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Dayang Chem (Hangzhou) Co.,Ltd.

Dayangchem's R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. DayangChem can provide different quantities

Androst-16-en-3-ol, (3b,5a)-

Cas:7148-51-8

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

inquiry

Henan Tianfu Chemical Co., Ltd.

TIANFUCHEM--7148-51-8--High purity 6,(5-ALPHA)-ANDROSTEN-3-BETA-OL in stock Our company was built in 2009 with an ISO certificate.In the past 10 years, we have grown up as a famous fine chemicals supplier in China And we had established st

TIANFUCHEM--7148-51-8--High purity 6,(5-ALPHA)-ANDROSTEN-3-BETA-OL in stock

Cas:7148-51-8

Min.Order:1 Metric Ton

FOB Price: $2000.0

Type:Lab/Research institutions

inquiry

Hubei Langyou International Trading Co., Ltd

16,(5-)-androsten-3--ol 1. Guaranteed purity; 2. Large quantity in stock; 3. Largest manufacturer; 4. Best service after shipment with email; 5. High quality & competitive price; Appearance:White Powder Storage:Store in se

16,(5-)-androsten-3--ol

Cas:7148-51-8

Min.Order:10 Gram

Negotiable

Type:Other

inquiry

Shanghai Upbio Tech Co.,Ltd

1.In No Less 10 years exporting experience. you 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 Specializ

Androst-16-en-3-ol, (3b,5a)-

Cas:7148-51-8

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Qingdao Beluga Import and Export Co., LTD

16,(5-ALPHA)-ANDROSTEN-3-BETA-OL CAS:7148-51-8 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 o

16,(5-ALPHA)-ANDROSTEN-3-BETA-OL CAS:7148-51-8

Cas:7148-51-8

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

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

Androst-16-en-3-ol, (3b,5a)-

Cas:7148-51-8

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Quanhe Biotechnology Co. LTD

1. Timely and efficient service to ensure communication with customers 2. Produce products of different specifications and sizes according to your requirements. 3. Quality procedures and standards recognized by SGS. Advanced plant equipment ensures s

16,(5-ALPHA)-ANDROSTEN-3-BETA-OL

Cas:7148-51-8

Min.Order:1 Kilogram

FOB Price: $30.0 / 50.0

Type:Lab/Research institutions

inquiry

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

Androst-16-en-3-ol, (3b,5a)-

Cas:7148-51-8

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Zibo Hangyu Biotechnology Development Co., Ltd

Zibo Hangyu Biotechnology Development Co., Ltd is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemi

Androst-16-en-3-ol, (3b,5a)-

Cas:7148-51-8

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

inquiry

EAST CHEMSOURCES LIMITED

factory?direct?saleAppearance:White Powder Storage:Store In Dry, Cool And Ventilated Place Package:25kg/drum, also according to the clients requirement Application:It is widely used as a thickener, emulsifier and stabilizer Transportation:By Sea Or B

16,(5-)-androsten-3--ol

Cas:7148-51-8

Min.Order:1 Kilogram

FOB Price: $18.0 / 20.0

Type:Trading Company

inquiry

Shandong Mopai Biotechnology Co., LTD

Shandong Mopai Biotechnology Co., LTD is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemicals. W

16,(5-)-androsten-3--ol

Cas:7148-51-8

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

KAISA GROUP INC

1.Applied in food field.it can improve the immune system and prolong life. 2.Appliedin cosmetic field.it can improve the skin care. 3.Applied in pharmaceutical field.it can treat various dieases. 4.Our product quality assurance will make our customer

16,(5-)-androsten-3--ol

Cas:7148-51-8

Min.Order:1 Metric Ton

FOB Price: $1.5

Type:Trading Company

inquiry

Bluecrystal chem-union

We are a Union of chemistry in China, consists of chemists,engineers, laboratories,factories in China. We organize surplus capacity of R&D and production as well as custom synthesis for chemical products and chemical business project. We are supp

16,(5-)-androsten-3--ol

Cas:7148-51-8

Min.Order:1 Metric Ton

FOB Price: $1.0

Type:Trading Company

inquiry

Hangzhou Dingyan Chem Co., Ltd

R & D enterprises have their own stock in stock Package:1kg Application:pharmaceutical intermediates

Androst-16-en-3-ol, (3b,5a)-

Cas:7148-51-8

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Henan Allgreen Chemical Co.,Ltd

high quality Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea

16,(5-ALPHA)-ANDROSTEN-3-BETA-OL

Cas:7148-51-8

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Hangzhou J&H Chemical Co., Ltd.

