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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 quantiti

High purity 3,20-Dioxopregna-1,4,9(11),16-tetraen-21-yl acetate 98% TOP1 supplier in China

Cas:37413-91-5

Min.Order:100 Gram

Negotiable

Type:Lab/Research institutions

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HANWAYS CHEMPHARM CO.,LIMITED

We are concentrating on APIs and pharmaceutical intermediates. It is made obtainable from us at the most reasonable rate. Our Service: 1. Rich experience: Our company is a professional production leading factory in China in pharmaceutical are

1,4,9(11),16-Pregnatetraene-21-ol-3,20-dione-17-acetate CAS 37413-91-5

Cas:37413-91-5

Min.Order:1 Kilogram

FOB Price: $4.8 / 5.0

Type:Trading Company

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Wuhan Zenuo Biological Medicine Technology Co Ltd

Product Name: 3,20-Dioxopregna-1,4,9(11),16-tetraen-21-yl acetate Synonyms: Pregna-1,4,9(11),16-tetraen-21-ol-3,20-dione 21-acetate;21-Acetoxypregna-1,4,9(11),16-tetrene-3,20-dione;3,20-Dioxopregna-1,4,9(11),16-tetrene-21-ol acetate;21-(Acetylox

Wuhan Fortuna Chemical Co.,Ltd

21-(Acetyloxy)-pregna-1,4,9(11),16-tetraene-3,20-dione Cas 37413-91-5 Company profile Wuhan Fortuna Chemical Co.,Ltd established in 2006, is a big integrative chemical enterprise being engaged in Pharmaceutical & its intermediates, Food/Feed

21-(Acetyloxy)-pregna-1,4,9(11),16-tetraene-3,20-dione Cas 37413-91-5

Cas:37413-91-5

Min.Order:10 Kilogram

FOB Price: $10.0

Type:Trading Company

inquiry

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

Hangzhou Dingyan Chem Co., Ltd

Items Standard Result Assay 98%min -----------------------------------------------------------------------------------------------

High purity 21-Hydroxypregna-1,4,9(11),16-tetraene-3,20-dione 21-acetate CAS:37413-91-5

Cas:37413-91-5

Min.Order:1 Gram

FOB Price: $100.0 / 500.0

Type:Manufacturers

inquiry

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

21-Hydroxypregna-1,4,9(11)-16-tetraene-3,20-dione 21-acetate

Cas:37413-91-5

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

inquiry

Henan Tianfu Chemical Co., Ltd.

Our company was built in 2009 with an ISO certificate.In the past 6 years, we have grown up as a famous fine chemicals supplier in China and we had established stable business relationships with Samsung,LG,Merck,Thermo Fisher Scientific and so on.O

37413-91-5 3,20-Dioxopregna-1,4,9(11),16-tetraen-21-yl acetate

Cas:37413-91-5

Min.Order:1 Kilogram

FOB Price: $1000.0

Type:Lab/Research institutions

inquiry

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

Tetraene Acetate CAS 37413-91-5

Cas:37413-91-5

Min.Order:1 Gram

FOB Price: $6.0 / 9.0

Type:Trading Company

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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

Factory direct supply CAS 37413-91-5 with best quality

Cas:37413-91-5

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

inquiry

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

3,20-Dioxopregna-1,4,9(11),16-tetraen-21-yl acetate

Cas:37413-91-5

Min.Order:1 Gram

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

Pregna-1,4,9(11),16-tetraene-3,20-dione,21-(acetyloxy)-

Cas:37413-91-5

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

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

Pregna-1,4,9(11),16-tetraene-3,20-dione,21-(acetyloxy)- 37413-91-5

Cas:37413-91-5

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Shanghai Minstar Chemical Co., Ltd

Product Name: 3,20-Dioxopregna-1,4,9(11),16-tetraen-21-yl acetate Synonyms: Pregna-1,4,9(11),16-tetraen-21-ol-3,20-dione 21-acetate;21-Acetoxypregna-1,4,9(11),16-tetrene-3,20-dione;3,20-Dioxopregna-1,4,9(11),16-tetrene-21-ol acetate;21-(Acetylo

