As a leading manufacturer and supplier of chemicals in China, DayangChem not only supply popular chemicals, but also DayangChem’s R&D center offer custom synthesis services. DayangChem can provide different quantities of custom synthesis
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inquiryWelcome to Simagchem, your partner in China as a premier supply of bulk specialty chemicals for industry and life science. We introduce experienced quality product and exceptional JIT service with instant market intelligence in China to benefit our
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inquiryCalcipotriol / Calcipotriene CAS:112828-00-9/112965-21-6 Calcipotriol Monohydrate CAS:147657-22-5 Bis-TBDMS-trans-calcipotriol CAS:112849-27-1 (1alpha,3beta,5Z,7E,22E,24S)-24-Cyclopropyl-1,3-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-9,10-secocho
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inquiryhigh quality Appearance:White or off-white Solid Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea Port:shanghai
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inquiryThe 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
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inquiryShanghai 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
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inquiryOur 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
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inquiryWith 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 manufactu
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inquiryWITH 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
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inquiryHebei 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 car
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inquiry1.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
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inquiryHello, 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
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inquiryMinimum Order Qty. 10 Gram Supply Ability 500 Kilograms/Month Storage store in cool, dry, ventilated place 20℃ Delivery Time 3 business days after payment Payment Term TT,western union,Paypal,MoneyGram Package 10g,20g,50g,100g,500g,1KGS,
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inquiryHenan 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
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inquiryHangzhou 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
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inquiryJ&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
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inquiryZibo 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
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inquiryChemvon Biotechnology is one of the leading high-technology manufacturer in the field of pharmaceutical and fine chemical industry. high purity Bis-TBDMS-trans-calcipotriol good supplier in China From origins as a research group in technology se
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inquiryOur 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
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inquiryProduct 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,
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inquiryfactory?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
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inquiryShandong 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
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inquiry1.Applied in food field.it can improve the immune system and prolong life. 2.Appliedin cosmetic field.it can improve the skin care. 3.Applied in pharmaceutical field.it can treat various dieases. 4.Our product quality assurance will make our customer
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inquiryAppearance:95%+ Package:R&D,Pilot run Transportation:per client require Port:Express ,Air, Sea
We are a Union of chemistry in China, consists of chemists,engineers, laboratories,factories in China. We organize surplus capacity of R&D and production as well as custom synthesis for chemical products and chemical business project. We are supp
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inquiryLower price, sample is available,SDS test documents are available,large stock in warehouseAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:Fine chemical intermediates, used as the main raw material for the synthe
