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Hebei Nengqian Chemical Import and Export Co., LTD

With our good experience, we offer detailed technical support and advice to assist customers. We communicate closely with customers to establish their quality requirements. Consistent Quality Our plant has strict quality control in each manufacturin

Testosterone: 58-22-0 17 β-Hydroxy-3-oxo-4-androstene

Cas:58-22-0

Min.Order:1 Kilogram

FOB Price: $3.0 / 10.0

Type:Trading Company

inquiry

Shaanxi New nine Material Technology Co., Ltd.

ur Advantage & Service 1.Top quality: Using high quality material and establishing a strict quality control system,assigning specific persons in charge of each part of production,from raw material purchase to assembly. 2 Professional R&D T

Testosterone: 58-22-0 17 β-Hydroxy-3-oxo-4-androstene

Cas:58-22-0

Min.Order:10 Gram

FOB Price: $7.0 / 10.0

Type:Trading Company

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Wuhan Zenuo Biological Medicine Technology Co Ltd

Product Name: Testosterone Synonyms: Cyclodextrin-encapsulated testosterone;Testosterone–Cyclodextrin complex;Testosterone-Water Soluble;Testosterone solution,100ppm;8-methylnonan-1-ol- phosphoric acid(1:1);trans-Testosterone 4-Androsten-17

Testosterone 99% Manufactuered in China best quality

Cas:58-22-0

Min.Order:100 Gram

Negotiable

Type:Trading Company

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Qingdao little fox Biological &Technology Co.,Ltd

Cheap price Testosterone in stock /immediately delivery /good supplier Appearance:white or oyster white to pale yellow crystalline powder Storage:homoeothermy Package:Customized Application:For enhancement of muscle and body building. Transportat

Cheap price Testosterone in stock /immediately delivery /good supplier

Cas:58-22-0

Min.Order:0 Metric Ton

Negotiable

Type:Trading Company

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Shanghai Seasonsgreen Chemical Co.,Ltd

Shanghai Seasonsgreen Chemical is a high-tech research and development, production, sale and custom synthesis set in one high-tech chemical products enterprises. Our sales and marketing division is located in Shanghai, serving international pharmaceu

lower price High quality Testosterone

Cas:58-22-0

Min.Order:1 Kilogram

FOB Price: $10.0

Type:Manufacturers

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Hubei DiBo chemical co., LTD

ProName: Hubei DiBo chemical co., LTD CasNo: 58-22-0 Molecular Formula: Unspecified Appearance: Solid powder Application: Applied in dietary supplements,pharmac... DeliveryTime: 3 DAYS AFETR PAYMENT PackAg

Testosterone Manufacturer/Cas:58-22-0 / High quality powder

Cas:58-22-0

Min.Order:1 Kilogram

FOB Price: $1.0 / 2.0

Type:Other

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Henan Kanbei Chemical Co.,LTD

1. Well-equipped, stable and high-quality raw material supply chain, to provide customers with the best quality products. 2.Strict quality inspection process and professional certificate testing to ensure the quality level of the final product. 3.E

hot sale Testosterone powder

Cas:58-22-0

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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Wuhan Xinhao Biotechnology Co., Ltd.

Our Strengths 1.Place of Origin China with Super quality by reasonable price. 2.Fast delivery by safe express way to all the country. 3.Has a number of highly qualified engineers and experts to provide guidance for reagents. 4.When you meet problems

Factory supply Testosterone with Good Price CAS NO.58-22-0

Cas:58-22-0

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Trading Company

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Hangzhou Dingyan Chem Co., Ltd

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

High purity Testosterone 58-22-0

Cas:58-22-0

Min.Order:1 Gram

FOB Price: $100.0 / 500.0

Type:Trading Company

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Kono Chem Co.,Ltd

Name: Testosterone CAS No.: 58-22-0 Molecular Structure: Formula: C19H28O2 Molecular Weight: 288.43 Synonyms:

EP/BP/Hymecromone,stock offer Testosterone

Cas:58-22-0

Min.Order:1 Kilogram

FOB Price: $400.0

Type:Other

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Hebei yanxi chemical co.,LTD.

hebei yanxi chemical co., LTD who registered capital of 10 million yuan, nearly to $2 million, we have a pharmaceutical raw materials factory production of pharmaceutical raw materials, and a reagent r&d center, and we do research and developm

Testosterone acetate,Boldenone undecylenate, CAS NO.58-22-0

Cas:58-22-0

Min.Order:1 Metric Ton

FOB Price: $1.0 / 3.0

Type:Manufacturers

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Hangzhou Think Chemical Co. Ltd

Testosterone CAS No.:58-22-0 Name: Testosterone Synonyms: trans-Testosterone; Androlin; Android; Halotensin; Oreton; Testex; Testoderm; Testred; Virilon; Androst-4-en-17b-ol-3-one; 17b-Hydroxyandrost-4-ene-3

High purity Testosterone CAS No.:58-22-0

Cas:58-22-0

Min.Order:1 Kilogram

FOB Price: $2.0

Type:Other

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Xi`an Eastling Biotech Co., Ltd.