Tetraene Acetate

Cas:37413-91-5

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Qingdao Beluga Import and Export Co., LTD

Beluga chemical professional supply 21-Acetoxypregna-1,4,9(11),16-tetraene-3,20-dione CAS 37413-91-5 Why choose Beluga chemical 1. Beluga Chemical has a professional RESEARCH and development team and strong technical force to ensure technical sup

21-Acetoxypregna-1,4,9(11),16-tetraene-3,20-dione CAS 37413-91-5

Cas:37413-91-5

Min.Order:1 Gram

Negotiable

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

CAS NO.:37413-91-5

Cas:37413-91-5

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou Keyingchem Co.,Ltd

Hangzhou KeyingChem Co., Ltd. exported this product to many countries and regions at best price. If you are looking for the material’s manufacturer or supplier in China, KeyingChem is your best choice. Pls contact with us freely for getting det

3,20-Dioxopregna-1,4,9(11),16-tetraen-21-yl acetate

Cas:37413-91-5

Min.Order:0 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

Afine Chemicals Limited

Company Introduction 1. Established in 2005, with two independent business divisions: Fine chemicals division; Pharmaceutical division. 2. Main product: Optical brightener Textile auxiliary Dye stuff Pigments

37413-91-5

Cas:37413-91-5

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

SHANGHAI T&W PHARMACEUTICAL CO., LTD.

A substitute for perfluorooctanoic acid, mainly used as a surfactant, dispersant, additive, etc Appearance:White solid or Colorless liquid Purity:99.3 % We will ship the goods in a timely manner as required We can provide relevant documents acc

3TR(tetraene acetate)

Cas:37413-91-5

Min.Order:4 Kilogram

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

High quality Tetraene Acetate supplier in China

Cas:37413-91-5

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

inquiry

HANGZHOU YUNUO CHEMICAL CO.,LTD

Superior quality, moderate price & quick delivery. Appearance:white crystalline powder Storage:Stored in cool, dry and ventilation place; Away from fire and heat Package:25kg/drum, or as per your request. Application:For medicine , pesticid

3,20-Dioxopregna-1,4,9(11),16-tetraen-21-yl acetate

Cas:37413-91-5

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

inquiry

TaiChem Taizhou Limited

Established in May 2015, TaiChem Ltd. is initially invested by a British research and development company and started by PhDs back from aboard. The company is registered in China Medical City (CMC), Taizhou, Jiangsu Province, and the production site

3,20-Dioxopregna-1,4,9(11),16-tetraen-21-yl acetate

Cas:37413-91-5

Min.Order:10 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Siwei Development Group Ltd.

Product name: Tetraene Acetate CAS No.:37413-91-5 Molecule Formula:C23H26O4 Molecule Weight:366.45 Purity: 99.0% Package: 25kg/drum Description:White crystalline powder Manufacture Standards:Enterprise Standard TESTING ITEMS

High Quality Tetraene Acetate on stock

Cas:37413-91-5

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Zibo Dorne chemical technology co. LTD

Product Details Grade: pharmaceutical grade Purity:99%+ ProductionCapacity: 1000 Kilogram/Month Scope of use: For scientific research only(The product must be used legally) Our Advantage 1. Best quality with competitive price. 2. Quick shipping,

3,20-Dioxopregna-1,4,9(11),16-tetraen-21-yl acetate

Cas:37413-91-5

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Jiangsu Qianyu Molecular Technology Co., LTD.

Our Advantages A. International Top level TechnologyOur company owned biomedicine experts are famous at home and abroad with rich experience in research and development in the field of efficient chiral functional molecules research and development an

Factory Sells3,20-Dioxopregna-1,4,9(11),16-tetraen-21-yl acetate

Cas:37413-91-5

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Xiamen Jenny Chemical Technology Co., Ltd.