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inquiryhigh purity lowest priceAppearance:solid or liquid Storage:in sealed air resistant place Package:drum and bag Application:for pharma use Transportation:by sea or air Port:Beijing or Guangzhou
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TAIHO Unique Advantages:1.We're factory2.Free samples available3.Commodity inspection can be done4.ISO9001,Kosher certifications5.10 years experiences Storage:Store in cool &dry place Package:aluminium foil bag/fiber can/plastic drum Application:comp
1(S),3(R)-bis(tert-butyldimethylsilyloxy)-20(R)-(3’-cyclopropyl-3’-oxypropyl-1’(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
A
(1S,3R,3'R)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
B
(1S,3R,3'S)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
Conditions | Yield |
---|---|
With sodium tetrahydroborate; cerium(III) chloride In methanol further reag.: (S)-BINAL-H; | A 55% B 33% |
Stage #1: 1(S),3(R)-bis(tert-butyldimethylsilyloxy)-20(R)-(3’-cyclopropyl-3’-oxypropyl-1’(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene With borane N,N-diethylaniline complex; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole In tetrahydrofuran; toluene at 0 - 5℃; for 2.66667 - 3.58333h; Stage #2: With water; sodium hydrogencarbonate In tetrahydrofuran; toluene at 0 - 5℃; |
(1S,3R,3'R)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
(1S,3R,3'S)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
Conditions | Yield |
---|---|
With sulfuric acid In tetrahydrofuran; water at 20℃; pH=1.7; | 45% |
With sodium hydrogen sulfate In tetrahydrofuran; water; acetone at 20 - 25℃; for 3.66667h; pH=1.58; | |
With sulfuric acid In water; ethyl acetate; acetone at 27℃; for 0.583333h; pH=1.25; | |
With phosphoric acid In tetrahydrofuran; water; acetone at 20℃; for 19h; pH=1.48; | |
With phosphoric acid In tetrahydrofuran; water; acetone at 30℃; for 6h; pH=1.01; |
Cyclopropyl methyl ketone
(1S,3R,3'S)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 87 percent / bromine / methanol / 0.5 h / Ambient temperature 2: 84 percent 3: 86 percent / 2N sodium hydroxide / H2O; CH2Cl2 5: N-methylmorpholine N-oxide, selenium dioxide 6: imidazole / dimethylformamide 7: 33 percent / NaBH4, CeCl3*6H2O / methanol / further reag.: (S)-BINAL-H View Scheme | |
Multi-step reaction with 5 steps 1: 87 percent / bromine / methanol / 0.5 h / Ambient temperature 2: 84 percent 3: 86 percent / 2N sodium hydroxide / H2O; CH2Cl2 4: dimethylsulfoxide / 4 h / 105 °C 5: 33 percent / NaBH4, CeCl3*6H2O / methanol / further reag.: (S)-BINAL-H View Scheme |
2-bromo-1-cyclopropylethan-1-one
(1S,3R,3'S)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 84 percent 2: 86 percent / 2N sodium hydroxide / H2O; CH2Cl2 4: N-methylmorpholine N-oxide, selenium dioxide 5: imidazole / dimethylformamide 6: 33 percent / NaBH4, CeCl3*6H2O / methanol / further reag.: (S)-BINAL-H View Scheme | |
Multi-step reaction with 4 steps 1: 84 percent 2: 86 percent / 2N sodium hydroxide / H2O; CH2Cl2 3: dimethylsulfoxide / 4 h / 105 °C 4: 33 percent / NaBH4, CeCl3*6H2O / methanol / further reag.: (S)-BINAL-H View Scheme |
1-cyclopropyl-2-(triphenyl-λ5-phosphanylidene)ethan-1-one
(1S,3R,3'S)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 2: N-methylmorpholine N-oxide, selenium dioxide 3: imidazole / dimethylformamide 4: 33 percent / NaBH4, CeCl3*6H2O / methanol / further reag.: (S)-BINAL-H View Scheme | |
Multi-step reaction with 2 steps 1: dimethylsulfoxide / 4 h / 105 °C 2: 33 percent / NaBH4, CeCl3*6H2O / methanol / further reag.: (S)-BINAL-H View Scheme |
tert-butyldimethylsilyl chloride
(1S,3R,3'S)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 42 percent / imidazole / dimethylformamide / 1.5 h / 20 °C 2: 1.) ozone 2.) PPh3 / 1.) CH2Cl2, MeOH, -60 deg C 2.) CH2Cl2, MeOH, -60 to 0 deg C 3: NaHCO3 / aq. ethanol / Heating 5: N-methylmorpholine N-oxide, selenium dioxide 6: imidazole / dimethylformamide 7: 33 percent / NaBH4, CeCl3*6H2O / methanol / further reag.: (S)-BINAL-H View Scheme | |
Multi-step reaction with 7 steps 1: 52 percent / imidazole / dimethylformamide / 1.5 h / 20 °C 2: 1.) ozone 2.) PPh3 / 1.) CH2Cl2, MeOH, -60 deg C 2.) CH2Cl2, MeOH, -60 to 0 deg C 3: NaHCO3 / aq. ethanol / Heating 5: N-methylmorpholine N-oxide, selenium dioxide 6: imidazole / dimethylformamide 7: 33 percent / NaBH4, CeCl3*6H2O / methanol / further reag.: (S)-BINAL-H View Scheme |
