaction with 4 steps
1.1: potassium carbonate; palladium on activated charcoal; tert.-butylhydroperoxide / dichloromethane / 24 h / 20 °C
2.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr
2.2: 2 h / 25 - 35 °C
3.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 5 - 10 °C
4.1: water; sodium hydroxide / methanol; tetrahydrofuran / 4 h / 0 - 35 °C
View Scheme
Multi-step reaction with 4 steps
1: potassium carbonate; palladium on activated charcoal; tert.-butylhydroperoxide / dichloromethane / 24 h / 20 °C
2: hydrogen; palladium on activated charcoal / ethyl acetate / 21 h / 45 - 50 °C / 2585.81 Torr
3: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 5 - 10 °C
4: water; sodium hydroxide / methanol; tetrahydrofuran / 4 h / 0 - 35 °C
View Scheme
Multi-step reaction with 4 steps
1: potassium carbonate; palladium on activated charcoal; tert.-butylhydroperoxide / dichloromethane / 24 h / 20 °C
2: palladium 10% on activated carbon; hydrogen / ethyl acetate / 13 h / 70 °C / 3102.97 Torr
3: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 5 - 10 °C
4: water; sodium hydroxide / methanol; tetrahydrofuran / 4 h / 0 - 35 °C
View Scheme
9α-hydroxy-5β-androstan-3,17-dione
1093397-61-5

9α-hydroxy-5β-androstan-3,17-dione

Deoxycholic acid
83-44-3

Deoxycholic acid

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1.1: sulfuric acid / dichloromethane / 2.15 h / 10 - 35 °C
2.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 2 h / -45 - -40 °C / Inert atmosphere
3.1: potassium tert-butylate / tetrahydrofuran / 1.33 h / 25 - 35 °C / Inert atmosphere
3.2: 3 - 5 h / 25 - 35 °C / Inert atmosphere
3.3: Cooling
4.1: triethylamine / dmap / tert-butyl methyl ether / 2 h / 25 - 35 °C / Inert atmosphere
5.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere
5.2: Cooling
6.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr
7.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 7 h / 0 - 5 °C
8.1: potassium carbonate; hydrogen / palladium on activated charcoal / dichloromethane / 24 h / 20 °C
9.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr
10.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C
10.2: 0 - 5 °C
11.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C
11.2: pH 1 - 2
View Scheme
Multi-step reaction with 10 steps
1.1: sulfuric acid / dichloromethane / 2.15 h / 10 - 35 °C
2.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 2 h / -45 - -40 °C / Inert atmosphere
3.1: potassium tert-butylate / tetrahydrofuran / 1.33 h / 25 - 35 °C / Inert atmosphere
3.2: 3 - 5 h / 25 - 35 °C / Inert atmosphere
3.3: Cooling
4.1: triethylamine / dmap / tert-butyl methyl ether / 2 h / 25 - 35 °C / Inert atmosphere
5.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere
5.2: Cooling
6.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr
7.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 7 h / 0 - 5 °C
8.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr
9.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C
9.2: 0 - 5 °C
10.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C
10.2: pH 1 - 2
View Scheme
Multi-step reaction with 10 steps
1.1: sulfuric acid / dichloromethane / 2.15 h / 10 - 35 °C
2.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 2 h / -45 - -40 °C / Inert atmosphere
3.1: potassium tert-butylate / tetrahydrofuran / 1.33 h / 25 - 35 °C / Inert atmosphere
3.2: 3 - 5 h / 25 - 35 °C / Inert atmosphere
3.3: Cooling
4.1: triethylamine / dmap / tert-butyl methyl ether / 2 h / 25 - 35 °C / Inert atmosphere
5.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere
5.2: Cooling
6.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr
7.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 8 - 10 h / 0 °C
7.2: 2 h / 50 - 55 °C
7.3: 6 - 8 h / 25 - 30 °C
8.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr
9.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C
9.2: 0 - 5 °C
10.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C
10.2: pH 1 - 2
View Scheme
(5β)-androst-9(11)-ene-3,17-dione
1093397-63-7