GMP standard, high purity, competitive price, in stock 1. Quick Response: within 6 hours after receiving your email. 2. Quality Guarantee: All products are strictly tested by our QC, confirmed by QA, and approved by a third-party lab in China, USA,

TetraeneAcetate

Cas:37413-91-5

Min.Order:1 Milligram

Negotiable

Type:Trading Company

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

High purity 3,20-Dioxopregna-1,4,9(11),16-tetraen-21-yl acetate 98% TOP1 supplier CAS NO.37413-91-5

Cas:37413-91-5

Min.Order:1 Kilogram

FOB Price: $18.0 / 20.0

Type:Trading Company

inquiry

TAIZHOU ZHENYU BIOTECHNOLOGY CO., LTD

Zhenyu biotech exported this product to many countries and regions at best price. if you are looking for the material's manufacturer or supplier in china, zhenyu biotech is your best choice. pls contact with us freely for getting detailed

3,20-Dioxopregna-1,4,9(11),16-tetraen-21-yl acetate

Cas:37413-91-5

Min.Order:1 Kilogram

FOB Price: $2.0

Type:Lab/Research institutions

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

High purity 3,20-Dioxopregna-1,4,9(11),16-tetraen-21-yl acetate 98% TOP1 supplier CAS NO.37413-91-5

Cas:37413-91-5

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Shanghai Send Pharmaceutical Technology Co., Ltd.

stock,low price,high quality,high purity,good sevice Appearance:37413-91-5 Storage:Preserve In Well-Closed, Light-Resistant and Tight Containers. Store In Cool & Dry Place Package:1g,5g,10g,1kg,5kg...more Application:R&D Transportation:by land,by a

21-Acetoxypregna-1,4,9(11),16-tetraene-3,20-dione

Cas:37413-91-5

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Synthetic route

pregna-1,4,9(11)-triene-17α,21-diol-3,20-dione 21-acetate
4380-55-6

pregna-1,4,9(11)-triene-17α,21-diol-3,20-dione 21-acetate

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

Conditions
ConditionsYield
Stage #1: pregna-1,4,9(11)-triene-17α,21-diol-3,20-dione 21-acetate With pyridine; N-chloro-succinimide at -15℃; for 1h; Inert atmosphere;
Stage #2: With sulfur dioxide at -10℃; for 0.5h; Inert atmosphere;
98.8%
prednisolone 21-acetate
52-21-1

prednisolone 21-acetate

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

Conditions
ConditionsYield
Stage #1: prednisolone 21-acetate With pyridine; N-chloro-succinimide at -15 - 20℃; for 0.416667h; Inert atmosphere;
Stage #2: With sulfur dioxide for 1h; Inert atmosphere;
83.5%
prednisolone 21-acetate
52-21-1

prednisolone 21-acetate

A

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

B

pregna-1,4,9(11)-triene-17α,21-diol-3,20-dione 21-acetate
4380-55-6

pregna-1,4,9(11)-triene-17α,21-diol-3,20-dione 21-acetate

C

2-((10S)-10,17-dimethyl-3-oxo-6,7,8,10,12,15,16,17-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

2-((10S)-10,17-dimethyl-3-oxo-6,7,8,10,12,15,16,17-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

D

C46H54O11S

C46H54O11S

Conditions
ConditionsYield
With pyridine; thionyl chloride In N,N-dimethyl-formamide at 20℃; Reagent/catalyst; Temperature;A 50%
B n/a
C n/a
D n/a
21-acetoxy-pregna-4,9(11),16-triene-3,20-dinone
23460-76-6

21-acetoxy-pregna-4,9(11),16-triene-3,20-dinone

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

Conditions
ConditionsYield
With selenium(IV) oxide; tert-butyl alcohol
With pyridine; selenium(IV) oxide In tert-butyl alcohol for 24h; Reflux; Inert atmosphere;25.27 g
2,4,6-trimethyl-pyridine
108-75-8

2,4,6-trimethyl-pyridine

21-acetoxy-2α-bromo-pregna-4,9(11),16-triene-3,20-dione

21-acetoxy-2α-bromo-pregna-4,9(11),16-triene-3,20-dione

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

prednisolon
50-24-8

prednisolon

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: thionyl chloride / tetrahydrofuran / 0.67 h / 0 °C / Inert atmosphere
1.2: 1.25 h / 5 - 20 °C
2.1: dmap / dichloromethane / 0.5 h / 20 °C / Inert atmosphere
3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 3 h / 60 °C / Inert atmosphere
View Scheme
C21H24O3

