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Hangzhou Think Chemical Co. Ltd

Desogestrel 54024-22-5 Name Desogestrel Synonyms 13-Ethyl-11-methylene-18,19-dinor-17alpha-pregn-4-en-20-yn-17-ol copyRight Molecular Structure CAS # 54024-22-5, Desogestrel, 13-Ethyl-11-methylene-18,19-dinor-17alpha-pregn-4-en-20-yn-17-ol Mo

Desogestrel EP9.0 with competitive price

Cas:54024-22-5

Min.Order:100 Gram

Negotiable

Type:Other

inquiry

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

Desogestrel Manufacturer/High quality/Best price/In stock

Cas:54024-22-5

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

inquiry

Sinoway Industrial Co., Ltd.

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

99% up GMP DMF Desogestrel 54024-22-5

Cas:54024-22-5

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

inquiry

Kono Chem Co.,Ltd

Product Name: Desogestrel Synonyms: 13-ethyl-11-methylene-19-dinorpregn-4-en-20-yn-17-o(17-alpha)-1;org2969;13-ethyl-11-methylene-18,19-dinor-17alpha… Certification: ISO, BRC, KOSHER, HALAL Application

Desogestrel

Cas:54024-22-5

Min.Order:1 Kilogram

FOB Price: $10.0

Type:Other

inquiry

Wuhan Fortuna Chemical Co.,Ltd

Unique advantages for Desogestrel Cas 54024-22-5 Guaranteed purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:White or almost white crystalline powder Storage:-20°C Freezer Package:10g,10

High quality EP Desogestrel Cas 54024-22-5 with favorable price and good service

Cas:54024-22-5

Min.Order:10 Gram

FOB Price: $35.0 / 40.0

Type:Trading Company

inquiry

Hebei yanxi chemical co.,LTD.

Hebei yanxi chemical co., LTD is a professional research, development and production of lead acetate benzene acetamide enterprise backbone members by local well-known entrepreneurs and professional senior engineers in the party's "low carb

Desogestrel

Cas:54024-22-5

Min.Order:1 Metric Ton

FOB Price: $1.0 / 3.0

Type:Manufacturers

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

Factory Supply Desogestrel

Cas:54024-22-5

Min.Order:1

Negotiable

Type:Other

inquiry

Xi'an Xszo Chem Co., Ltd.

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

Large Stock 99.0% Albendazole Oxide 54024-22-5 Producer

Cas:54024-22-5

Min.Order:1 Gram

FOB Price: $0.1

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

Desogestrel

Cas:54024-22-5

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

inquiry

Hubei DiBo chemical co., LTD

Name:Desogestrel The alias:(13-ethyl-17-ethynyl-11-methylene-1,2,3,6,7,8,9,1Chemicalbook0,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-ol CAS NO:54024-22-5 EINECS NO:258-929-4 Molecular formula:C22H30O Molecular weight:310.47 Product

Desogestrel/CAS:54024-22-5/High quality

Cas:54024-22-5

Min.Order:25 Kilogram

FOB Price: $1.0 / 2.0

Type:Other

inquiry

Henan Tianfu Chemical Co., Ltd.

Our company was built in 2009 with an ISO certificate. In the past 5 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 o

TIANFU CHEM Desogestrel

Cas:54024-22-5

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Nengqian Chemical Import and Export Co., LTD

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

Desogestrel

Cas:54024-22-5

Min.Order:1 Kilogram

FOB Price: $9.0 / 99.0

Type:Trading Company

inquiry

Zhuozhou Wenxi import and Export Co., Ltd

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

New production CAS 54024-22-5 with best quality

Cas:54024-22-5

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

inquiry

LIDE PHARMACEUTICALS LIMITED

Advantage : LIDE PHARMACEUTICALS LTD. is a mid-small manufacturing-type enterprise, engaged in pharmaceutical intermediates of R&D, custom-made and production, and also involving trading chemicals for export. We have established the R&amp

Desogestrel/ LIDE PHARMA- Factory supply / Best price

Cas:54024-22-5

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Henan Sinotech Import&Export Corporation

Product Name: Desogestrel Synonyms: 13-ethyl-11-methylene-19-dinorpregn-4-en-20-yn-17-o(17-alpha)-1;org2969;13-ethyl-11-methylene-18,19-dinor-17alpha-pregn-4-en-20-yn-17-ol;DESOGESTREL;(17a)-13-Ethyl-11

Desogestrel

Cas:54024-22-5

Min.Order:1 Metric Ton

FOB Price: $1.0 / 2.0

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:A white or almost white powder Storage:Store in sealed conta

Desogestrel 99.5% Cutting Cycle Steroids 54024-22-5 Raw Hormone white Powder

Cas:54024-22-5

Min.Order:100 Gram

Negotiable

Type:Other

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

Desogestrel 54024-22-5

Cas:54024-22-5

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Baoji Guokang Healthchem co.,ltd

About us 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.