3(R)-(tert-butyldimethylsilyloxy)-20(S)-formyl-9,10-secopregna-5(Z),7(E),10(19)-triene
(1S,3R,3'S)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 2: N-methylmorpholine N-oxide, selenium dioxide 3: imidazole / dimethylformamide 4: 33 percent / NaBH4, CeCl3*6H2O / methanol / further reag.: (S)-BINAL-H View Scheme |
(S)-3-[(1R,3aS,7aR)-7a-Methyl-1-((E)-(1R,4R)-1,4,5-trimethyl-hex-2-enyl)-octahydro-inden-(4E)-ylidenemethyl]-2,2-dioxo-2,3,4,5,6,7-hexahydro-1H-2λ6-benzo[c]thiophen-5-ol
(1S,3R,3'S)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 42 percent / imidazole / dimethylformamide / 1.5 h / 20 °C 2: 1.) ozone 2.) PPh3 / 1.) CH2Cl2, MeOH, -60 deg C 2.) CH2Cl2, MeOH, -60 to 0 deg C 3: NaHCO3 / aq. ethanol / Heating 5: N-methylmorpholine N-oxide, selenium dioxide 6: imidazole / dimethylformamide 7: 33 percent / NaBH4, CeCl3*6H2O / methanol / further reag.: (S)-BINAL-H View Scheme | |
Multi-step reaction with 7 steps 1: 52 percent / imidazole / dimethylformamide / 1.5 h / 20 °C 2: 1.) ozone 2.) PPh3 / 1.) CH2Cl2, MeOH, -60 deg C 2.) CH2Cl2, MeOH, -60 to 0 deg C 3: NaHCO3 / aq. ethanol / Heating 5: N-methylmorpholine N-oxide, selenium dioxide 6: imidazole / dimethylformamide 7: 33 percent / NaBH4, CeCl3*6H2O / methanol / further reag.: (S)-BINAL-H View Scheme |
20(R),3(R)-(tert-butyldimethylsilyloxy)-20-(3'-cyclopropyl-3'-oxoprop-1'(E)-enyl)-9,10-secopregna-5(Z),7(E),10(19)-triene
(1S,3R,3'S)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: N-methylmorpholine N-oxide, selenium dioxide 2: imidazole / dimethylformamide 3: 33 percent / NaBH4, CeCl3*6H2O / methanol / further reag.: (S)-BINAL-H View Scheme |
(1S,3R,3'S)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: imidazole / dimethylformamide 2: 33 percent / NaBH4, CeCl3*6H2O / methanol / further reag.: (S)-BINAL-H View Scheme |
(2-cyclopropyl-2-oxoethyl) (triphenyl)phosphonium bromide
(1S,3R,3'S)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 86 percent / 2N sodium hydroxide / H2O; CH2Cl2 3: N-methylmorpholine N-oxide, selenium dioxide 4: imidazole / dimethylformamide 5: 33 percent / NaBH4, CeCl3*6H2O / methanol / further reag.: (S)-BINAL-H View Scheme | |
Multi-step reaction with 3 steps 1: 86 percent / 2N sodium hydroxide / H2O; CH2Cl2 2: dimethylsulfoxide / 4 h / 105 °C 3: 33 percent / NaBH4, CeCl3*6H2O / methanol / further reag.: (S)-BINAL-H View Scheme |
(7Z)-Vitamin D2
(1S,3R,3'S)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1: liq. SO2 / 0.5 h / Heating 2: 42 percent / imidazole / dimethylformamide / 1.5 h / 20 °C 3: 1.) ozone 2.) PPh3 / 1.) CH2Cl2, MeOH, -60 deg C 2.) CH2Cl2, MeOH, -60 to 0 deg C 4: NaHCO3 / aq. ethanol / Heating 6: N-methylmorpholine N-oxide, selenium dioxide 7: imidazole / dimethylformamide 8: 33 percent / NaBH4, CeCl3*6H2O / methanol / further reag.: (S)-BINAL-H View Scheme | |
Multi-step reaction with 8 steps 1: liq. SO2 / 0.5 h / Heating 2: 52 percent / imidazole / dimethylformamide / 1.5 h / 20 °C 3: 1.) ozone 2.) PPh3 / 1.) CH2Cl2, MeOH, -60 deg C 2.) CH2Cl2, MeOH, -60 to 0 deg C 4: NaHCO3 / aq. ethanol / Heating 6: N-methylmorpholine N-oxide, selenium dioxide 7: imidazole / dimethylformamide 8: 33 percent / NaBH4, CeCl3*6H2O / methanol / further reag.: (S)-BINAL-H View Scheme |
3(S)-tert-butyldimethylsilyloxy-20(S)-formyl-9,10-secoprega-5,7(E),10(19)-triene
(1S,3R,3'S)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: NaHCO3 / aq. ethanol / Heating 3: N-methylmorpholine N-oxide, selenium dioxide 4: imidazole / dimethylformamide 5: 33 percent / NaBH4, CeCl3*6H2O / methanol / further reag.: (S)-BINAL-H View Scheme |
3(S)-tert-butyldimethylsilyloxy-20(S)-formyl-9,10-secoprega-5,7(E),10(19)-triene
(1S,3R,3'S)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: NaHCO3 / aq. ethanol / Heating 3: N-methylmorpholine N-oxide, selenium dioxide 4: imidazole / dimethylformamide 5: 33 percent / NaBH4, CeCl3*6H2O / methanol / further reag.: (S)-BINAL-H View Scheme |
(3S,6R)-(tert-butyldimethylsilyloxy)-9,10-seco-ergosta-5,7(E),10(19),22(E)-tetraene SO2 adduct
(1S,3R,3'S)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 1.) ozone 2.) PPh3 / 1.) CH2Cl2, MeOH, -60 deg C 2.) CH2Cl2, MeOH, -60 to 0 deg C 2: NaHCO3 / aq. ethanol / Heating 4: N-methylmorpholine N-oxide, selenium dioxide 5: imidazole / dimethylformamide 6: 33 percent / NaBH4, CeCl3*6H2O / methanol / further reag.: (S)-BINAL-H View Scheme |
(3S,6S)-(tert-butyldimethylsilyloxy)-9,10-seco-ergosta-5,7(E),10(19),22(E)-tetraene SO2-adduct