C21H24O3

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dmap / dichloromethane / 0.5 h / 20 °C / Inert atmosphere
2: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 3 h / 60 °C / Inert atmosphere
View Scheme
18-hydroxypregnane-1,4,9(11),17-tetraene-3,19-dione-18-acetate

18-hydroxypregnane-1,4,9(11),17-tetraene-3,19-dione-18-acetate

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 60℃; for 3h; Inert atmosphere;1.92 g
With 1,8-diazabicyclo[5.4.0]undec-7-ene at 50℃; for 5h; Inert atmosphere;27.6 g
C23H27BrO4

C23H27BrO4

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

Conditions
ConditionsYield
With potassium acetate; acetic acid In N,N-dimethyl-formamide at 105℃; for 5h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; Large scale;965 g
androsta-1,4,9(11)-triene-3,17-dione
15375-21-0

androsta-1,4,9(11)-triene-3,17-dione

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: potassium hydroxide / tetrahydrofuran; acetone / 2 h / 0 - 40 °C / Inert atmosphere; Large scale
1.2: 15 h / -5 - 5 °C / Large scale
2.1: dmap; triethylamine / dichloromethane / 7 h / Inert atmosphere; Reflux; Large scale
3.1: N-Bromosuccinimide / acetone; tert-butyl alcohol / 2 h / 10 - 20 °C / Large scale
3.2: 1 h / 30 - 35 °C / Inert atmosphere; Large scale
4.1: potassium acetate; acetic acid / N,N-dimethyl-formamide / 5 h / 105 °C / Inert atmosphere; Large scale
View Scheme
17α-ethynyl-17β-hydroxy-1,4,9(11)-trieneandrostan-3-one

17α-ethynyl-17β-hydroxy-1,4,9(11)-trieneandrostan-3-one

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: dmap; triethylamine / dichloromethane / 7 h / Inert atmosphere; Reflux; Large scale
2.1: N-Bromosuccinimide / acetone; tert-butyl alcohol / 2 h / 10 - 20 °C / Large scale
2.2: 1 h / 30 - 35 °C / Inert atmosphere; Large scale
3.1: potassium acetate; acetic acid / N,N-dimethyl-formamide / 5 h / 105 °C / Inert atmosphere; Large scale
View Scheme
androst-4,9(11)-dien-3,17-dione
1035-69-4

androst-4,9(11)-dien-3,17-dione

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: acetone / 0.5 h / 20 °C
2.1: calcium oxide; calcium chloride; iodine / methanol; dichloromethane; water / 1.5 h / 20 °C / Inert atmosphere
3.1: potassium acetate / N,N-dimethyl-formamide / 2 h / 65 °C / Inert atmosphere
3.2: 0.5 h / Inert atmosphere
4.1: toluene-4-sulfonic acid; trifluoroacetic anhydride / dichloromethane / 2.5 h / 20 °C
4.2: 0.25 h
5.1: potassium acetate / dimethyl sulfoxide / 2 h / 80 °C / Inert atmosphere
5.2: 0.5 h / Inert atmosphere
6.1: pyridine; selenium(IV) oxide / tert-butyl alcohol / 24 h / Reflux; Inert atmosphere
View Scheme
9-alpha-hydroxyandrost-4-ene-3,17-dione
560-62-3, 23015-99-8

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

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: diethyl ether / 0.5 h / 20 °C
2.1: calcium oxide; calcium chloride; iodine / methanol; dichloromethane; water / 1.5 h / 20 °C / Inert atmosphere
3.1: potassium acetate / N,N-dimethyl-formamide / 2 h / 65 °C / Inert atmosphere
3.2: 0.5 h / Inert atmosphere
4.1: toluene-4-sulfonic acid; trifluoroacetic anhydride / dichloromethane / 2.5 h / 20 °C
4.2: 0.25 h
5.1: potassium acetate / dimethyl sulfoxide / 2 h / 80 °C / Inert atmosphere
5.2: 0.5 h / Inert atmosphere
6.1: pyridine; selenium(IV) oxide / tert-butyl alcohol / 24 h / Reflux; Inert atmosphere
View Scheme
17α-Hydroxy-21-iodopregna-4,9(11)-diene-3,20-dione
95816-38-9