Desogestrel

Cas:54024-22-5

Min.Order:1 Gram

FOB Price: $40.0 / 45.0

Type:Trading Company

inquiry

Qingdao Beluga Import and Export Co., LTD

Desogestrel CAS:54024-22-5 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

Desogestrel CAS:54024-22-5

Cas:54024-22-5

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

Desogestrel

Cas:54024-22-5

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Wuhan Wonda Pharm Limited

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

Factory Supply Desogestrel High quality Desogestrel powder 99%

Cas:54024-22-5

Min.Order:10 Gram

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

Desogestrel

Cas:54024-22-5

Min.Order:1 Kilogram

FOB Price: $50.0 / 99.0

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

Desogestrel

Cas:54024-22-5

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Triumph International Development Limilted

Appearance:Solid 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:Common products:Sea/Air/Courie

Desogestrel

Cas:54024-22-5

Min.Order:100 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

Taizhou Crene Biotechnology co.ltd

Our company provides one-stop services of research - development - production for a variety of special prouducts. Not only do we make effective use of our strong technological strength, but also establish of cooperative relations with several well-

Desogestrel cas 54024-22-5

Cas:54024-22-5

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou J&H Chemical Co., Ltd.

J&H CHEM 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. J&H CHEM has some Manufacturing base in Jia

Desogestrel

Cas:54024-22-5

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Afine Chemicals Limited

Our Services 1. New Molecules R&D 2. Own test center HPLC NMR GC LC-MS 3. API and Intermediates from China reputed manufacturers 4. Documents support COA MOA MSDS DMF open part Our advantages 1. Government awarded company. Top 100 enter

buy-DESOGESTREL

Cas:54024-22-5

Min.Order:0

Negotiable

Type:Lab/Research institutions

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

Desogestrel

Cas:54024-22-5

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

High quality Desogestrel

Cas:54024-22-5

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

inquiry

Hangzhou Lingrui Chemical Co.,Ltd.

54024-22-5 DesogestrelAppearance:White powder Storage:Store in cool & dry place Package:according to customers' requirements Application:Pharmaceuticals Transportation:By air(EMS or EUB or FedEx or TNT ect...) or by sea(FOB or CIF or CNF ect...)or ac

54024-22-5 Desogestrel

Cas:54024-22-5

Min.Order:1 Gram

Negotiable

Type:Other

inquiry

Synthetic route

C24H38O2Si

C24H38O2Si

desogestrel
54024-22-5

desogestrel

Conditions
ConditionsYield
With hydrogenchloride In methanol; water Solvent; Reflux;96.5%
lithium acetylide-ethylenediamine complex
1216963-74-4

lithium acetylide-ethylenediamine complex

11-methylene-18a-homo-estr-4-en-17-one
54024-21-4

11-methylene-18a-homo-estr-4-en-17-one

desogestrel
54024-22-5

desogestrel

Conditions
ConditionsYield
In dimethyl sulfoxide at 20℃; for 21h;89%
11-methylene-18a-homo-estr-4-en-17-one
54024-21-4

11-methylene-18a-homo-estr-4-en-17-one

trimethylsilylacetylene
1066-54-2

trimethylsilylacetylene

desogestrel
54024-22-5

desogestrel

Conditions
ConditionsYield
Stage #1: trimethylsilylacetylene With n-hexyllithium In tetrahydrofuran; hexane at -5℃; for 0.5h;
Stage #2: 11-methylene-18a-homo-estr-4-en-17-one In tetrahydrofuran; hexane at 0 - 5℃; for 1h;
89%
11-methylene-18a-homo-estr-4-en-17-one
54024-21-4

11-methylene-18a-homo-estr-4-en-17-one

acetylene
74-86-2

acetylene

desogestrel
54024-22-5

desogestrel

Conditions
ConditionsYield
With lithium; ethylenediamine In tetrahydrofuran at 25℃; for 2h; continuous flow of ethyne;85%
Stage #1: acetylene With lithium In ethylenediamine at 20℃; for 2h; Peterson olefination;
Stage #2: 11-methylene-18a-homo-estr-4-en-17-one In tetrahydrofuran at 20℃; for 2h; Further stages;
83%
Stage #1: acetylene With N,N,N,N,-tetramethylethylenediamine; lithium for 2h;
Stage #2: 11-methylene-18a-homo-estr-4-en-17-one In tetrahydrofuran at 20℃; for 2h;
Stage #3: With hydrogenchloride; water In tetrahydrofuran
83%
C24H32OS2
116930-33-7