58-22-0 - Physico-chemical Properties Molecular Formula C19H28O2 Molar Mass 288.43 Density 1.0484 (rough estimate) Melting Point 152-156 °C Boling Point 370.65°C (rough estimate)

Factory high quality Testosterone

Cas:58-22-0

Min.Order:1 Gram

FOB Price: $7.0 / 9.0

Type:Lab/Research institutions

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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.

Testosterone

Cas:58-22-0

Min.Order:1 Kilogram

FOB Price: $0.9 / 1.0

Type:Lab/Research institutions

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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

Testosterone CAS58-22-0

Cas:58-22-0

Min.Order:10 Kilogram

Negotiable

Type:Trading Company

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 email in time prod

Factory price high purityTestosterone CAS58-22-0 CAS NO.58-22-0

Cas:58-22-0

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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Henan Sinotech Import&Export Corporation

product Name Testosterone Synonyms 17beta-Hydroxyandrost-4-en-3-one; testosterone-dea schedule iii; testosterone gamma-irradiated cell*culture tested; testosterone cell culture tested--dea*schedule ii; Test

Testosterone 58-22-0

Cas:58-22-0

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Other

inquiry

Hubei Langyou International Trading Co., Ltd

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 Crystalline Powder Storage:Store in sealed conta

high quality 58-22-0 Testosterone with best price

Cas:58-22-0

Min.Order:10 Gram

Negotiable

Type:Other

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Shanghai Upbio Tech Co.,Ltd

58-22-0 factory sells 58-22-0 Good Supplier In China Testosterone in stock Testosterone is the main natural male sex hormone in mammals and is a steroid hormone with 19 carbon atoms. It is the main male sex hormone secreted by the testes, and it i

58-22-0 factory sells 58-22-0 Good Supplier In China Testosterone in stock

Cas:58-22-0

Min.Order:1 Kilogram

FOB Price: $6.0

Type:Lab/Research institutions

inquiry

Hangzhou Fonlynn Health Technology Co., Ltd.

Packing: According to customer requirements Delivery time: In stock or depands Port of shipment: Ningbo/Shanghai/Qingdao OEM/ODM:Welcome Sample:We can offer our existing samples at once Appearance:Off white crystalline powder Storage:Store in d

High quality 99% min purity EP/BP/USP Factory CAS NO.58-22-0 Testosterone

Cas:58-22-0

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

inquiry

Baoji Guokang Healthchem co.,ltd

Our company has been in existence for 10 years since its establishment. We have our own unique team. The company integrates independent research and development, production and sales. We have established famous brands at home and abroad. At prese

trans-Testosterone/CAs:58-22-0

Cas:58-22-0

Min.Order:1 Gram

FOB Price: $227.0

Type:Trading Company

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Qingdao Beluga Import and Export Co., LTD

Testosterone CAS:58-22-0 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 intermediates,

Testosterone CAS:58-22-0

Cas:58-22-0

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Shanghai Terui OP New Material Technology Co., Ltd.

We have overseas warehouses in California, Nuevo Laredo, Mexico, Vancouver, Canada, Amsterdam, The Netherlands and Melbourne, Australia. Overseas warehouses can provide some of the best selling products. We look forward to cooperating with strong loc

Testosterone cas 58-22-0 TB

Cas:58-22-0

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

inquiry

Hubei CuiRan Biotechnology Co., Ltd

Hubei CuiRan Biotechnology Co., Ltd is a leading company in the research, development, manufacture and marketing of High Quality Phytochemicals and Extracts(especially Active Ingredients from Traditional Chinese Medicine,Traditional Chinese Medicine)

Testosterone

Cas:58-22-0

Min.Order:10 Milligram

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

Testosterone

Cas:58-22-0

Min.Order:1 Kilogram

FOB Price: $10.0 / 30.0

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

Testosterone

Cas:58-22-0

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Changchun Artel lmport and Export trade company

Product Detail Minimum Order Qty. 10 Gram

High Quality Anabolic Steroid Hormone Testosterone Base for Bodybuilding CAS 58-22-0