17α-Hydroxy-21-iodopregna-4,9(11)-diene-3,20-dione

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: potassium acetate / N,N-dimethyl-formamide / 2 h / 65 °C / Inert atmosphere
1.2: 0.5 h / Inert atmosphere
2.1: toluene-4-sulfonic acid; trifluoroacetic anhydride / dichloromethane / 2.5 h / 20 °C
2.2: 0.25 h
3.1: potassium acetate / dimethyl sulfoxide / 2 h / 80 °C / Inert atmosphere
3.2: 0.5 h / Inert atmosphere
4.1: pyridine; selenium(IV) oxide / tert-butyl alcohol / 24 h / Reflux; Inert atmosphere
View Scheme
pregna-4,9(11)-diene-3,20-dione-17-hydroxy-21-methyl
34184-82-2

pregna-4,9(11)-diene-3,20-dione-17-hydroxy-21-methyl

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: calcium oxide; calcium chloride; iodine / methanol; dichloromethane; water / 1.5 h / 20 °C / Inert atmosphere
2.1: potassium acetate / N,N-dimethyl-formamide / 2 h / 65 °C / Inert atmosphere
2.2: 0.5 h / Inert atmosphere
3.1: toluene-4-sulfonic acid; trifluoroacetic anhydride / dichloromethane / 2.5 h / 20 °C
3.2: 0.25 h
4.1: potassium acetate / dimethyl sulfoxide / 2 h / 80 °C / Inert atmosphere
4.2: 0.5 h / Inert atmosphere
5.1: pyridine; selenium(IV) oxide / tert-butyl alcohol / 24 h / Reflux; Inert atmosphere
View Scheme
anecortave
7753-60-8

anecortave

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: toluene-4-sulfonic acid; trifluoroacetic anhydride / dichloromethane / 2.5 h / 20 °C
1.2: 0.25 h
2.1: potassium acetate / dimethyl sulfoxide / 2 h / 80 °C / Inert atmosphere
2.2: 0.5 h / Inert atmosphere
3.1: pyridine; selenium(IV) oxide / tert-butyl alcohol / 24 h / Reflux; Inert atmosphere
View Scheme
pregna-4,9(11)-diene-17α,21-diol-3,20-dione 17,21-diacetate
7780-63-4

pregna-4,9(11)-diene-17α,21-diol-3,20-dione 17,21-diacetate

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: potassium acetate / dimethyl sulfoxide / 2 h / 80 °C / Inert atmosphere
1.2: 0.5 h / Inert atmosphere
2.1: pyridine; selenium(IV) oxide / tert-butyl alcohol / 24 h / Reflux; Inert atmosphere
View Scheme
2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

C24H27BrO6

C24H27BrO6

Conditions
ConditionsYield
Stage #1: 2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate; N,N-dimethyl-formamide With perchloric acid In water at 20 - 27℃; Inert atmosphere;
Stage #2: With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione In water; N,N-dimethyl-formamide at 20 - 35℃; Inert atmosphere;
99%
2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

16α,17α,21-trihydroxypregna-1,4,9(11)-triene-3,20-dione-21-acetate
77017-20-0

16α,17α,21-trihydroxypregna-1,4,9(11)-triene-3,20-dione-21-acetate

Conditions
ConditionsYield
Stage #1: 2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate With formic acid In acetone at -5 - 0℃; for 0.0833333h;
Stage #2: With potassium permanganate In water; acetone at -5 - 0℃; for 0.166667h;
96%
With potassium permanganate
With potassium permanganate; formic acid In water; acetone at -7 - -3℃; for 0.5h; Industrial scale;15 kg
With potassium permanganate; oxalic acid In water; butanone at -5℃; Reagent/catalyst; Solvent; Temperature;50.5 g
2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