C24H32OS2

desogestrel
54024-22-5

desogestrel

Conditions
ConditionsYield
With sodium In tetrahydrofuran; ammonia at -4℃; for 1h;58%
lithium acetylide-ethylenediamine complex
1216963-74-4

lithium acetylide-ethylenediamine complex

11-methylene-18a-homo-estr-4-en-17-one
54024-21-4

11-methylene-18a-homo-estr-4-en-17-one

A

desogestrel
54024-22-5

desogestrel

B

16β-OH desogestrel

16β-OH desogestrel

Conditions
ConditionsYield
In tetrahydrofuran; ethylenediamine at 10 - 20℃; for 4h;A 0.220 g
B 0.060 g
(+)-(1S,3aS,7aS)-hexahydro-1-(tert-butyldimethylsiloxy)-7a-ethyl-5-indanone
220332-76-3

(+)-(1S,3aS,7aS)-hexahydro-1-(tert-butyldimethylsiloxy)-7a-ethyl-5-indanone

desogestrel
54024-22-5

desogestrel

Conditions
ConditionsYield
Multi-step reaction with 12 steps
1: 80 percent / NaH, MeOH / tetrahydrofuran; hexane / 1 h / Heating
2: 1.) NaH, 2.) n-BuLi
3: 1.) trifluoroacetic acid, 2.) K2CO3, MeOH / 1.) CH2Cl2, 23 deg C, 24 h, 2.) 23 deg C, 1 h
4: 73 percent / imidazole / dimethylformamide / 12 h / 50 °C
5: 95 percent / LiAlH4 / tetrahydrofuran / 2 h / 23 °C
6: 85 percent / DEAD, PPh3, o-NO2PhSO2NHNH2 / tetrahydrofuran / 14 h / -40 - 23 °C
7: liq. NH3, Li / ethanol; tetrahydrofuran / 1 h / -78 °C
8: 1 M aq. HCl, 48 percent aq. HF / tetrahydrofuran / 20 h / 23 °C
9: 100 percent / BF3*Et2O / methanol / 2 h / 23 °C
10: Li, liq. NH3 / tetrahydrofuran / 0.5 h / Heating
11: 99 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 23 °C
12: 1.) n-BuLi, 2.) Ce(III) chloride
View Scheme
(+)-(1S,3aS,7aS)-3a,4,7,7a-tetrahydro-1-(tert-butyldimethylsiloxy)-6-carbomethoxy-7a-ethyl-5-hydroxyindane
220332-77-4

(+)-(1S,3aS,7aS)-3a,4,7,7a-tetrahydro-1-(tert-butyldimethylsiloxy)-6-carbomethoxy-7a-ethyl-5-hydroxyindane

desogestrel
54024-22-5

desogestrel

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1: 1.) NaH, 2.) n-BuLi
2: 1.) trifluoroacetic acid, 2.) K2CO3, MeOH / 1.) CH2Cl2, 23 deg C, 24 h, 2.) 23 deg C, 1 h
3: 73 percent / imidazole / dimethylformamide / 12 h / 50 °C
4: 95 percent / LiAlH4 / tetrahydrofuran / 2 h / 23 °C
5: 85 percent / DEAD, PPh3, o-NO2PhSO2NHNH2 / tetrahydrofuran / 14 h / -40 - 23 °C
6: liq. NH3, Li / ethanol; tetrahydrofuran / 1 h / -78 °C
7: 1 M aq. HCl, 48 percent aq. HF / tetrahydrofuran / 20 h / 23 °C
8: 100 percent / BF3*Et2O / methanol / 2 h / 23 °C
9: Li, liq. NH3 / tetrahydrofuran / 0.5 h / Heating
10: 99 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 23 °C
11: 1.) n-BuLi, 2.) Ce(III) chloride
View Scheme
(+)-13β-ethyl-11-methylenegona-4-en-17β-ol
54024-20-3

(+)-13β-ethyl-11-methylenegona-4-en-17β-ol

desogestrel
54024-22-5

desogestrel

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 99 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 23 °C
2: 1.) n-BuLi, 2.) Ce(III) chloride
View Scheme
(+)-13β-ethyl-17β-hydroxy-11-methylenegona-4-en-3-one
220332-82-1