Cas:58-22-0

Min.Order:1 Gram

Negotiable

Type:Trading Company

inquiry

Triumph International Development Limilted

Appearance:white or light yellow crystalline powder Storage:Store in a cool,dry place and keep away from direct strong light Package:As customer request Application:Used for research and industrial manufacture. Transportation:By

Testosterone 58-22-0

Cas:58-22-0

Min.Order:0 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

HANGZHOU YUNUO CHEMICAL CO.,LTD

Superior quality, moderate price & quick delivery. Appearance:white crystal powder Storage:Stored in cool, dry and ventilation place; Away from fire and heat Package:10g/bag,or as your request Application:Used as Pharmaceutical Intermediates Tr

Testosterone

Cas:58-22-0

Min.Order:1 Gram

Negotiable

Type:Trading Company

inquiry

Tianjin Kind Pharma Co., Ltd.

Factory direct sales, accept customization. Testosterone controls the growth and development of male sex organs and male secondary sex characteristics. It is mainly used in replacement therapy for eunuchism, treatment for male menopause syndrome, an

Testosterone

Cas:58-22-0

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Synthetic route

17β-<(t-butyldimethylsilyl)oxy>androst-4-en-3-one
57711-43-0

17β-<(t-butyldimethylsilyl)oxy>androst-4-en-3-one

testosterone
58-22-0

testosterone

Conditions
ConditionsYield
With aniline-terephthalaldehyde resin p-toluenesulfonic acid salt In methanol at 20℃; for 32h;100%
With high p-toluenesulfonate content diphenylamine and terephthalaldehyde resin In methanol at 20℃; for 32h;100%
With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile for 7h; Ambient temperature;92%
With lithium tetrafluoroborate In dichloromethane; acetonitrile78%
(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-17-((tetrahydrofuran-2-yl)oxy)-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one
4126-29-8

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

testosterone
58-22-0

testosterone

Conditions
ConditionsYield
With toluene-4-sulfonic acid In ethanol for 1h; Ambient temperature;100%
3,3-(ethylenedioxy)-5-androsten-17β-ol
975-57-5

3,3-(ethylenedioxy)-5-androsten-17β-ol

testosterone
58-22-0

testosterone

Conditions
ConditionsYield
With sulfuric acid; water; silica gel In toluene for 0.5h;98%
With hydrogenchloride In methanol at 20℃; for 1h;94%
With silica gel; copper(II) sulfate In chloroform for 3h; Heating;82%
Edukt 1: aus Androst-4-en-3,17-dion;
Multi-step reaction with 5 steps
1: 90 percent / CrO3*(pyridine)2 / CH2Cl2 / 12 h / Ambient temperature
2: 1.) diisopropylamine, n-BuLi / 1.) THF, -78 deg C, 15 min
3: LiAlH4 / diethyl ether / 2 h / -15 °C
4: p-toluenesulfonic acid / acetone / 2 h / Heating
5: 39 percent / triphenyltin hydride / toluene / 2 h / Heating
View Scheme
(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-17-((triethylsilyl)oxy)-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one
61014-73-1

(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-17-((triethylsilyl)oxy)-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one

testosterone
58-22-0

testosterone

Conditions
ConditionsYield
With aniline-terephthalaldehyde resin p-toluenesulfonic acid salt In methanol at 20℃; for 0.25h;98%
With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone In tetrahydrofuran for 1h; Ambient temperature;95%
With high p-toluenesulfonate content diphenylamine and terephthalaldehyde resin In methanol at 20℃; for 0.25h;90%
17β-(methoxymethoxy)androst-4-en-3-one
26341-28-6

17β-(methoxymethoxy)androst-4-en-3-one

testosterone
58-22-0

testosterone

Conditions
ConditionsYield
With boron trifluoride diethyl etherate; ethanethiol In dichloromethane for 0.5h; Ambient temperature;96%
testosterone acetate
1045-69-8

testosterone acetate

testosterone
58-22-0

testosterone

Conditions
ConditionsYield
With copper dichloride In methanol; water for 20h; Heating;95%
With bis(tri-n-butyltin)oxide In toluene at 110℃; for 27h;59%
With potassium hydroxide
17β-(2'-tetrahydropyranyloxy)androst-4-en-3-one
516-63-2