J&H CHEM is one of China's leading providers of integrated fine chemical services including offering, research and development, Custom manufacturing business, as well as other Value-added customer services, for diversified range products of chemicals

16,(5-ALPHA)-ANDROSTEN-3-BETA-OL

Cas:7148-51-8

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Xian Changyue Biological Technology Co., Ltd.

best seller Application:API

16,(5-ALPHA)-ANDROSTEN-3-BETA-OL

Cas:7148-51-8

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Antimex Chemical Limied

Androst-16-en-3-ol, (3b,5a)-Appearance:detailed see specifications Storage:Keep away of light, cool place Package:25kg/drum;200kg/drum Application:Used in Synthesis, Pharmaceuticals and other fields Transportation:Sea/air/courier

Androst-16-en-3-ol, (3b,5a)-

Cas:7148-51-8

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

DB BIOTECH CO., LTD

best seller Application:API

16,(5-ALPHA)-ANDROSTEN-3-BETA-OL

Cas:7148-51-8

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Hangzhou Fandachem Co.,Ltd

Androst-16-en-3-ol, (3b,5a)- cas 7148-51-8Appearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:intermediate Transportation:by air, by sea, by express

Androst-16-en-3-ol, (3b,5a)- cas 7148-51-8

Cas:7148-51-8

Min.Order:0

Negotiable

Type:Other

inquiry

Henan Kanbei Chemical Co.,LTD

factory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin

16,(5-ALPHA)-ANDROSTEN-3-BETA-OL

Cas:7148-51-8

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hunan Longxianng Runhui Trading Co.,Ltd

16,(5-)-androsten-3--olAppearance:ask Storage:Keep in dry and cool condition Package:foil aluminium bag/vacuum packing Application:intermediates Transportation:By express (Door to door) such as FEDEX, DHL, EMS for small amount. By air(airport to airp

16,(5-)-androsten-3--ol

Cas:7148-51-8

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Muhuang Technology Co., Ltd

best seller Application:API

16,(5-ALPHA)-ANDROSTEN-3-BETA-OL

Cas:7148-51-8

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Hangzhou Zyter Biological & Chemical Technology Co., Ltd.

Appearance:White crystalline powder Storage:Airtight, keep away from light Package:1g 5g 10g 100g 1kg Application:API Transportation:Express delivery Port:shanghai

Androst-16-en-3-ol, (3b,5a)-

Cas:7148-51-8

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hubei Jusheng Technology Co., Ltd.,

1,Best Quality: Our products have exported to Germany, Spain, UK, USA, Australia, Middle East, and so on other countries, and we have got very good feedback from our customers.so

16,(5-)-androsten-3--ol

Cas:7148-51-8

Min.Order:10 Gram

FOB Price: $1.0 / 2.0

Type:Trading Company

inquiry

Jilin haofei import and export trade Co.,Ltd

Price, service, company and transport advantage: 1. Best service, place of origin China, high quality, and reasonable price. 2. It's customers' right to choose the package (EMS, DHL, FEDEX, UPS). 3. It's customers' right

Androst-16-en-3-ol, (3b,5a)- CAS NO.7148-51-8

Cas:7148-51-8

Min.Order:0

Negotiable

Type:Trading Company

inquiry

HuBei Ipure Biotech CO.,ltd

HuBei ipure is a diversified product production and operation enterprise, with API, pharma intermediates, and other fine chemicals as well as R&D and pigments development and sales as one of the large enterprises, with more than 130 acres of

Androst-16-en-3-ol, (3b,5a)-

Cas:7148-51-8

Min.Order:1 Gram

FOB Price: $1.0

Type:Trading Company

inquiry

Nanjing Chemlin Chemical Co., Ltd.