(+)-13β-ethyl-17β-hydroxy-11-methylenegona-4-en-3-one

desogestrel
54024-22-5

desogestrel

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 100 percent / BF3*Et2O / methanol / 2 h / 23 °C
2: Li, liq. NH3 / tetrahydrofuran / 0.5 h / Heating
3: 99 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 23 °C
4: 1.) n-BuLi, 2.) Ce(III) chloride
View Scheme
11-carbomethoxy-13-ethyl-3-methoxygona-1,3,5(10),9(11)-tetraen-17β-ol
220332-79-6

11-carbomethoxy-13-ethyl-3-methoxygona-1,3,5(10),9(11)-tetraen-17β-ol

desogestrel
54024-22-5

desogestrel

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 73 percent / imidazole / dimethylformamide / 12 h / 50 °C
2: 95 percent / LiAlH4 / tetrahydrofuran / 2 h / 23 °C
3: 85 percent / DEAD, PPh3, o-NO2PhSO2NHNH2 / tetrahydrofuran / 14 h / -40 - 23 °C
4: liq. NH3, Li / ethanol; tetrahydrofuran / 1 h / -78 °C
5: 1 M aq. HCl, 48 percent aq. HF / tetrahydrofuran / 20 h / 23 °C
6: 100 percent / BF3*Et2O / methanol / 2 h / 23 °C
7: Li, liq. NH3 / tetrahydrofuran / 0.5 h / Heating
8: 99 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 23 °C
9: 1.) n-BuLi, 2.) Ce(III) chloride
View Scheme
(+)-13β-ethyl-3,3-ethylenedithio-11-methylenegona-4-en-17β-ol
54024-19-0

(+)-13β-ethyl-3,3-ethylenedithio-11-methylenegona-4-en-17β-ol

desogestrel
54024-22-5

desogestrel

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Li, liq. NH3 / tetrahydrofuran / 0.5 h / Heating
2: 99 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 23 °C
3: 1.) n-BuLi, 2.) Ce(III) chloride
View Scheme
17β-(tert-butyldimethylsiloxy)-13-ethyl-11-methylene-3-methoxygona-1,3,5(10)-triene
161640-05-7

17β-(tert-butyldimethylsiloxy)-13-ethyl-11-methylene-3-methoxygona-1,3,5(10)-triene

desogestrel
54024-22-5

desogestrel

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: liq. NH3, Li / ethanol; tetrahydrofuran / 1 h / -78 °C
2: 1 M aq. HCl, 48 percent aq. HF / tetrahydrofuran / 20 h / 23 °C
3: 100 percent / BF3*Et2O / methanol / 2 h / 23 °C
4: Li, liq. NH3 / tetrahydrofuran / 0.5 h / Heating
5: 99 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 23 °C
6: 1.) n-BuLi, 2.) Ce(III) chloride
View Scheme
17β-(tert-butyldimethylsiloxy)-13-ethyl-11-(hydroxymethyl)-3-methoxygona-1,3,5(10),9(11)-tetraene
220332-81-0

17β-(tert-butyldimethylsiloxy)-13-ethyl-11-(hydroxymethyl)-3-methoxygona-1,3,5(10),9(11)-tetraene

desogestrel
54024-22-5

desogestrel

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 85 percent / DEAD, PPh3, o-NO2PhSO2NHNH2 / tetrahydrofuran / 14 h / -40 - 23 °C
2: liq. NH3, Li / ethanol; tetrahydrofuran / 1 h / -78 °C
3: 1 M aq. HCl, 48 percent aq. HF / tetrahydrofuran / 20 h / 23 °C
4: 100 percent / BF3*Et2O / methanol / 2 h / 23 °C
5: Li, liq. NH3 / tetrahydrofuran / 0.5 h / Heating
6: 99 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 23 °C
7: 1.) n-BuLi, 2.) Ce(III) chloride
View Scheme
(+)-(1S,3aS,4S,7aS)-3a,4,7,7a-tetrahydro-1-(tert-butyldimethylsiloxy)-6-carbomethoxy-7a-ethyl-5-hydroxy-4-(2-(3-methoxyphenyl)ethyl)indane
220332-78-5