17β-(2'-tetrahydropyranyloxy)androst-4-en-3-one

testosterone
58-22-0

testosterone

Conditions
ConditionsYield
bis(trimethylsilyl)sulphate In methanol; 1,2-dichloro-ethane for 1h; Ambient temperature;95%
With aniline-terephthalaldehyde resin p-toluenesulfonic acid salt In methanol at 20℃; for 8h;92%
With high p-toluenesulfonate content diphenylamine and terephthalaldehyde resin In methanol at 20℃; for 3h;90%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In methanol; water for 7h; Ambient temperature;87%
17β-hydroxy-4ξ,5-oxido-5ξ-androstan-3-one
51154-10-0

17β-hydroxy-4ξ,5-oxido-5ξ-androstan-3-one

testosterone
58-22-0

testosterone

Conditions
ConditionsYield
With Amberlyst 15; sodium iodide In acetone at 20℃; for 6h; deoxygenation;95%
17β-benzyloxy-testosterone
20860-15-5

17β-benzyloxy-testosterone

testosterone
58-22-0

testosterone

Conditions
ConditionsYield
With dimethylsulfide; boron trifluoride diethyl etherate In dichloromethane at 30℃; for 19h;94.4%
Multi-step reaction with 2 steps
1: 84.5 percent / EtSH, boron trifluoride etherate / CH2Cl2 / 18 h / 30 °C
2: 83.3 percent / 5percent HCl / H2O; acetone / 1 h / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: 84.5 percent / boron trifluoride etherate / CH2Cl2 / 18 h / 30 °C
2: 83.3 percent / 5percent HCl / H2O; acetone / 1 h / Ambient temperature
View Scheme
Androstenedione
63-05-8

Androstenedione

testosterone
58-22-0

testosterone

Conditions
ConditionsYield
With zygowilliopsis sp. WY7905 In aq. phosphate buffer at 30℃; for 24h; pH=8; Enzymatic reaction; stereoselective reaction;93%
With potassium borohydride In tetrahydrofuran; dichloromethane; water at -10 - -5℃; Temperature;93%
With Trichoderma virens In ethanol at 24℃; for 96h; Microbiological reaction;60%
testosterone triflate
159949-15-2

testosterone triflate

testosterone
58-22-0

testosterone

Conditions
ConditionsYield
With 18-crown-6 ether; cesium acetate In benzene for 2h; Product distribution; Heating;92%
Conditions
ConditionsYield
With palladium 10% on activated carbon; ammonium formate In butan-1-ol at 113 - 116℃; for 8h; Inert atmosphere;91.9%
17β-(3-methyl-2-butenyloxy)androst-4-en-3-one

17β-(3-methyl-2-butenyloxy)androst-4-en-3-one

testosterone
58-22-0

testosterone

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane; water at 20℃; for 0.75h;89%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane for 0.75h;89%
17β-hydroxy-4β,5-epoxy-5β-androstan-3-one
2189-83-5

17β-hydroxy-4β,5-epoxy-5β-androstan-3-one

A

testosterone
58-22-0

testosterone

B

5β,17β-dihydroxyandrostan-3-one
121145-41-3

5β,17β-dihydroxyandrostan-3-one

Conditions
ConditionsYield
With acetic acid; sodium phenylseleno(triethyl)borate In ethanol at 20℃; for 0.166667h; Reduction; dehydration;A 6%
B 88%
4-androstenediol
1156-92-9

4-androstenediol

testosterone
58-22-0

testosterone

Conditions
ConditionsYield
With 3,5-dimethyl-1H-pyrazole; pyridinium chlorochromate In dichloromethane at 2 - 3℃; for 0.5h;87%
With trimethylamine-N-oxide; CHDFe-(CO)3 In acetone at 20℃; for 10h;76%
With C10H16NO5; potassium carbonate; bis-[(trifluoroacetoxy)iodo]benzene In dichloromethane at -15℃; for 4h; chemoselective reaction;85%Spectr.
testosterone 2-(prenyloxymethyl)benzoate
850848-14-5

testosterone 2-(prenyloxymethyl)benzoate

testosterone
58-22-0

testosterone

Conditions
ConditionsYield
Stage #1: testosterone 2-(prenyloxymethyl)benzoate With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane; water at 20℃; for 6h;
Stage #2: With ytterbium(III) triflate In dichloromethane at 20℃; for 3h;
87%
Multi-step reaction with 2 steps
1: DDQ / CH2Cl2; H2O / 6 h / 20 °C
2: Yb(OTf)3*H2O / CH2Cl2 / 7 h / 20 °C
View Scheme
17β-methoxy-4-androsten-3-one
13990-32-4

17β-methoxy-4-androsten-3-one

testosterone
58-22-0

testosterone

Conditions
ConditionsYield
With aluminium trichloride; sodium iodide In acetonitrile for 5h; Ambient temperature;86%
(+)-(8R,9S,10R,13S,14S,17S)-17-t-Butoxy-4-androsten-3-one
1852-99-9