(5β)-androst-9(11)-ene-3,17-dione

Deoxycholic acid
83-44-3

Deoxycholic acid

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 2 h / -45 - -40 °C / Inert atmosphere
2.1: potassium tert-butylate / tetrahydrofuran / 1.33 h / 25 - 35 °C / Inert atmosphere
2.2: 3 - 5 h / 25 - 35 °C / Inert atmosphere
2.3: Cooling
3.1: triethylamine / dmap / tert-butyl methyl ether / 2 h / 25 - 35 °C / Inert atmosphere
4.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere
4.2: Cooling
5.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr
6.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 7 h / 0 - 5 °C
7.1: potassium carbonate; hydrogen / palladium on activated charcoal / dichloromethane / 24 h / 20 °C
8.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr
9.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C
9.2: 0 - 5 °C
10.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C
10.2: pH 1 - 2
View Scheme
Multi-step reaction with 10 steps
1.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 2 h / -45 - -40 °C / Inert atmosphere
2.1: potassium tert-butylate / tetrahydrofuran / 1.33 h / 25 - 35 °C / Inert atmosphere
2.2: 3 - 5 h / 25 - 35 °C / Inert atmosphere
2.3: Cooling
3.1: triethylamine / dmap / tert-butyl methyl ether / 2 h / 25 - 35 °C / Inert atmosphere
4.1: ethylaluminum dichloride / dichloromethane; toluene / 0.25 h / 0 °C / Inert atmosphere
4.2: 18.33 h / 0 - 25 °C / Inert atmosphere
4.3: 0 °C
5.1: hydrogen / platinum(IV) oxide / ethyl acetate / 14 - 16 h / 3620.13 Torr
6.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 7 h / 0 - 5 °C
7.1: potassium carbonate; hydrogen / palladium on activated charcoal / dichloromethane / 24 h / 20 °C
8.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr
9.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C
9.2: 0 - 5 °C
10.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C
10.2: pH 1 - 2
View Scheme
Multi-step reaction with 9 steps
1.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 2 h / -45 - -40 °C / Inert atmosphere
2.1: potassium tert-butylate / tetrahydrofuran / 1.33 h / 25 - 35 °C / Inert atmosphere
2.2: 3 - 5 h / 25 - 35 °C / Inert atmosphere
2.3: Cooling
3.1: triethylamine / dmap / tert-butyl methyl ether / 2 h / 25 - 35 °C / Inert atmosphere
4.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere
4.2: Cooling
5.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr
6.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 7 h / 0 - 5 °C
7.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr
8.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C
8.2: 0 - 5 °C
9.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C
9.2: pH 1 - 2
View Scheme
3α-hydroxy-5β-androst-9(11)-en-17-one
571-49-3