(+)-(1S,3aS,4S,7aS)-3a,4,7,7a-tetrahydro-1-(tert-butyldimethylsiloxy)-6-carbomethoxy-7a-ethyl-5-hydroxy-4-(2-(3-methoxyphenyl)ethyl)indane

desogestrel
54024-22-5

desogestrel

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: 1.) trifluoroacetic acid, 2.) K2CO3, MeOH / 1.) CH2Cl2, 23 deg C, 24 h, 2.) 23 deg C, 1 h
2: 73 percent / imidazole / dimethylformamide / 12 h / 50 °C
3: 95 percent / LiAlH4 / tetrahydrofuran / 2 h / 23 °C
4: 85 percent / DEAD, PPh3, o-NO2PhSO2NHNH2 / tetrahydrofuran / 14 h / -40 - 23 °C
5: liq. NH3, Li / ethanol; tetrahydrofuran / 1 h / -78 °C
6: 1 M aq. HCl, 48 percent aq. HF / tetrahydrofuran / 20 h / 23 °C
7: 100 percent / BF3*Et2O / methanol / 2 h / 23 °C
8: Li, liq. NH3 / tetrahydrofuran / 0.5 h / Heating
9: 99 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 23 °C
10: 1.) n-BuLi, 2.) Ce(III) chloride
View Scheme
17β-(tert-butyldimethylsiloxy)-11-carbomethoxy-13-ethyl-3-methoxygona-1,3,5(10),9(11)-tetraene
220332-80-9

17β-(tert-butyldimethylsiloxy)-11-carbomethoxy-13-ethyl-3-methoxygona-1,3,5(10),9(11)-tetraene

desogestrel
54024-22-5

desogestrel

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 95 percent / LiAlH4 / tetrahydrofuran / 2 h / 23 °C
2: 85 percent / DEAD, PPh3, o-NO2PhSO2NHNH2 / tetrahydrofuran / 14 h / -40 - 23 °C
3: liq. NH3, Li / ethanol; tetrahydrofuran / 1 h / -78 °C
4: 1 M aq. HCl, 48 percent aq. HF / tetrahydrofuran / 20 h / 23 °C
5: 100 percent / BF3*Et2O / methanol / 2 h / 23 °C
6: Li, liq. NH3 / tetrahydrofuran / 0.5 h / Heating
7: 99 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 23 °C
8: 1.) n-BuLi, 2.) Ce(III) chloride
View Scheme
tert-butyl-(13-ethyl-3-methoxy-11-methylene-2,6,7,8,9,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yloxy)-dimethyl-silane

tert-butyl-(13-ethyl-3-methoxy-11-methylene-2,6,7,8,9,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yloxy)-dimethyl-silane

desogestrel
54024-22-5

desogestrel

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 1 M aq. HCl, 48 percent aq. HF / tetrahydrofuran / 20 h / 23 °C
2: 100 percent / BF3*Et2O / methanol / 2 h / 23 °C
3: Li, liq. NH3 / tetrahydrofuran / 0.5 h / Heating
4: 99 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 23 °C
5: 1.) n-BuLi, 2.) Ce(III) chloride
View Scheme
13β-ethyl-11-methylenegon-4-en-3,17-dione
54024-17-8

13β-ethyl-11-methylenegon-4-en-3,17-dione

desogestrel
54024-22-5

desogestrel

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 98 percent / BF3*Et2O / methanol / 2.5 h / 0 - 5 °C
2: 100 percent / NaBH4 / methanol / 2 h / Ambient temperature
3: 94 percent / Na, liq. NH3 / tetrahydrofuran / 0.5 h / -50 - -45 °C
4: 82 percent / Jones' reagent / acetone / 0.25 h / -15 - -10 °C
5: 72 percent / n-C4H9Br, Li / tetrahydrofuran; diethyl ether / 1.) -10 deg C, 2 h; -5 deg C, 3 h, 2.) -5 deg C, 3 h
View Scheme
Multi-step reaction with 3 steps
1: 91 percent / BF3*Et2O / tetrahydrofuran / 2.75 h / Heating
2: t-BuOK / tetrahydrofuran / 2 h / -20 - -15 °C
3: 58 percent / Na / liquid ammonia; tetrahydrofuran / 1 h / -4 °C
View Scheme
Multi-step reaction with 5 steps
1.1: hydrogenchloride / 1,2-dimethoxyethane; 1,4-dioxane / -10 °C
1.2: 3 h / -15 - -10 °C
1.3: 0.67 h
2.1: sodium tetrahydroborate; water / ethanol / 0 - 20 °C
3.1: zinc; acetic acid / water / 12 h / 20 °C
4.1: sodium carbonate / water; tetrahydrofuran; dichloromethane / 0.17 h / 20 °C
4.2: 20 °C
5.1: ethylenediamine; lithium / tetrahydrofuran / 5 h / 30 - 50 °C
View Scheme
13-ethyl-11-methylenegon-4-ene-3,17-dione cyclic 3-(1,2-ethanediyl dithioacetal)
54024-18-9