(+)-(8R,9S,10R,13S,14S,17S)-17-t-Butoxy-4-androsten-3-one

testosterone
58-22-0

testosterone

Conditions
ConditionsYield
With trifluoroacetic acid86%
With trifluoroacetic acid for 1.16667h; Ambient temperature;86%
17β-benzyloxy-testosterone
20860-15-5

17β-benzyloxy-testosterone

A

testosterone
58-22-0

testosterone

B

(8R,9S,10R,13S,14S,17S)-3-Ethylsulfanyl-10,13-dimethyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol
77503-09-4

(8R,9S,10R,13S,14S,17S)-3-Ethylsulfanyl-10,13-dimethyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol

Conditions
ConditionsYield
With boron trifluoride diethyl etherate; ethanethiol In dichloromethane at 30℃; for 18h;A 11.2%
B 84.5%
17β-benzyloxy-testosterone
20860-15-5

17β-benzyloxy-testosterone

ethanethiol
75-08-1

ethanethiol

A

testosterone
58-22-0

testosterone

B

(8R,9S,10R,13S,14S,17S)-3-Ethylsulfanyl-10,13-dimethyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol
77503-09-4

(8R,9S,10R,13S,14S,17S)-3-Ethylsulfanyl-10,13-dimethyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 30℃; for 18h;A 11.2%
B 84.5%
(8R,9S,10R,13S,14S,17S)-3-Ethylsulfanyl-10,13-dimethyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol
77503-09-4

(8R,9S,10R,13S,14S,17S)-3-Ethylsulfanyl-10,13-dimethyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol

testosterone
58-22-0

testosterone

Conditions
ConditionsYield
With hydrogenchloride In water; acetone for 1h; Ambient temperature;83.3%
(8R,9S,10R,13S,14S)-3-Ethoxy-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-ol
26614-48-2

(8R,9S,10R,13S,14S)-3-Ethoxy-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-ol

testosterone
58-22-0

testosterone

Conditions
ConditionsYield
With trifluoroacetic acid In ethanol at 40 - 45℃; Reagent/catalyst; Solvent; Green chemistry;82.8%
(8R,9S,10R,13S,14S,17R)-3-Methoxy-10,13-dimethyl-17-((E)-3-trimethylsilanyl-allyl)-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-ol
74137-34-1

(8R,9S,10R,13S,14S,17R)-3-Methoxy-10,13-dimethyl-17-((E)-3-trimethylsilanyl-allyl)-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-ol

A

testosterone
58-22-0

testosterone

B

17β-hydroxy-17α-(trimethylsilylprop-2-enyl)androst-4-en-3-one
74137-32-9

17β-hydroxy-17α-(trimethylsilylprop-2-enyl)androst-4-en-3-one

Conditions
ConditionsYield
With acidA 1%
B 82%
(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[α]phenanthrene-3,17-diol
81176-75-2

(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[α]phenanthrene-3,17-diol

testosterone
58-22-0

testosterone

Conditions
ConditionsYield
With nitrobenzene; palladium on activated charcoal In acetonitrile at 80℃; for 72h;82%
With tert.-butylhydroperoxide; Rh2(Msip)4; sodium hydrogencarbonate In dichloromethane; water at 40℃; for 24h; Sealed tube; chemoselective reaction;78%
des-A-17β-t-butyldimethylsilyloxy-10-(3',3'-dioxyethylene butyl)androstan-5-one

des-A-17β-t-butyldimethylsilyloxy-10-(3',3'-dioxyethylene butyl)androstan-5-one

testosterone
58-22-0

testosterone

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane for 5h; Heating;77.86%
Androstenedione
63-05-8

Androstenedione

A

testosterone
58-22-0

testosterone

B

(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[α]phenanthrene-3,17-diol
81176-75-2

(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[α]phenanthrene-3,17-diol

Conditions
ConditionsYield
With sodium tetrahydroborate In diethyl ether at 20℃; for 2h;A 70%
B 30%
(8R,9S,10R,13S,14S,17S)-6-[1,3]Dithian-2-yl-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one
79761-67-4

(8R,9S,10R,13S,14S,17S)-6-[1,3]Dithian-2-yl-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one

testosterone
58-22-0

testosterone

Conditions
ConditionsYield
With W-2 Raney nickel In acetone at 20℃; for 4h;60%
3-oxo-androst-4-en-17β-yl Se-phenyl selenocarbonate
76920-41-7