3α-hydroxy-5β-androst-9(11)-en-17-one

Deoxycholic acid
83-44-3

Deoxycholic acid

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: potassium tert-butylate / tetrahydrofuran / 1.33 h / 25 - 35 °C / Inert atmosphere
1.2: 3 - 5 h / 25 - 35 °C / Inert atmosphere
1.3: Cooling
2.1: triethylamine / dmap / tert-butyl methyl ether / 2 h / 25 - 35 °C / Inert atmosphere
3.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere
3.2: Cooling
4.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr
5.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 7 h / 0 - 5 °C
6.1: potassium carbonate; hydrogen / palladium on activated charcoal / dichloromethane / 24 h / 20 °C
7.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr
8.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C
8.2: 0 - 5 °C
9.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C
9.2: pH 1 - 2
View Scheme
Multi-step reaction with 8 steps
1.1: potassium tert-butylate / tetrahydrofuran / 1.33 h / 25 - 35 °C / Inert atmosphere
1.2: 3 - 5 h / 25 - 35 °C / Inert atmosphere
1.3: Cooling
2.1: triethylamine / dmap / tert-butyl methyl ether / 2 h / 25 - 35 °C / Inert atmosphere
3.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere
3.2: Cooling
4.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr
5.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 7 h / 0 - 5 °C
6.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr
7.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C
7.2: 0 - 5 °C
8.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C
8.2: pH 1 - 2
View Scheme
Multi-step reaction with 8 steps
1.1: potassium tert-butylate / tetrahydrofuran / 1.33 h / 25 - 35 °C / Inert atmosphere
1.2: 3 - 5 h / 25 - 35 °C / Inert atmosphere
1.3: Cooling
2.1: triethylamine / dmap / tert-butyl methyl ether / 2 h / 25 - 35 °C / Inert atmosphere
3.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere
3.2: Cooling
4.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr
5.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 8 - 10 h / 0 °C
5.2: 2 h / 50 - 55 °C
5.3: 6 - 8 h / 25 - 30 °C
6.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr
7.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C
7.2: 0 - 5 °C
8.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C
8.2: pH 1 - 2
View Scheme
(Z)-3α-hydroxy-5β-pregna-9(11),17(20)-diene
1093397-66-0

(Z)-3α-hydroxy-5β-pregna-9(11),17(20)-diene

Deoxycholic acid
83-44-3

Deoxycholic acid

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: triethylamine / dmap / tert-butyl methyl ether / 2 h / 25 - 35 °C / Inert atmosphere
2.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere
2.2: Cooling
3.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr
4.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 7 h / 0 - 5 °C
5.1: potassium carbonate; hydrogen / palladium on activated charcoal / dichloromethane / 24 h / 20 °C
6.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr
7.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C
7.2: 0 - 5 °C
8.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C
8.2: pH 1 - 2
View Scheme
Multi-step reaction with 7 steps
1.1: triethylamine / dmap / tert-butyl methyl ether / 2 h / 25 - 35 °C / Inert atmosphere
2.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere
2.2: Cooling
3.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr
4.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 7 h / 0 - 5 °C
5.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr
6.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C
6.2: 0 - 5 °C
7.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C
7.2: pH 1 - 2
View Scheme
Multi-step reaction with 7 steps
1.1: triethylamine / dmap / tert-butyl methyl ether / 2 h / 25 - 35 °C / Inert atmosphere
2.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere
2.2: Cooling
3.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr
4.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 8 - 10 h / 0 °C
4.2: 2 h / 50 - 55 °C
4.3: 6 - 8 h / 25 - 30 °C
5.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr
6.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C
6.2: 0 - 5 °C
7.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C
7.2: pH 1 - 2
View Scheme
(Z)-3α-acetoxy-5β-pregna-9(11),17(20)-diene
1093397-69-3

(Z)-3α-acetoxy-5β-pregna-9(11),17(20)-diene

Deoxycholic acid
83-44-3

Deoxycholic acid

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere
1.2: Cooling
2.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr
3.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 7 h / 0 - 5 °C
4.1: potassium carbonate; hydrogen / palladium on activated charcoal / dichloromethane / 24 h / 20 °C
5.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr
6.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C
6.2: 0 - 5 °C
7.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C
7.2: pH 1 - 2
View Scheme
Multi-step reaction with 6 steps
1.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere
1.2: Cooling
2.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr
3.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 7 h / 0 - 5 °C
4.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr
5.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C
5.2: 0 - 5 °C
6.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C
6.2: pH 1 - 2
View Scheme
Multi-step reaction with 6 steps
1.1: ethylaluminum dichloride / dichloromethane; toluene / 20 h / 0 - 35 °C / Inert atmosphere
1.2: Cooling
2.1: hydrogen / palladium on activated charcoal / ethyl acetate / 16 h / 25 - 35 °C / 3620.13 Torr
3.1: tert.-butylhydroperoxide; sodium hypochlorite / ethyl acetate; water / 8 - 10 h / 0 °C
3.2: 2 h / 50 - 55 °C
3.3: 6 - 8 h / 25 - 30 °C
4.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 - 50 °C / 2585.81 Torr
5.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 5 h / 0 - 10 °C
5.2: 0 - 5 °C
6.1: sodium hydroxide; water / tetrahydrofuran; methanol / 4 h / 25 - 35 °C
6.2: pH 1 - 2
View Scheme
methanol
67-56-1