13-ethyl-11-methylenegon-4-ene-3,17-dione cyclic 3-(1,2-ethanediyl dithioacetal)

desogestrel
54024-22-5

desogestrel

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 100 percent / NaBH4 / methanol / 2 h / Ambient temperature
2: 94 percent / Na, liq. NH3 / tetrahydrofuran / 0.5 h / -50 - -45 °C
3: 82 percent / Jones' reagent / acetone / 0.25 h / -15 - -10 °C
4: 72 percent / n-C4H9Br, Li / tetrahydrofuran; diethyl ether / 1.) -10 deg C, 2 h; -5 deg C, 3 h, 2.) -5 deg C, 3 h
View Scheme
Multi-step reaction with 2 steps
1: t-BuOK / tetrahydrofuran / 2 h / -20 - -15 °C
2: 58 percent / Na / liquid ammonia; tetrahydrofuran / 1 h / -4 °C
View Scheme
13β-ethyl-11α-hydroxygon-5-ene-3,17-dione
53067-82-6

13β-ethyl-11α-hydroxygon-5-ene-3,17-dione

desogestrel
54024-22-5

desogestrel

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 94 percent / Jones' reagent / acetone / 0.25 h / -15 - -10 °C
2: 79 percent / HC(OEt)3, p-TsOH*H2O / CH2Cl2 / 7 h / Heating
3: 88 percent / benzene; diethyl ether / 3 h / 10 - 15 °C
4: 74 percent / p-TsOH*H2O / formic acid / 7 h / 50 - 60 °C
5: 98 percent / BF3*Et2O / methanol / 2.5 h / 0 - 5 °C
6: 100 percent / NaBH4 / methanol / 2 h / Ambient temperature
7: 94 percent / Na, liq. NH3 / tetrahydrofuran / 0.5 h / -50 - -45 °C
8: 82 percent / Jones' reagent / acetone / 0.25 h / -15 - -10 °C
9: 72 percent / n-C4H9Br, Li / tetrahydrofuran; diethyl ether / 1.) -10 deg C, 2 h; -5 deg C, 3 h, 2.) -5 deg C, 3 h
View Scheme
13β-ethyl-gona-5-ene-3,11,17-trione-3,17-diethylene ketal
196716-43-5

13β-ethyl-gona-5-ene-3,11,17-trione-3,17-diethylene ketal

desogestrel
54024-22-5

desogestrel

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 88 percent / benzene; diethyl ether / 3 h / 10 - 15 °C
2: 74 percent / p-TsOH*H2O / formic acid / 7 h / 50 - 60 °C
3: 98 percent / BF3*Et2O / methanol / 2.5 h / 0 - 5 °C
4: 100 percent / NaBH4 / methanol / 2 h / Ambient temperature
5: 94 percent / Na, liq. NH3 / tetrahydrofuran / 0.5 h / -50 - -45 °C
6: 82 percent / Jones' reagent / acetone / 0.25 h / -15 - -10 °C
7: 72 percent / n-C4H9Br, Li / tetrahydrofuran; diethyl ether / 1.) -10 deg C, 2 h; -5 deg C, 3 h, 2.) -5 deg C, 3 h
View Scheme
18-methyl-estra-4-en-3,11,17-trione
100071-90-7

18-methyl-estra-4-en-3,11,17-trione

desogestrel
54024-22-5

desogestrel

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 79 percent / HC(OEt)3, p-TsOH*H2O / CH2Cl2 / 7 h / Heating
2: 88 percent / benzene; diethyl ether / 3 h / 10 - 15 °C
3: 74 percent / p-TsOH*H2O / formic acid / 7 h / 50 - 60 °C
4: 98 percent / BF3*Et2O / methanol / 2.5 h / 0 - 5 °C
5: 100 percent / NaBH4 / methanol / 2 h / Ambient temperature
6: 94 percent / Na, liq. NH3 / tetrahydrofuran / 0.5 h / -50 - -45 °C
7: 82 percent / Jones' reagent / acetone / 0.25 h / -15 - -10 °C
8: 72 percent / n-C4H9Br, Li / tetrahydrofuran; diethyl ether / 1.) -10 deg C, 2 h; -5 deg C, 3 h, 2.) -5 deg C, 3 h
View Scheme
D-13β-Ethyl-11-methylenegon-4-en-17α-ol
196716-46-8