Compound sourcing ServicesAgency of testing serviceFactory audit serviceFounded in Dec. 1999, Nanjing Chemlin Chemical Industrial Co.,Ltd(CHEMLIN) has been covering the business scope from trading of chemicals to custom-synthesis & Manufacturing. Co

7148-51-8

Cas:7148-51-8

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Shanghai Hanhong Scientific Co.,Ltd.

factory,reasonable price Appearance:detailed see specifications Storage:Store in dry, dark and ventilated place. Package:according to the clients requirement Application:pharmaceutical intermediates Transportation:by courier,air or sea Port:S

5a-Androst-16-en-3b-ol7148-51-8

Cas:7148-51-8

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Chemical Technology Co.,LTD

1. Production capacity: we have three production base with high-tech production equipment and instruments, equipped with professional production personnel, meet your requirements.2. Quality assurance: we have a first-class testing equipment and testi

16,(5-ALPHA)-ANDROSTEN-3-BETA-OL

Cas:7148-51-8

Min.Order:0

Negotiable

Type:Other

inquiry

Synthetic route

Conditions
ConditionsYield
With sodium tetrahydroborate In tetrahydrofuran; methanol for 2h; Ambient temperature;A 77%
B 2%
With aluminum isopropoxide; isopropyl alcohol Isolierung ueber die in wss. Aethanol schwer loesliche Verbindung mit Digitonin;
With ethanol; water; lithium tri-sec-butyl(hydrido)borate 1.) THF, r.t., 3 h; 2.) -55 deg C; Yield given. Multistep reaction. Yields of byproduct given;
17-iodo-3β-hydroxy-5α-androstan-16-ene
95043-81-5

17-iodo-3β-hydroxy-5α-androstan-16-ene

5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

Conditions
ConditionsYield
With diethylene glycol monoethyl ether sodium salt In 1,4-dioxane at 100℃; for 92h; Reagent/catalyst; Temperature; Solvent; Inert atmosphere;75.4%
With ethanol; sodium Heating;
With sodium In ethanol Reflux;
16R-bromopregnane-3S,20S-diol
939496-37-4

16R-bromopregnane-3S,20S-diol

A

16S,20S-epoxypregnane-3S-ol

16S,20S-epoxypregnane-3S-ol

B

5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

Conditions
ConditionsYield
With potassium tert-butylate In tert-butyl alcohol at 60℃; for 18h;A 65%
B 30%
With potassium tert-butylate In tert-butyl alcohol at 82℃; for 5h;A 46%
B 52%
Epiandrosterone
481-29-8

Epiandrosterone

5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

Conditions
ConditionsYield
Stage #1: Epiandrosterone With toluene-4-sulfonic acid hydrazide In ethanol for 2h; Bamford-Stevens Decomposition; Reflux;
Stage #2: With methyllithium In diethyl ether at 22℃; for 16.5h; Bamford-Stevens Decomposition;
29%
5α-androst-16-en-3-one
18339-16-7

5α-androst-16-en-3-one

5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

Conditions
ConditionsYield
With lithium aluminium tetrahydride; diethyl ether
5α-androst-16-en-3β-yl acetate
72203-76-0

5α-androst-16-en-3β-yl acetate

5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

Conditions
ConditionsYield
With potassium hydroxide In methanol
17-bromo-3β-hydroxy-5α-androstan-16-ene
94438-53-6

17-bromo-3β-hydroxy-5α-androstan-16-ene

5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

Conditions
ConditionsYield
With ethanol; sodium Heating;
17-chloro-3β-hydroxy-5α-androstan-16-ene
17320-46-6

17-chloro-3β-hydroxy-5α-androstan-16-ene

5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

Conditions
ConditionsYield
With sodium amide In diethyl ether
With ethanol; sodium
With ethanol; sodium Heating;
Stanolone
521-18-6

Stanolone

5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 92 percent / pyridine / 24 h / 0 °C
2: 87 percent / toluene / 480 °C
3: 1.) lithium tris(1,2-dimethylpropyl)hydridoborate; 2.) water, ethanol / 1.) THF, r.t., 3 h; 2.) -55 deg C
View Scheme
17β-methoxycarbonyloxy-5α-androstan-3-one
19291-29-3

17β-methoxycarbonyloxy-5α-androstan-3-one

5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 87 percent / toluene / 480 °C
2: 1.) lithium tris(1,2-dimethylpropyl)hydridoborate; 2.) water, ethanol / 1.) THF, r.t., 3 h; 2.) -55 deg C
View Scheme
3β-acetoxy-5α-androstan-17-one
1239-31-2