methanol

Deoxycholic acid
83-44-3

Deoxycholic acid

methyl deoxycholate
3245-38-3

methyl deoxycholate

Conditions
ConditionsYield
With sulfuric acid for 4h; Reflux;100%
With sulfuric acid at 20℃;100%
With hydrogenchloride In water for 2h; Molecular sieve; Reflux;100%
N-Methyltaurine
107-68-6

N-Methyltaurine

Deoxycholic acid
83-44-3

Deoxycholic acid

3α,12α-dihydroxy-5β-cholan-24-oyl-N-methyltaurine
165048-99-7

3α,12α-dihydroxy-5β-cholan-24-oyl-N-methyltaurine

Conditions
ConditionsYield
With triethylamine; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride In N,N-dimethyl-formamide at 20℃; for 1h;100%
Deoxycholic acid
83-44-3

Deoxycholic acid

A

3α,12α-diformoxy-5β-cholan-24-olc acid

3α,12α-diformoxy-5β-cholan-24-olc acid

B

3α,12α-diformyloxy-5β-cholan-24-oic acid
2287-93-6

3α,12α-diformyloxy-5β-cholan-24-oic acid

Conditions
ConditionsYield
In formic acid; benzeneA 99.8%
B n/a
formic acid
64-18-6

formic acid

Deoxycholic acid
83-44-3

Deoxycholic acid

3α,12α-diformyloxy-5β-cholan-24-oic acid
2287-93-6

3α,12α-diformyloxy-5β-cholan-24-oic acid

Conditions
ConditionsYield
With perchloric acid; acetic anhydride at 55℃; for 1.5h;99%
With acetic anhydride at 55℃; for 1.5h;99%
at 60℃; for 4h;98%
Deoxycholic acid
83-44-3

Deoxycholic acid

ethyl acetate
141-78-6

ethyl acetate

3α-acetyloxy-12α-hydroxy-5β-cholan-24-oic acid
63060-59-3

3α-acetyloxy-12α-hydroxy-5β-cholan-24-oic acid

Conditions
ConditionsYield
With Candida antarctica lipase B In hexane at 55℃; for 24h; Enzymatic reaction; regioselective reaction;99%
Deoxycholic acid
83-44-3

Deoxycholic acid

(3α,5β,12α)-3,12-dihydroxycholan-24-amide
6786-08-9

(3α,5β,12α)-3,12-dihydroxycholan-24-amide

Conditions
ConditionsYield
With ammonium chloride; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere;98.5%
With tributyl-amine; ammonia; chloroformic acid ethyl ester In 1,4-dioxane 10 deg C, 30 min then rt., 2 h;78%
With ammonia at 220℃;
Deoxycholic acid
83-44-3

Deoxycholic acid

3,12-dioxo-7-deoxycholic acid
2958-05-6

3,12-dioxo-7-deoxycholic acid

Conditions
ConditionsYield
With chromium(VI) oxide; sulfuric acid; acetone In water at 20℃;98%
With sodium bromate; ammonium cerium (IV) nitrate In water; acetonitrile at 80℃; Green chemistry;95%
With aluminium(III) chloride hexahydrate; potassium peroxymonosulfate In water at 20℃; for 3h;91%
Deoxycholic acid
83-44-3

Deoxycholic acid

methyl iodide
74-88-4

methyl iodide

methyl deoxycholate
3245-38-3

methyl deoxycholate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h;97%
With potassium carbonate In tetrahydrofuran Microwave irradiation;
Deoxycholic acid
83-44-3