D-13β-Ethyl-11-methylenegon-4-en-17α-ol

desogestrel
54024-22-5

desogestrel

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 82 percent / Jones' reagent / acetone / 0.25 h / -15 - -10 °C
2: 72 percent / n-C4H9Br, Li / tetrahydrofuran; diethyl ether / 1.) -10 deg C, 2 h; -5 deg C, 3 h, 2.) -5 deg C, 3 h
View Scheme
D-13β-Ethyl-3,3-ethylenedithio-11-methylenegon-4-ene-17α-ol
196716-45-7

D-13β-Ethyl-3,3-ethylenedithio-11-methylenegon-4-ene-17α-ol

desogestrel
54024-22-5

desogestrel

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 94 percent / Na, liq. NH3 / tetrahydrofuran / 0.5 h / -50 - -45 °C
2: 82 percent / Jones' reagent / acetone / 0.25 h / -15 - -10 °C
3: 72 percent / n-C4H9Br, Li / tetrahydrofuran; diethyl ether / 1.) -10 deg C, 2 h; -5 deg C, 3 h, 2.) -5 deg C, 3 h
View Scheme
D-13β-Ethyl-11β-hydroxy-11α-methylgon-5-ene-3,11-dione-3,17-diethylene ketal
196716-44-6

D-13β-Ethyl-11β-hydroxy-11α-methylgon-5-ene-3,11-dione-3,17-diethylene ketal

desogestrel
54024-22-5

desogestrel

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 74 percent / p-TsOH*H2O / formic acid / 7 h / 50 - 60 °C
2: 98 percent / BF3*Et2O / methanol / 2.5 h / 0 - 5 °C
3: 100 percent / NaBH4 / methanol / 2 h / Ambient temperature
4: 94 percent / Na, liq. NH3 / tetrahydrofuran / 0.5 h / -50 - -45 °C
5: 82 percent / Jones' reagent / acetone / 0.25 h / -15 - -10 °C
6: 72 percent / n-C4H9Br, Li / tetrahydrofuran; diethyl ether / 1.) -10 deg C, 2 h; -5 deg C, 3 h, 2.) -5 deg C, 3 h
View Scheme
13-ethyl-gona-4-ene-11α,17β-diol
160683-92-1

13-ethyl-gona-4-ene-11α,17β-diol

desogestrel
54024-22-5

desogestrel

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 85 percent / SO3 pyridine complex / triethylamine; dimethylsulfoxide / 3 h / Ambient temperature
2: 85 percent / triethylorthoformate, p-toluenesulfonic acid hydrate / 3 h / 40 °C
3: 85 percent / NaH / dimethylsulfoxide; toluene / 12 h / 80 °C / sonification
4: p-toluenesulfonic acid hydrate / acetone / 12 h / Ambient temperature
5: 85 percent / Li, ethylenediamine / tetrahydrofuran / 2 h / 25 °C / continuous flow of ethyne
View Scheme
18a-homo-estr-4-ene-11,17-dione
160683-93-2

18a-homo-estr-4-ene-11,17-dione

desogestrel
54024-22-5

desogestrel

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 85 percent / triethylorthoformate, p-toluenesulfonic acid hydrate / 3 h / 40 °C
2: 85 percent / NaH / dimethylsulfoxide; toluene / 12 h / 80 °C / sonification
3: p-toluenesulfonic acid hydrate / acetone / 12 h / Ambient temperature
4: 85 percent / Li, ethylenediamine / tetrahydrofuran / 2 h / 25 °C / continuous flow of ethyne
View Scheme
Multi-step reaction with 3 steps
1: n-butyllithium / tetrahydrofuran; hexane / 15 - 30 °C
2: tetrahydrofuran; hexane / Reflux
3: hydrogenchloride / methanol; water / Reflux
View Scheme
Multi-step reaction with 2 steps
1.1: tetrahydrofuran / 1.5 h / 0 - 10 °C
1.2: 1.5 h / 25 °C
2.1: n-hexyllithium / tetrahydrofuran; hexane / 0.5 h / -5 °C
2.2: 1 h / 0 - 5 °C
View Scheme
3-methoxy-18a-homo-estra-2,5(10)-diene-11α,17β-diol
160683-85-2