3-oxo-androst-4-en-17β-yl Se-phenyl selenocarbonate

A

testosterone
58-22-0

testosterone

B

4-androsten-3-one
2872-90-4

4-androsten-3-one

C

3-oxo-androst-4-en-17β-yl-methyl formate
3129-42-8

3-oxo-androst-4-en-17β-yl-methyl formate

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In benzene at 80℃;A 29%
B 7%
C 59%
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In xylene at 144℃;A 23%
B 54%
C 21%
testosterone heptanoate
315-37-7

testosterone heptanoate

A

testosterone
58-22-0

testosterone

B

Androstenedione
63-05-8

Androstenedione

Conditions
ConditionsYield
With Fusarium fujikuroi PTCC 5144 In ethanol; water at 26℃; for 312h; Reagent/catalyst; Microbiological reaction;A 20%
B 17%
C 59%
testosterone
58-22-0

testosterone

Androstenedione
63-05-8

Androstenedione

Conditions
ConditionsYield
With Jones reagent In acetone at 0℃; Jones Oxidation;100%
With oxygen; nitrosonium tetrafluoroborate In dichloromethane at 20℃; for 4h;99%
With N-chloro-succinimide; dodecyl methyl sulfide; triethylamine In toluene at -40℃; for 16h; Corey-Kim oxidation;97%
testosterone
58-22-0

testosterone

acetic anhydride
108-24-7

acetic anhydride

testosterone acetate
1045-69-8

testosterone acetate

Conditions
ConditionsYield
With pyridine; dmap at 20℃; for 24h; Inert atmosphere;100%
With pyridine at 0 - 20℃;99%
With copper(II) bis(trifluoromethanesulfonate) In dichloromethane at 20℃; for 3h;92%
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

testosterone
58-22-0

testosterone

17β-(2'-tetrahydropyranyloxy)androst-4-en-3-one
516-63-2

17β-(2'-tetrahydropyranyloxy)androst-4-en-3-one

Conditions
ConditionsYield
bis(trimethylsilyl)sulphate In dichloromethane; 1,2-dichloro-ethane at 0℃; for 0.333333h;100%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane for 6h; Ambient temperature;100%
With aniline-terephthalaldehyde resin p-toluenesulfonic acid salt In acetonitrile at 20℃; for 24h;100%
testosterone
58-22-0

testosterone

acetic anhydride
108-24-7

acetic anhydride

(17β)-androsta-3,5-diene-3,17-diol diacetate
123880-21-7

(17β)-androsta-3,5-diene-3,17-diol diacetate

Conditions
ConditionsYield
With chloro-trimethyl-silane; sodium iodide100%
testosterone
58-22-0

testosterone

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

17β-<(t-butyldimethylsilyl)oxy>androst-4-en-3-one
57711-43-0

17β-<(t-butyldimethylsilyl)oxy>androst-4-en-3-one

Conditions
ConditionsYield
N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 1.5h; Ambient temperature;100%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 18h;95%
With 1H-imidazole In N,N-dimethyl-formamide for 18h; Ambient temperature;93%
monochloromethanesulfonyl chloride
3518-65-8

monochloromethanesulfonyl chloride

testosterone
58-22-0

testosterone

Chloro-methanesulfonic acid (8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester
182243-71-6

Chloro-methanesulfonic acid (8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions
ConditionsYield
With pyridine at 0 - 20℃; for 0.25h;100%
With pyridine at 0℃; Substitution;
testosterone
58-22-0

testosterone

androst-4-en-17β-ol-3-one-[2,2,4,6,6-D5]
21002-80-2

androst-4-en-17β-ol-3-one-[2,2,4,6,6-D5]

Conditions
ConditionsYield
With [D]-sodium hydroxide; deuteromethanol; water-d2 at 120℃; for 0.0166667h; Inert atmosphere; Microwave irradiation;100%
testosterone
58-22-0

testosterone

trimethyl-[2-oxo-2-[[rac-(1S)-5-[(2-aminooxyacetyl)amino]-1-[(2-methyltetrazol-5-yl)methylcarbamoyl]pentyl]amino]ethyl]ammonium 2,2,2-trifluoroacetic acid salt

trimethyl-[2-oxo-2-[[rac-(1S)-5-[(2-aminooxyacetyl)amino]-1-[(2-methyltetrazol-5-yl)methylcarbamoyl]pentyl]amino]ethyl]ammonium 2,2,2-trifluoroacetic acid salt

C35H58N9O5(1+)

C35H58N9O5(1+)