C23H26O5

C23H26O5

Conditions
ConditionsYield
Stage #1: 2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate With perchloric acid; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione In water; acetone at -10 - -5℃; for 2h;
Stage #2: With potassium carbonate In water; acetone at -5 - 35℃; for 12h;
96%
Stage #1: 2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate With perchloric acid; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione In acetone at -10 - -5℃;
Stage #2: With potassium carbonate In acetone at 33 - 37℃;
83.36%
2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

C23H28O6

C23H28O6

Conditions
ConditionsYield
With potassium permanganate; formic acid In water; acetone at -5 - 0℃; for 0.5h; Solvent; Temperature; Inert atmosphere;86%
(phenylthio)nitromethane
60595-16-6

(phenylthio)nitromethane

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

Acetic acid 2-[(8S,10S,13S,14S,16R,17S)-10,13-dimethyl-16-(nitro-phenylsulfanyl-methyl)-3-oxo-6,7,8,10,12,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl ester
144602-46-0

Acetic acid 2-[(8S,10S,13S,14S,16R,17S)-10,13-dimethyl-16-(nitro-phenylsulfanyl-methyl)-3-oxo-6,7,8,10,12,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl ester

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran; tert-butyl alcohol Yield given;
2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

methyl-d3-magnesium iodide
41251-37-0

methyl-d3-magnesium iodide

C24H27(2)H3O4

C24H27(2)H3O4

Conditions
ConditionsYield
With methylmagnesium chloride; copper(II) propionate In tetrahydrofuran at -9 - -7℃; for 0.666667h;
2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

<14C>methyl iodide
22092-83-7

<14C>methyl iodide

C23(14)CH30O4

C23(14)CH30O4

Conditions
ConditionsYield
With methylmagnesium chloride; copper(II) propionate In tetrahydrofuran at -9 - -7℃; for 0.666667h;
2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

17α,21-dihydroxy-16β-methyl-1,4,9(11)-pregnatriene-3,20-dione 21-acetate
910-99-6

17α,21-dihydroxy-16β-methyl-1,4,9(11)-pregnatriene-3,20-dione 21-acetate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: DBU / 2-methyl-propan-2-ol; tetrahydrofuran
2: 70 percent / HOAc
3: m-chloroperbenzoic acid
5: 90 percent / Wilkinson catalyst
View Scheme
Multi-step reaction with 5 steps
1: DBU / 2-methyl-propan-2-ol; tetrahydrofuran
2: 70 percent / HOAc
3: 57 percent / m-chloroperbenzoic acid
5: 90 percent / Wilkinson catalyst
View Scheme
2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

Acetic acid 2-((8S,10S,13S,14S,17R)-17-hydroxy-10,13-dimethyl-16-methylene-3-oxo-6,7,8,10,12,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl ester
19683-24-0

Acetic acid 2-((8S,10S,13S,14S,17R)-17-hydroxy-10,13-dimethyl-16-methylene-3-oxo-6,7,8,10,12,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: DBU / 2-methyl-propan-2-ol; tetrahydrofuran
2: 70 percent / HOAc
3: m-chloroperbenzoic acid
View Scheme
Multi-step reaction with 4 steps
1: DBU / 2-methyl-propan-2-ol; tetrahydrofuran
2: 70 percent / HOAc
3: 57 percent / m-chloroperbenzoic acid
View Scheme
2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

Acetic acid 2-[(8S,10S,13S,14S,16R,17S)-16-(bis-phenylsulfanyl-methyl)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl ester
144602-47-1

Acetic acid 2-[(8S,10S,13S,14S,16R,17S)-16-(bis-phenylsulfanyl-methyl)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: DBU / 2-methyl-propan-2-ol; tetrahydrofuran
2: 70 percent / HOAc
View Scheme
2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

Acetic acid 2-[(8S,10S,13S,14S,16R,17S)-16-(benzenesulfinyl-phenylsulfanyl-methyl)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl ester
144602-48-2