3β-acetoxy-5α-androstan-17-one

5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 2.4 g / hydroxylamine hydrochloride / pyridine / 3 h / 60 °C
2: 0.68 g / sodium nitrite, acetic acid / CH2Cl2 / 1 h / Ambient temperature
3: 75 percent / sodium borohydride / ethanol / 1.5 h / Ambient temperature
4: 0.41 g / pyridine / 12 h / Ambient temperature
5: 2percent potassium hydroxide / methanol
View Scheme
Multi-step reaction with 5 steps
1: 2.4 g / hydroxylamine hydrochloride / pyridine / 3 h / 60 °C
2: 0.68 g / sodium nitrite, acetic acid / CH2Cl2 / 1 h / Ambient temperature
3: 75 percent / sodium borohydride / ethanol / 1.5 h / Ambient temperature
4: 0.41 g / pyridine, acetic anhydride / 12 h / Ambient temperature
5: 2percent potassium hydroxide / methanol
View Scheme
Multi-step reaction with 5 steps
1: 2.4 g / hydroxylamine hydrochloride / pyridine / 3 h / 60 °C
2: 0.68 g / sodium nitrite, acetic acid / CH2Cl2 / 1 h / Ambient temperature
3: 75 percent / sodium borohydride / ethanol / 1.5 h / Ambient temperature
4: 0.41 g / pyridine, acetic anhydride / 12 h / Ambient temperature
5: 2percent potassium hydroxide / methanol
View Scheme
17-nitroimino-5α-androstan-3β-yl acetate
86270-19-1

17-nitroimino-5α-androstan-3β-yl acetate

5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 75 percent / sodium borohydride / ethanol / 1.5 h / Ambient temperature
2: 0.41 g / pyridine / 12 h / Ambient temperature
3: 2percent potassium hydroxide / methanol
View Scheme
Multi-step reaction with 3 steps
1: 75 percent / sodium borohydride / ethanol / 1.5 h / Ambient temperature
2: 0.41 g / pyridine, acetic anhydride / 12 h / Ambient temperature
3: 2percent potassium hydroxide / methanol
View Scheme
Multi-step reaction with 3 steps
1: 75 percent / sodium borohydride / ethanol / 1.5 h / Ambient temperature
2: 0.41 g / pyridine, acetic anhydride / 12 h / Ambient temperature
3: 2percent potassium hydroxide / methanol
View Scheme
Multi-step reaction with 3 steps
1: 75 percent / sodium borohydride / ethanol / 1.5 h / Ambient temperature
2: 0.41 g / pyridine, acetic anhydride / 12 h / Ambient temperature
3: 2percent potassium hydroxide / methanol
View Scheme
17β-nitroamino-5α-androstan-3β-yl acetate
86270-21-5

17β-nitroamino-5α-androstan-3β-yl acetate

5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 0.41 g / pyridine / 12 h / Ambient temperature
2: 2percent potassium hydroxide / methanol
View Scheme
Multi-step reaction with 2 steps
1: 0.41 g / pyridine, acetic anhydride / 12 h / Ambient temperature
2: 2percent potassium hydroxide / methanol
View Scheme
Multi-step reaction with 2 steps
1: 0.41 g / pyridine, acetic anhydride / 12 h / Ambient temperature
2: 2percent potassium hydroxide / methanol
View Scheme
Multi-step reaction with 2 steps
1: 0.41 g / pyridine, acetic anhydride / 12 h / Ambient temperature
2: 2percent potassium hydroxide / methanol
View Scheme
(3β,5α)-3-(acetyloxy)androstan-17-one 17-oxime
23498-55-7

(3β,5α)-3-(acetyloxy)androstan-17-one 17-oxime

5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 0.68 g / sodium nitrite, acetic acid / CH2Cl2 / 1 h / Ambient temperature
2: 75 percent / sodium borohydride / ethanol / 1.5 h / Ambient temperature
3: 0.41 g / pyridine / 12 h / Ambient temperature
4: 2percent potassium hydroxide / methanol
View Scheme
Multi-step reaction with 4 steps
1: 0.68 g / sodium nitrite, acetic acid / CH2Cl2 / 1 h / Ambient temperature
2: 75 percent / sodium borohydride / ethanol / 1.5 h / Ambient temperature
3: 0.41 g / pyridine, acetic anhydride / 12 h / Ambient temperature
4: 2percent potassium hydroxide / methanol
View Scheme
Multi-step reaction with 4 steps
1: 0.68 g / sodium nitrite, acetic acid / CH2Cl2 / 1 h / Ambient temperature
2: 75 percent / sodium borohydride / ethanol / 1.5 h / Ambient temperature
3: 0.41 g / pyridine, acetic anhydride / 12 h / Ambient temperature
4: 2percent potassium hydroxide / methanol
View Scheme
Multi-step reaction with 4 steps
1: 0.68 g / sodium nitrite, acetic acid / CH2Cl2 / 1 h / Ambient temperature
2: 75 percent / sodium borohydride / ethanol / 1.5 h / Ambient temperature
3: 0.41 g / pyridine, acetic anhydride / 12 h / Ambient temperature
4: 2percent potassium hydroxide / methanol
View Scheme
3β-hydroxy-17-hydrozone-5α-androstane
10481-80-8