Conditions
ConditionsYield
With acetic acid In methanol at 45℃; for 2h;100%
testosterone
58-22-0

testosterone

trans-4-butylcyclohexane carboxylic acid
71101-89-8

trans-4-butylcyclohexane carboxylic acid

A

testosterone ester

testosterone ester

B

testosterone trans-4-n-butylcyclohexanecarboxylate
105165-22-8

testosterone trans-4-n-butylcyclohexanecarboxylate

Conditions
ConditionsYield
With trifluoroacetic anhydride In ethanol; dichloromethane; waterA n/a
B 99.1%
testosterone
58-22-0

testosterone

2-oxocyclopentane-1-carboxylic acid
50882-16-1

2-oxocyclopentane-1-carboxylic acid

17-(5-Oxocyclopentylcarbonyloxy)-Δ4-androstene-3-one
134512-90-6

17-(5-Oxocyclopentylcarbonyloxy)-Δ4-androstene-3-one

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃;99%
testosterone
58-22-0

testosterone

O-(3-carboxy-propyl)hydroxylamine hydrochloride
3106-67-0

O-(3-carboxy-propyl)hydroxylamine hydrochloride

4-[(8R,9S,10R,13S,14S,17S)-17-Hydroxy-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-(3Z)-ylideneaminooxy]-butyric acid

4-[(8R,9S,10R,13S,14S,17S)-17-Hydroxy-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-(3Z)-ylideneaminooxy]-butyric acid

Conditions
ConditionsYield
With pyridine at 60℃; for 2.5h;99%
testosterone
58-22-0

testosterone

(2S,3S,4S)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-6-phenylsulfanyl-tetrahydro-pyran

(2S,3S,4S)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-6-phenylsulfanyl-tetrahydro-pyran

(8R,9S,10R,13S,14S,17S)-17-[(4S,5S,6S)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one

(8R,9S,10R,13S,14S,17S)-17-[(4S,5S,6S)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one

Conditions
ConditionsYield
Stage #1: testosterone; (2S,3S,4S)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-6-phenylsulfanyl-tetrahydro-pyran With 4 A molecular sieve; Selectfluor In acetonitrile at 0℃;
Stage #2: With Amberlyst A-21 In acetonitrile
Stage #3: With trimethylammoniomethyl-polymer borohydride In isopropyl alcohol at 20℃;
99%
testosterone
58-22-0

testosterone

testololactone
4416-57-3

testololactone

Conditions
ConditionsYield
With Penicillium notatum KCH 904 In water; acetone at 27℃; for 72h; Enzymatic reaction;98%
With Aspergillus tamarii MRC 72400 In N,N-dimethyl-formamide at 24℃; for 120h; Baeyer-Villiger oxidation; Microbiological reaction;58%
With Aspergillus oryzae
Multi-step reaction with 2 steps
1: Penicillium simplicissimum WY134-2; Tween 80 / aq. buffer / 24 h / 30 °C / pH 8 / Enzymatic reaction
2: aq. buffer / 24 h / 40 °C / pH 1
View Scheme
With penicillium vinaceum AM110 for 48h; Enzymatic reaction;100 %Chromat.
testosterone
58-22-0

testosterone

testolactone
968-93-4

testolactone

Conditions
ConditionsYield
With Fusarium oxysporum SC1301 In dimethyl sulfoxide at 30℃; for 15h;98%
With cultures of cylindrocarpone radicola
testosterone
58-22-0

testosterone

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

Methanesulfonic acid (8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Methanesulfonic acid (8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions
ConditionsYield
With pyridine at 0 - 20℃; for 1h;98%
With pyridine at 0℃; Substitution;
testosterone
58-22-0

testosterone

acetyl chloride
75-36-5

acetyl chloride

testosterone acetate
1045-69-8

testosterone acetate

Conditions
ConditionsYield
With potassium fluoride on basic alumina In toluene for 2.5h;98%
With pyridine; acetic anhydride for 4h; Reflux;96%
With immobilized p-toluenesulfonic acid polymer bound macroporous In neat (no solvent) at 100℃; for 0.0416667h; Microwave irradiation; Sealed tube; Green chemistry;33%
With pyridine; acetic anhydride for 4h; Reflux;
testosterone
58-22-0

testosterone

thiophenyl 2-deoxy-3,4,6-tri-O-acetyl-D-glucopyranoside
151767-37-2

thiophenyl 2-deoxy-3,4,6-tri-O-acetyl-D-glucopyranoside

Acetic acid (2R,3S,4R)-3-acetoxy-2-acetoxymethyl-6-((8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yloxy)-tetrahydro-pyran-4-yl ester