Acetic acid 2-[(8S,10S,13S,14S,16R,17S)-16-(benzenesulfinyl-phenylsulfanyl-methyl)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: DBU / 2-methyl-propan-2-ol; tetrahydrofuran
2: 70 percent / HOAc
3: m-chloroperbenzoic acid
View Scheme
2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

Acetic acid 2-[(8S,10S,13S,14S,16R,17S)-16-(bis-benzenesulfinyl-methyl)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl ester
144602-43-7

Acetic acid 2-[(8S,10S,13S,14S,16R,17S)-16-(bis-benzenesulfinyl-methyl)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: DBU / 2-methyl-propan-2-ol; tetrahydrofuran
2: 70 percent / HOAc
3: 57 percent / m-chloroperbenzoic acid
View Scheme
2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

16α,21-diacetoxy-17-hydroxy-pregna-1,4,9(11)-triene-3,20-dione
95943-95-6

16α,21-diacetoxy-17-hydroxy-pregna-1,4,9(11)-triene-3,20-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: KMnO4
View Scheme
2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

9β,11β-epoxy-21-hydroxypregna-1,4,16-triene-3,20-dione 21-acetate
103466-44-0

9β,11β-epoxy-21-hydroxypregna-1,4,16-triene-3,20-dione 21-acetate

Isopropenyl acetate
108-22-5

Isopropenyl acetate

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

3,21-diacetyloxy-pregna-1,3,5,9(11),16-pentaene-20-one
1058744-83-4

3,21-diacetyloxy-pregna-1,3,5,9(11),16-pentaene-20-one

Conditions
ConditionsYield
toluene-4-sulfonic acid In water at 80℃; for 4h;
2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

6α-fluoro-1,4,9,16-tetraenepregna-3,20-dione-21-acetate
2476-74-6

6α-fluoro-1,4,9,16-tetraenepregna-3,20-dione-21-acetate

Conditions
ConditionsYield
With Selectfluor In acetonitrile at -10 - 25℃; for 5h;
2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

methylmagnesium chloride
676-58-4

methylmagnesium chloride

methyl iodide
74-88-4

methyl iodide

2-oxo-2-((8S,10S,13S,14S,16R,17S)-10,13,16,17-tetramethyl-3-oxo-2,3,6,7,8,10,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethyl acetate
1201591-22-1

2-oxo-2-((8S,10S,13S,14S,16R,17S)-10,13,16,17-tetramethyl-3-oxo-2,3,6,7,8,10,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethyl acetate

Conditions
ConditionsYield
Stage #1: 2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate; methylmagnesium chloride; copper(II) propionate In tetrahydrofuran Cooling with acetone-dry ice;
Stage #2: methyl iodide In tetrahydrofuran
2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

methylmagnesium chloride
676-58-4

methylmagnesium chloride

1-(Trimethylsilyl)imidazole
18156-74-6

1-(Trimethylsilyl)imidazole

(Z)-2-((8S,10S,13S,14S,16R)-10,13,16-trimethyl-3-oxo-7,8,12,13,15,16-hexahydro-3H-cyclopenta[a]phenanthren-17(6H,10H,14H)-ylidene)-2-(trimethylsilyloxy)ethyl acetate
1201591-18-5

(Z)-2-((8S,10S,13S,14S,16R)-10,13,16-trimethyl-3-oxo-7,8,12,13,15,16-hexahydro-3H-cyclopenta[a]phenanthren-17(6H,10H,14H)-ylidene)-2-(trimethylsilyloxy)ethyl acetate

Conditions
ConditionsYield
1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; copper(II) propionate In tetrahydrofuran; dichloromethane at -50 - -30℃; Inert atmosphere;
2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

17α,21-dihydroxy-16α-methyl-1,4,9(11)-pregnatriene-3,20-dione 21-acetate
10106-41-9

17α,21-dihydroxy-16α-methyl-1,4,9(11)-pregnatriene-3,20-dione 21-acetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; copper(II) propionate / dichloromethane; tetrahydrofuran / -50 - -30 °C / Inert atmosphere
2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 °C
View Scheme
Multi-step reaction with 2 steps
1.1: dichloromethane; tetrahydrofuran / 3 h / 20 °C / Inert atmosphere
1.2: 3 h / 20 °C / Inert atmosphere
1.3: -50 °C / Inert atmosphere
2.1: acetic acid; peracetic acid / toluene / 0.5 h / -10 °C / Inert atmosphere
View Scheme
2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