Deoxycholic acid

acetic anhydride
108-24-7

acetic anhydride

deoxycholic acid 3,12-diacetate
33628-48-7

deoxycholic acid 3,12-diacetate

Conditions
ConditionsYield
With pyridine; dmap at 20℃; for 3.5h;96.1%
With dmap In dichloromethane at 20℃; for 1h; Inert atmosphere;94%
With dmap; triethylamine Acetylation;92%
Deoxycholic acid
83-44-3

Deoxycholic acid

propargyl alcohol
107-19-7

propargyl alcohol

propargyl 3α,12α-dihydroxy-5β-cholan-24-oate
868595-03-3

propargyl 3α,12α-dihydroxy-5β-cholan-24-oate

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 55 - 60℃; for 7h;96%
With toluene-4-sulfonic acid at 55 - 60℃; for 7h;96%
With toluene-4-sulfonic acid at 55 - 60℃; for 7h;96%
Deoxycholic acid
83-44-3

Deoxycholic acid

propargyl bromide
106-96-7

propargyl bromide

propargyl 3α,12α-dihydroxy-5β-cholan-24-oate
868595-03-3

propargyl 3α,12α-dihydroxy-5β-cholan-24-oate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃; for 6h;96%
Stage #1: Deoxycholic acid With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 1h; Inert atmosphere;
Stage #2: propargyl bromide In N,N-dimethyl-formamide for 4h; Inert atmosphere;
95%
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 18h;
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 24h;
Deoxycholic acid
83-44-3

Deoxycholic acid

Cyclopropylamine
765-30-0

Cyclopropylamine

24-cyclopropyl-3α,12α-dihydroxy-5β-cholanamide
1260542-98-0

24-cyclopropyl-3α,12α-dihydroxy-5β-cholanamide

Conditions
ConditionsYield
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 0 - 20℃; for 48h; Inert atmosphere;96%
3-(Dimethylaminomethyl)indole
87-52-5

3-(Dimethylaminomethyl)indole

Deoxycholic acid
83-44-3

Deoxycholic acid

gramine deoxycholic acid

gramine deoxycholic acid

Conditions
ConditionsYield
In methanol at 20℃;96%
Deoxycholic acid
83-44-3

Deoxycholic acid

benzylamine
100-46-9

benzylamine

(R)-N-benzyl-4-((3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanamide
86678-91-3

(R)-N-benzyl-4-((3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanamide

Conditions
ConditionsYield
With 4-(2-(1,3-dioxa-3a1,8,10-triaza-2,3a,14b-triboradibenzo[fg,op]tetracen-2-yl)phenyl)benzo[c]pyrimido[4,5-e][1,2]azaborinin-6(5H)-ol In fluorobenzene at 85℃; for 16h; Molecular sieve;95%
With tributyl-amine; chloroformic acid ethyl ester In 1,4-dioxane 10 deg C, 30 min then rt., 2 h;78%
With ammonium hydroxide; tributyl-amine; chloroformic acid ethyl ester Multistep reaction;
Deoxycholic acid
83-44-3

Deoxycholic acid

ferric deoxycholate

ferric deoxycholate

Conditions
ConditionsYield
With iron(III) chloride; sodium hydroxide In water at 35℃; pH=8;95%
Deoxycholic acid
83-44-3

Deoxycholic acid

sodium taurodeoxycholate
1180-95-6

sodium taurodeoxycholate

Conditions
ConditionsYield
With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; sodium hydroxide In water; dimethyl sulfoxide; acetonitrile; tert-butyl alcohol at 20 - 80℃;95%
Deoxycholic acid
83-44-3

Deoxycholic acid

3α,12α,24-trihydroxy-5β-cholane
2603-77-2

3α,12α,24-trihydroxy-5β-cholane

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran Reflux;94%
With lithium aluminium tetrahydride In tetrahydrofuran for 3h; Heating;88%
With lithium aluminium tetrahydride In tetrahydrofuran Ambient temperature;80%
1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

Deoxycholic acid
83-44-3

Deoxycholic acid

3α,12α-dihydroxy-5β-cholan-24-oic acid 2,5-dioxopyrrolidin-1-yl ester
174069-00-2