3-methoxy-18a-homo-estra-2,5(10)-diene-11α,17β-diol

desogestrel
54024-22-5

desogestrel

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 92 percent / HCl / acetone; H2O
2: boron trifluoride diethyl ether / methanol / 1 h / Ambient temperature
3: 87 percent / Li, ethylamine / tetrahydrofuran / 0.5 h / -35 - -30 °C
4: 85 percent / SO3 pyridine complex / triethylamine; dimethylsulfoxide / 3 h / Ambient temperature
5: 85 percent / triethylorthoformate, p-toluenesulfonic acid hydrate / 3 h / 40 °C
6: 85 percent / NaH / dimethylsulfoxide; toluene / 12 h / 80 °C / sonification
7: p-toluenesulfonic acid hydrate / acetone / 12 h / Ambient temperature
8: 85 percent / Li, ethylenediamine / tetrahydrofuran / 2 h / 25 °C / continuous flow of ethyne
View Scheme
3,3-ethylenedithio-18a-homo-estr-4-ene-11α,17β-diol
160683-91-0

3,3-ethylenedithio-18a-homo-estr-4-ene-11α,17β-diol

desogestrel
54024-22-5

desogestrel

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 87 percent / Li, ethylamine / tetrahydrofuran / 0.5 h / -35 - -30 °C
2: 85 percent / SO3 pyridine complex / triethylamine; dimethylsulfoxide / 3 h / Ambient temperature
3: 85 percent / triethylorthoformate, p-toluenesulfonic acid hydrate / 3 h / 40 °C
4: 85 percent / NaH / dimethylsulfoxide; toluene / 12 h / 80 °C / sonification
5: p-toluenesulfonic acid hydrate / acetone / 12 h / Ambient temperature
6: 85 percent / Li, ethylenediamine / tetrahydrofuran / 2 h / 25 °C / continuous flow of ethyne
View Scheme
11-methylene-17-<(2,2-dimethyl)propane-1,3-dioxy>-18a-homo-estr-4-ene
160683-95-4

11-methylene-17-<(2,2-dimethyl)propane-1,3-dioxy>-18a-homo-estr-4-ene

desogestrel
54024-22-5

desogestrel

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: p-toluenesulfonic acid hydrate / acetone / 12 h / Ambient temperature
2: 85 percent / Li, ethylenediamine / tetrahydrofuran / 2 h / 25 °C / continuous flow of ethyne
View Scheme
carbon monoxide
201230-82-2

carbon monoxide

2-(2-(1-phenylethylidene)hydrazinyl)pyridine

2-(2-(1-phenylethylidene)hydrazinyl)pyridine

desogestrel
54024-22-5

desogestrel

2-{(8S,9S,10R,13S,14S,17S)-13-ethyl-17-hydroxy-11-methylene-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl}-4H-pyrido[1,2-a]pyrimidin-4-one

2-{(8S,9S,10R,13S,14S,17S)-13-ethyl-17-hydroxy-11-methylene-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl}-4H-pyrido[1,2-a]pyrimidin-4-one

Conditions
ConditionsYield
With dimanganese decacarbonyl In toluene at 100℃; under 760.051 Torr; for 16h; Schlenk technique; Sealed tube;86%
Dimethylphenylsilane
766-77-8

Dimethylphenylsilane

desogestrel
54024-22-5

desogestrel

(8S,9S,10R,13S,14S,17S)-17-((dimethyl(phenyl)silyl)ethynyl)-13-ethyl-11-methylene-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-ol

(8S,9S,10R,13S,14S,17S)-17-((dimethyl(phenyl)silyl)ethynyl)-13-ethyl-11-methylene-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-ol

Conditions
ConditionsYield
With potassium hydroxide In 1,2-dimethoxyethane at 45℃; for 48h;60%
desogestrel
54024-22-5

desogestrel

allyl bromide
106-95-6

allyl bromide

17-O-allyldesogestrel

17-O-allyldesogestrel

Conditions
ConditionsYield
Stage #1: desogestrel With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1.5h; Inert atmosphere;
Stage #2: allyl bromide In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 16h; Inert atmosphere;
58%
desogestrel
54024-22-5

desogestrel

17α-Bromethinyl-18-methyl-11-methylen-4-oestren-17β-ol
91781-33-8

17α-Bromethinyl-18-methyl-11-methylen-4-oestren-17β-ol

Conditions
ConditionsYield
With N-Bromosuccinimide; silver nitrate In acetone for 0.75h; Ambient temperature;51%
acetic anhydride
108-24-7

acetic anhydride

desogestrel
54024-22-5

desogestrel

Acetic acid (8S,9S,10R,13S,14S,17R)-13-ethyl-17-ethynyl-11-methylene-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester
160683-96-5

Acetic acid (8S,9S,10R,13S,14S,17R)-13-ethyl-17-ethynyl-11-methylene-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 perchloric acid In toluene for 1h; Ambient temperature;

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