3β-hydroxy-17-hydrozone-5α-androstane

5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N-chloro-succinimide, Py
2: Na, EtOH
View Scheme
Multi-step reaction with 2 steps
1: NBS, Py
2: Na, EtOH / Heating
View Scheme
Multi-step reaction with 2 steps
1: I2, Et3N
2: Na, EtOH / Heating
View Scheme
Multi-step reaction with 2 steps
1: N-chloro-succinimide, Py
2: Na, EtOH / Heating
View Scheme
meta-bromotoluene
591-17-3

meta-bromotoluene

17-bromo-3β-hydroxy-5α-androstan-16-ene
94438-53-6

17-bromo-3β-hydroxy-5α-androstan-16-ene

A

5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

B

(3β,5α)-17-(3’-methylphenyl)-androst-16-en-3-ol

(3β,5α)-17-(3’-methylphenyl)-androst-16-en-3-ol

Conditions
ConditionsYield
Stage #1: 17-bromo-3β-hydroxy-5α-androstan-16-ene With tert.-butyl lithium; XPhos In tetrahydrofuran; pentane at -78℃; for 0.5h; Schlenk technique; Inert atmosphere;
Stage #2: meta-bromotoluene With tris-(dibenzylideneacetone)dipalladium(0) In tetrahydrofuran; toluene; pentane at -78 - 20℃; Temperature;
A n/a
B 44 %Spectr.
2-methylphenyl bromide
95-46-5

2-methylphenyl bromide

17-bromo-3β-hydroxy-5α-androstan-16-ene
94438-53-6

17-bromo-3β-hydroxy-5α-androstan-16-ene

A

5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

B

(3β,5α)-17-(2’-methylphenyl)-androst-16-en-3-ol

(3β,5α)-17-(2’-methylphenyl)-androst-16-en-3-ol

Conditions
ConditionsYield
Stage #1: 17-bromo-3β-hydroxy-5α-androstan-16-ene With tert.-butyl lithium; XPhos In tetrahydrofuran; pentane at -78℃; for 0.5h; Schlenk technique; Inert atmosphere;
Stage #2: 2-methylphenyl bromide With tris-(dibenzylideneacetone)dipalladium(0) In tetrahydrofuran; toluene; pentane at -78 - 20℃;
A n/a
B 31 %Spectr.
(4-bromophenoxy)trimethylsilane
17878-44-3

(4-bromophenoxy)trimethylsilane

17-bromo-3β-hydroxy-5α-androstan-16-ene
94438-53-6

17-bromo-3β-hydroxy-5α-androstan-16-ene

A

5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

B

(3β,5α)-17-(((4'-trimethylsilyl)ethynyl)phenyl)androst-16-en-3-ol

(3β,5α)-17-(((4'-trimethylsilyl)ethynyl)phenyl)androst-16-en-3-ol

Conditions
ConditionsYield
Stage #1: 17-bromo-3β-hydroxy-5α-androstan-16-ene With tert.-butyl lithium; XPhos In tetrahydrofuran; pentane at -78℃; for 0.5h; Schlenk technique; Inert atmosphere;
Stage #2: (4-bromophenoxy)trimethylsilane With tris-(dibenzylideneacetone)dipalladium(0) In tetrahydrofuran; toluene; pentane at -78 - 20℃;
Epiandrosterone
481-29-8