(8S,10S,13S,14S,16R,17S)-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,10,12,13,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3(2H)-one
111669-38-6

(8S,10S,13S,14S,16R,17S)-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,10,12,13,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3(2H)-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; copper(II) propionate / dichloromethane; tetrahydrofuran / -50 - -30 °C / Inert atmosphere
2: hydrogenchloride; water / ethyl acetate
3: triethylsilane / Wilkinson's catalyst / dichloromethane / 40 °C
4: potassium carbonate; water / dichloromethane; methanol / 2 h / 5 °C / Inert atmosphere; Cooling with ice
View Scheme
2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

16α-methyl-21-hydroxypregna-1,4,9(11)-triene-3,20-dione
56016-90-1

16α-methyl-21-hydroxypregna-1,4,9(11)-triene-3,20-dione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; copper(II) propionate / dichloromethane; tetrahydrofuran / -50 - -30 °C / Inert atmosphere
2: hydrogenchloride; water / ethyl acetate
3: potassium carbonate; water / dichloromethane; methanol / 2 h / 5 °C / Inert atmosphere; Cooling with ice
View Scheme
2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

2-oxo-2-((8S,10S,13S,14S,16R,17S)-10,13,16-trimethyl-3-oxo-6,7,8,10,12,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthren-17-yl)ethyl acetate
4258-83-7

2-oxo-2-((8S,10S,13S,14S,16R,17S)-10,13,16-trimethyl-3-oxo-6,7,8,10,12,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthren-17-yl)ethyl acetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; copper(II) propionate / dichloromethane; tetrahydrofuran / -50 - -30 °C / Inert atmosphere
2: hydrogenchloride; water / ethyl acetate
View Scheme
2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

2-oxo-2-((8S,10S,13S,14S,16R,17S)-10,13,16-trimethyl-3-oxo-2,3,6,7,8,10,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethyl acetate
177180-83-5

2-oxo-2-((8S,10S,13S,14S,16R,17S)-10,13,16-trimethyl-3-oxo-2,3,6,7,8,10,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethyl acetate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; copper(II) propionate / dichloromethane; tetrahydrofuran / -50 - -30 °C / Inert atmosphere
2: hydrogenchloride; water / ethyl acetate
3: triethylsilane / Wilkinson's catalyst / dichloromethane / 40 °C
View Scheme
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

methylmagnesium chloride
676-58-4

methylmagnesium chloride

C27H38O4Si

C27H38O4Si

Conditions
ConditionsYield
Stage #1: methylmagnesium chloride With copper dichloride In tetrahydrofuran at 3℃; for 0.0166667h; Inert atmosphere;
Stage #2: 2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate In tetrahydrofuran at 3℃; for 0.0333333h; Grignard Reaction; Inert atmosphere;
Stage #3: chloro-trimethyl-silane; methylmagnesium chloride In tetrahydrofuran at 2℃; for 0.2h; Inert atmosphere;
2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
37413-91-5

2-((10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

17α,21-dihydroxy-9β,11β-epoxy-16α-methylpregna-1,4-diene-3,20-dione 21-acetate
2884-51-7

17α,21-dihydroxy-9β,11β-epoxy-16α-methylpregna-1,4-diene-3,20-dione 21-acetate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: perchloric acid / water / 20 - 27 °C / Inert atmosphere
1.2: 20 - 35 °C / Inert atmosphere
2.1: potassium carbonate / water; acetone / 40 - 46 °C / Inert atmosphere
3.1: copper dichloride / tetrahydrofuran / 0.02 h / 3 °C / Inert atmosphere
3.2: 0.03 h / 3 °C / Inert atmosphere
3.3: 1.75 h / 2.5 °C / Inert atmosphere
4.1: peracetic acid; acetic acid / dichloromethane / 18 h / 4 - 20 °C / Inert atmosphere
View Scheme

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