Acetic acid (2R,3S,4R)-3-acetoxy-2-acetoxymethyl-6-((8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yloxy)-tetrahydro-pyran-4-yl ester

Conditions
ConditionsYield
Stage #1: testosterone; thiophenyl 2-deoxy-3,4,6-tri-O-acetyl-D-glucopyranoside With 4 A molecular sieve; Selectfluor In acetonitrile at 0℃;
Stage #2: With Amberlyst A-21 In acetonitrile
Stage #3: With trimethylammoniomethyl-polymer borohydride In isopropyl alcohol at 20℃;
98%
testosterone
58-22-0

testosterone

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

17β-(methoxymethoxy)androst-4-en-3-one
26341-28-6

17β-(methoxymethoxy)androst-4-en-3-one

Conditions
ConditionsYield
With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 14h;98%
testosterone
58-22-0

testosterone

acetyl 4-O-benzoyl-3-O-tert-butyldimethylsilyl-2,6-dideoxy-2-iodo-α-D-manno-hexopyranose
381727-32-8

acetyl 4-O-benzoyl-3-O-tert-butyldimethylsilyl-2,6-dideoxy-2-iodo-α-D-manno-hexopyranose

testosteryl 4-O-benzoyl-3-O-tert-butyldimethylsilyl-2,6-dideoxy-2-iodo-α-D-manno-hexopyranoside

testosteryl 4-O-benzoyl-3-O-tert-butyldimethylsilyl-2,6-dideoxy-2-iodo-α-D-manno-hexopyranoside

Conditions
ConditionsYield
With polystyrene-bound silyl triflate In diethyl ether at -50℃; for 3h;97.1%
testosterone
58-22-0

testosterone

Nα-<1,2-bis(p-methoxyphenyl)butyl>-α-aminoacetohydrazide
77579-59-0

Nα-<1,2-bis(p-methoxyphenyl)butyl>-α-aminoacetohydrazide

[1,2-Bis-(4-methoxy-phenyl)-butylamino]-acetic acid [(8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-(3E)-ylidene]-hydrazide
77579-63-6

[1,2-Bis-(4-methoxy-phenyl)-butylamino]-acetic acid [(8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-(3E)-ylidene]-hydrazide

Conditions
ConditionsYield
With acetic acid In ethanol Heating;97%
trimethylsilyl formate
18243-21-5

trimethylsilyl formate

testosterone
58-22-0

testosterone

testosteroxytrimethylsilane
5055-42-5

testosteroxytrimethylsilane

Conditions
ConditionsYield
With [Ru(κ1-OAc)(κ2-OAc)(κ3-1,1,1-tris(diphenylphosphinomethyl)ethane)] In acetonitrile at 70℃; for 1h; Inert atmosphere; Schlenk technique;97%
With tris(2-diphenylphosphinoethyl)phosphine; iron(II) acetate In dichloromethane for 2h; Glovebox; Inert atmosphere; Heating;92%
succinic acid anhydride
108-30-5

succinic acid anhydride

testosterone
58-22-0

testosterone

3-(3-oxo-4-androsten-17β-oxycarbonyl)propionic acid
521-15-3

3-(3-oxo-4-androsten-17β-oxycarbonyl)propionic acid

Conditions
ConditionsYield
With pyridine at 230℃; for 0.333333h; Sealed tube; Microwave irradiation;96%
With dmap In tetrahydrofuran for 16h; Heating;90%
With pyridine at 125℃;
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

testosterone
58-22-0

testosterone

testosteroxytrimethylsilane
5055-42-5

testosteroxytrimethylsilane

Conditions
ConditionsYield
With pyridine In benzene 1.) room temperature, 1 h, 2.) 80 deg C, 2 h;96%
With Aliquat 336; potassium carbonate In Petroleum ether at 60℃; for 4h;63%
n-dodecanoyl chloride
112-16-3

n-dodecanoyl chloride

testosterone
58-22-0

testosterone

3-oxoandrost-4-en-17β-yl dodecanoate
59232-78-9

3-oxoandrost-4-en-17β-yl dodecanoate

Conditions
ConditionsYield
With immobilized p-toluenesulfonic acid polymer bound macroporous In neat (no solvent) at 100℃; for 0.0416667h; Microwave irradiation; Sealed tube; Green chemistry;96%
With pyridine Ambient temperature;94%
4-pentynoic acid
6089-09-4

4-pentynoic acid

testosterone
58-22-0

testosterone

Pent-4-ynoic acid (8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester
220630-04-6

Pent-4-ynoic acid (8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃;96%
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