Epiandrosterone

A

5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

B

(3β,5α)-17-(2’-methylphenyl)-androst-16-en-3-ol

(3β,5α)-17-(2’-methylphenyl)-androst-16-en-3-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: hydrazine hydrate; triethylamine / ethanol / 16 h / 50 °C / Inert atmosphere
1.2: 1 h / 0 - 20 °C
2.1: XPhos; tert.-butyl lithium / pentane; tetrahydrofuran / 0.5 h / -78 °C / Schlenk technique; Inert atmosphere
2.2: -78 - 20 °C
View Scheme
Multi-step reaction with 3 steps
1: hydrazine hydrate; triethylamine / ethanol / 16 h / 50 °C / Inert atmosphere
2: triethylamine; iodine / tetrahydrofuran / 20 °C / Inert atmosphere; Cooling with ice
3: sodium carbonate; tetrakis(triphenylphosphine) palladium(0) / benzene; methanol; water / 24 h / Schlenk technique; Reflux
View Scheme
Epiandrosterone
481-29-8

Epiandrosterone

A

5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

B

(3β,5α)-17-(3’-methylphenyl)-androst-16-en-3-ol

(3β,5α)-17-(3’-methylphenyl)-androst-16-en-3-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: hydrazine hydrate; triethylamine / ethanol / 16 h / 50 °C / Inert atmosphere
1.2: 1 h / 0 - 20 °C
2.1: XPhos; tert.-butyl lithium / pentane; tetrahydrofuran / 0.5 h / -78 °C / Schlenk technique; Inert atmosphere
2.2: -78 - 20 °C
View Scheme
Epiandrosterone
481-29-8

Epiandrosterone

A

5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

B

(3β,5α)-17-(((4'-trimethylsilyl)ethynyl)phenyl)androst-16-en-3-ol

(3β,5α)-17-(((4'-trimethylsilyl)ethynyl)phenyl)androst-16-en-3-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: hydrazine hydrate; triethylamine / ethanol / 16 h / 50 °C / Inert atmosphere
1.2: 1 h / 0 - 20 °C
2.1: XPhos; tert.-butyl lithium / pentane; tetrahydrofuran / 0.5 h / -78 °C / Schlenk technique; Inert atmosphere
2.2: -78 - 20 °C
View Scheme
2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

17-iodo-3β-hydroxy-5α-androstan-16-ene
95043-81-5

17-iodo-3β-hydroxy-5α-androstan-16-ene

A

5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

B

(3β,5α)-17-(2’-methylphenyl)-androst-16-en-3-ol

(3β,5α)-17-(2’-methylphenyl)-androst-16-en-3-ol

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In methanol; water; benzene for 24h; Suzuki Coupling; Schlenk technique; Reflux; Overall yield = 22 mg;A n/a
B 31 %Spectr.
3β-hydroxy-17-hydrozone-5α-androstane
10481-80-8

3β-hydroxy-17-hydrozone-5α-androstane

A

5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

B

(3β,5α)-17-(2’-methylphenyl)-androst-16-en-3-ol

(3β,5α)-17-(2’-methylphenyl)-androst-16-en-3-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine; iodine / tetrahydrofuran / 20 °C / Inert atmosphere; Cooling with ice
2: sodium carbonate; tetrakis(triphenylphosphine) palladium(0) / benzene; methanol; water / 24 h / Schlenk technique; Reflux
View Scheme
methanol
67-56-1

methanol

carbon monoxide
201230-82-2

carbon monoxide

5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

3β-hydroxy-5α-androstane-16α-carboxylic acid methyl ester
143101-95-5

3β-hydroxy-5α-androstane-16α-carboxylic acid methyl ester

Conditions
ConditionsYield
bis-triphenylphosphine-palladium(II) chloride at 100 - 120℃; under 120 Torr;83%
ethanol
64-17-5

ethanol

carbon monoxide
201230-82-2

carbon monoxide

5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

(3S,5S,8S,9S,10S,13R,14S,16R)-3-Hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-16-carboxylic acid ethyl ester
143101-96-6

(3S,5S,8S,9S,10S,13R,14S,16R)-3-Hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-16-carboxylic acid ethyl ester

Conditions
ConditionsYield
bis-triphenylphosphine-palladium(II) chloride at 120℃; under 120 Torr;80%
5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

A

5α-androsta-2,16-diene
50588-44-8

5α-androsta-2,16-diene

B

3α-fluoro-5α-androst-16-ene

3α-fluoro-5α-androst-16-ene

Conditions
ConditionsYield
With Nonafluorobutanesulfonyl fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 0 - 5℃; for 1h;A 20%
B 69%
5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