3α,12α-dihydroxy-5β-cholan-24-oic acid 2,5-dioxopyrrolidin-1-yl ester

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 15h;94%
With dicyclohexyl-carbodiimide In tetrahydrofuran; acetonitrile at 25℃;84%
With dicyclohexyl-carbodiimide In tetrahydrofuran for 3.5h;7.08 g
L-alanine prop-2-ynyl ester hydrochloride

L-alanine prop-2-ynyl ester hydrochloride

Deoxycholic acid
83-44-3

Deoxycholic acid

propargyl N-(3α,12α-dihydroxy-5β-cholan-24-oyl)-L-alaninate

propargyl N-(3α,12α-dihydroxy-5β-cholan-24-oyl)-L-alaninate

Conditions
ConditionsYield
Stage #1: Deoxycholic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-d6-formamide at 0℃; for 0.25h;
Stage #2: L-alanine prop-2-ynyl ester hydrochloride In N,N-dimethyl-formamide at 20℃;
94%
Deoxycholic acid
83-44-3

Deoxycholic acid

C12H13NO2*ClH

C12H13NO2*ClH

propargyl N-(3α,12α-dihydroxy-5β-cholan-24-oyl)-L-phenylalaninate

propargyl N-(3α,12α-dihydroxy-5β-cholan-24-oyl)-L-phenylalaninate

Conditions
ConditionsYield
Stage #1: Deoxycholic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 0℃; for 0.25h;
Stage #2: C12H13NO2*ClH In N,N-dimethyl-d6-formamide at 20℃;
94%
Deoxycholic acid
83-44-3

Deoxycholic acid

1-dodecylbromide
143-15-7

1-dodecylbromide

C36H64O4
1340599-79-2

C36H64O4

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 60℃; for 12h;93%
C9H15NO2
1585976-14-2

C9H15NO2

Deoxycholic acid
83-44-3

Deoxycholic acid

propargyl N-(3α,12α-dihydroxy-5β-cholan-24-oyl)-L-isoleucinate

propargyl N-(3α,12α-dihydroxy-5β-cholan-24-oyl)-L-isoleucinate

Conditions
ConditionsYield
Stage #1: Deoxycholic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 0℃; for 0.25h;
Stage #2: C9H15NO2 In N,N-dimethyl-d6-formamide at 20℃;
93%
Deoxycholic acid
83-44-3

Deoxycholic acid

3α,12α-dinitrooxycholanic acid
93488-58-5

3α,12α-dinitrooxycholanic acid

Conditions
ConditionsYield
With nitric acid In acetic anhydride at -5℃; for 0.5h;92.6%
With nitric acid; acetic anhydride
Deoxycholic acid
83-44-3

Deoxycholic acid

ethylene diamine mono-p-toluenesulfonic acid salt
14034-59-4

ethylene diamine mono-p-toluenesulfonic acid salt

23-(4,5-dihydroimidazol-2-yl)-24-nor-5β-cholan-3α,12α-diol

23-(4,5-dihydroimidazol-2-yl)-24-nor-5β-cholan-3α,12α-diol

Conditions
ConditionsYield
at 220 - 225℃; for 0.75h;92%
Deoxycholic acid
83-44-3

Deoxycholic acid

methyl deoxycholate
3245-38-3

methyl deoxycholate

Conditions
ConditionsYield
With hydrogenchloride In methanol; diethyl ether92%
Deoxycholic acid
83-44-3

Deoxycholic acid

Propargylamine
2450-71-7

Propargylamine

N-(prop-2-yn-1-yl)-3α,12α-dihydroxy-5β-cholan-24-amide
1024746-93-7

N-(prop-2-yn-1-yl)-3α,12α-dihydroxy-5β-cholan-24-amide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 28℃; for 12h;92%
With dmap; dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃;
Stage #1: Deoxycholic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; for 0.25h;
Stage #2: Propargylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; for 24h;
3.2 g
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