C16H20Cl3NO10

C16H20Cl3NO10

A

C26H40O7

C26H40O7

B

C26H40O7

C26H40O7

Conditions
ConditionsYield
Stage #1: 5α-androst-16-en-3β-ol; C16H20Cl3NO10 With boron trifluoride diethyl etherate In dichloromethane at -15℃; for 16h; Molecular sieve;
Stage #2: With water; sodium hydroxide In methanol for 1h; Overall yield = 67 %;
A 60%
B n/a
Conditions
ConditionsYield
With acetic acid; platinum Hydrogenation;
5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

5α-androstanetriol-(3β.16α.17α)
14339-58-3

5α-androstanetriol-(3β.16α.17α)

Conditions
ConditionsYield
With pyridine; osmium(VIII) oxide; diethyl ether Schuetteln des Reaktionsprodukts mit wss. KOH und Mannit;
5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

acetic anhydride
108-24-7

acetic anhydride

5α-androst-16-en-3β-yl acetate
72203-76-0

5α-androst-16-en-3β-yl acetate

Conditions
ConditionsYield
With pyridine
carbon monoxide
201230-82-2

carbon monoxide

5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

(3S,5S,8S,9S,10S,13R,14S,16R)-3-Hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-16-carbaldehyde
142794-26-1

(3S,5S,8S,9S,10S,13R,14S,16R)-3-Hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-16-carbaldehyde

Conditions
ConditionsYield
With di-μ-chlorobis(norbornadiene)dirhodium(I); tributylphosphine; triethylamine In benzene at 120℃; under 90007.2 Torr;72 % Spectr.
carbon monoxide
201230-82-2

carbon monoxide

5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

isopropyl alcohol
67-63-0

isopropyl alcohol

(3S,5S,8S,9S,10S,13R,14S,16R)-3-Hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-16-carboxylic acid isopropyl ester
143101-97-7

(3S,5S,8S,9S,10S,13R,14S,16R)-3-Hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-16-carboxylic acid isopropyl ester

Conditions
ConditionsYield
bis-triphenylphosphine-palladium(II) chloride at 100℃; under 80 Torr;69 % Chromat.
carbon monoxide
201230-82-2

carbon monoxide

5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

isopropyl alcohol
67-63-0

isopropyl alcohol

(3S,5S,8S,9S,10S,13R,14S,16R)-3-Hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-16-carboxylic acid tert-butyl ester
143101-98-8

(3S,5S,8S,9S,10S,13R,14S,16R)-3-Hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-16-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
bis-triphenylphosphine-palladium(II) chloride at 100℃; under 80 Torr;80 % Chromat.
5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

A

5alpha-Androstane-3beta,17alpha-diol
5856-11-1

5alpha-Androstane-3beta,17alpha-diol

B

3β,16α-dihydroxy-5α-androstane
22630-49-5

3β,16α-dihydroxy-5α-androstane

Conditions
ConditionsYield
With sodium hydroxide; borane; dihydrogen peroxide 1.) THF, 4 h, 2.) overnight; Yield given; Multistep reaction;A n/a
B 1.58 g
With sodium hydroxide; borane; dihydrogen peroxide 1.) THF, 4 h, 2.) overnight; Yield given; Multistep reaction;A 1.17 g
B n/a
5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

16α,17α-epoxy-5α-androstane-3β-ol

16α,17α-epoxy-5α-androstane-3β-ol

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In chloroform 1.) 0 deg C, 10 min, 2.) room temperature, 2 h;1.1 g
With 3-chloro-benzenecarboperoxoic acid In chloroform
(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

carbon monoxide
201230-82-2

carbon monoxide

5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

B

3β-hydroxy-16α(β)-[N,N-(methyl, 2-hydroxyethylamino)methyl]-5α-androstane

3β-hydroxy-16α(β)-[N,N-(methyl, 2-hydroxyethylamino)methyl]-5α-androstane

C

(3S,5S,8S,9S,10S,13R,14S)-16-[1-[(2-Hydroxy-ethyl)-methyl-amino]-meth-(Z)-ylidene]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-ol

(3S,5S,8S,9S,10S,13R,14S)-16-[1-[(2-Hydroxy-ethyl)-methyl-amino]-meth-(Z)-ylidene]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-ol

Conditions
ConditionsYield
With di-μ-chlorobis(norbornadiene)dirhodium(I); tributylphosphine; hydrogen In benzene at 120℃; under 60800 Torr; for 6h; Carbonylation; condensation; hydrogenation;A 13.7 % Chromat.
B 78.4 % Chromat.
C 7.8 % Chromat.
2-aminobutanol
96-20-8, 13054-87-0

2-aminobutanol

carbon monoxide
201230-82-2

carbon monoxide

5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

B

(3S,5S,8S,9S,10S,13R,14S)-16-[(1-Hydroxymethyl-propylamino)-methyl]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-ol

(3S,5S,8S,9S,10S,13R,14S)-16-[(1-Hydroxymethyl-propylamino)-methyl]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-ol

Conditions
ConditionsYield
With di-μ-chlorobis(norbornadiene)dirhodium(I); tributylphosphine; hydrogen In benzene at 120℃; under 60800 Torr; for 6h; Carbonylation; condensation; hydrogenation;A 7.4 % Chromat.
B 92.6 % Chromat.
N-(2-hydroxyethyl)-N-propylamine
16369-21-4

N-(2-hydroxyethyl)-N-propylamine

carbon monoxide
201230-82-2

carbon monoxide

5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

B

(3S,5S,8S,9S,10S,13R,14S)-16-[1-[(2-Hydroxy-ethyl)-propyl-amino]-meth-(Z)-ylidene]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-ol

(3S,5S,8S,9S,10S,13R,14S)-16-[1-[(2-Hydroxy-ethyl)-propyl-amino]-meth-(Z)-ylidene]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-ol

C

(3S,5S,8S,9S,10S,13R,14S)-16-{[(2-Hydroxy-ethyl)-propyl-amino]-methyl}-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-ol

(3S,5S,8S,9S,10S,13R,14S)-16-{[(2-Hydroxy-ethyl)-propyl-amino]-methyl}-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-ol

Conditions
ConditionsYield
With di-μ-chlorobis(norbornadiene)dirhodium(I); tributylphosphine; hydrogen In benzene at 120℃; under 60800 Torr; for 6h; Carbonylation; condensation; hydrogenation;A 6.5 % Chromat.
B 4.4 % Chromat.
C 89.0 % Chromat.
carbon monoxide
201230-82-2

carbon monoxide

5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

propan-1-ol-3-amine
156-87-6

propan-1-ol-3-amine

B

3β-hydroxy-16α(β)-[N-(3-hydroxypropylamino)methyl]-5α-androstane

3β-hydroxy-16α(β)-[N-(3-hydroxypropylamino)methyl]-5α-androstane

Conditions
ConditionsYield
With di-μ-chlorobis(norbornadiene)dirhodium(I); tributylphosphine; hydrogen In benzene at 120℃; under 60800 Torr; for 6h; Carbonylation; condensation; hydrogenation;A 8.2 % Chromat.
B 91.8 % Chromat.
pyridine
110-86-1

pyridine

diethyl ether
60-29-7

diethyl ether

5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

OsO4

OsO4

5α-androstanetriol-(3β.16α.17α)
14339-58-3

5α-androstanetriol-(3β.16α.17α)

Conditions
ConditionsYield
Schuetteln des Reaktionsprodukts mit wss. KOH und Mannit;
5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

3β,16β-dihydroxy-5α-androstane
7657-53-6

3β,16β-dihydroxy-5α-androstane

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.) borane, 2.) aq. NaOH, H2O2 / 1.) THF, 4 h, 2.) overnight
2: 1 g / CrO3 / acetone / 0.5 h / 0 deg C to room temperature
3: 0.85 g / NaBH4 / methanol / 0.67 h / 0 °C
View Scheme
5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

11α,16β-dihydroxy-5α-androstane-3-one
24317-68-8

11α,16β-dihydroxy-5α-androstane-3-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 1.) borane, 2.) aq. NaOH, H2O2 / 1.) THF, 4 h, 2.) overnight
2: 1 g / CrO3 / acetone / 0.5 h / 0 deg C to room temperature
3: 0.85 g / NaBH4 / methanol / 0.67 h / 0 °C
4: 4.5 percent / Cephalosporium aphidicola in shake culture / ethanol / 168 h
View Scheme
5α-androst-16-en-3β-ol
7148-51-8

5α-androst-16-en-3β-ol

5α-androstane-3,16-dione
1035-71-8

5α-androstane-3,16-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) borane, 2.) aq. NaOH, H2O2 / 1.) THF, 4 h, 2.) overnight
2: 1 g / CrO3 / acetone / 0.5 h / 0 deg C to room temperature
View Scheme

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