(1S,3R,3'S)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 1.) ozone 2.) PPh3 / 1.) CH2Cl2, MeOH, -60 deg C 2.) CH2Cl2, MeOH, -60 to 0 deg C 2: NaHCO3 / aq. ethanol / Heating 4: N-methylmorpholine N-oxide, selenium dioxide 5: imidazole / dimethylformamide 6: 33 percent / NaBH4, CeCl3*6H2O / methanol / further reag.: (S)-BINAL-H View Scheme |
A
(1S,3R,3'R)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
B
(1S,3R,3'S)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
Conditions | Yield |
---|---|
Stage #1: C42H72O4Si2 With silica gel In hexane; ethyl acetate at 20℃; Reaction on a column; Stage #2: With potassium carbonate In tetrahydrofuran; methanol Product distribution / selectivity; | A n/a B n/a |
A
(1S,3R,3'R)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
B
(1S,3R,3'S)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
Conditions | Yield |
---|---|
With silica gel In hexane; ethyl acetate Product distribution / selectivity; Mitsunobu reaction; |
A
(1S,3R,3'R)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
B
(1S,3R,3'S)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
Conditions | Yield |
---|---|
With silica gel In hexane at 0 - 40℃; for 2.5 - 26h; Product distribution / selectivity; | A n/a B n/a |
With silica gel; potassium carbonate In hexane for 48h; Product distribution / selectivity; | |
With silica gel; triethylamine In hexane for 7h; Product distribution / selectivity; |
A
(1S,3R,3'R)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
B
(1S,3R,3'S)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
Conditions | Yield |
---|---|
Stage #1: 1(S),3(R)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-oxoprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene SO2-adducts With borane Ν,Ν-diethylaniline complex; (1S,2R)-1-amino-2-indanol In tert-butyl methyl ether; toluene at 10 - 25℃; for 0.5 - 1h; Stage #2: With hydrogenchloride In tert-butyl methyl ether; water; toluene at 10 - 15℃; Stage #3: With sodium hydrogencarbonate In water at 90℃; for 2 - 2.5h; Product distribution / selectivity; | |
Stage #1: 1(S),3(R)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-oxoprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene SO2-adducts With dimethylsulfide borane complex; (1S,2R)-1-amino-2-indanol In tert-butyl methyl ether; toluene at 15 - 20℃; for 0.5 - 1h; Stage #2: With hydrogenchloride In tert-butyl methyl ether; water; toluene at 10 - 15℃; Stage #3: With sodium hydrogencarbonate In water at 90℃; for 2 - 2.5h; Product distribution / selectivity; | |
Stage #1: 1(S),3(R)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-oxoprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene SO2-adducts With borane Ν,Ν-diethylaniline complex; (R)-α,α-diphenylprolinol In tert-butyl methyl ether; toluene at 15 - 20℃; for 0.5 - 1h; Stage #2: With hydrogenchloride In tert-butyl methyl ether; water; toluene at 10 - 15℃; Stage #3: With sodium hydrogencarbonate In water at 90℃; for 2 - 2.5h; Product distribution / selectivity; |
SO2-adduct of 1(S),3(R)-bis(tert-butyl-dimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'(R)-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
A
(1S,3R,3'R)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
B
(1S,3R,3'S)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In water at 90℃; for 2 - 2.5h; Retro Diels-Alder Reaction; |
A
(1S,3R,3'R)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
B
(1S,3R,3'S)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In tert-butyl methyl ether; water; toluene at 90℃; for 2 - 2.5h; retro Diels-Alder Reaction; |
(1S,3R,3'S)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
(1S,3R)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'(S)-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(Z),7(E),10(19)-triene
Conditions | Yield |
---|---|
With anthracene; triethylamine In toluene at 20℃; for 1h; Irradiation; | |
With 9-acetylanthracene; triethylamine In toluene at 5 - 8℃; for 0.75h; UV-irradiation; | |
With 9-acetylanthracene In toluene at 20℃; UV-irradiation; | |
9-acetylanthracene In tert-butyl methyl ether at 10℃; Industry scale; Irradiation; | |
With anthracene; triethylamine In toluene at 20 - 25℃; UV-irradiation; |
(1S,3R,3'S)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
(1S,3R,1'S,2'S,3'S)-(3'-cyclopropyl-1',2'-epoxy-3'-hydroxypropyl)-9,10-secopregna-5(E),7(E),10(19)-triene
Conditions | Yield |
---|---|
With titanium(IV) isopropylate; tert.-butylhydroperoxide; (+)-Weinsaeure-diethylester In dichloromethane at -20℃; further reag.: (-)-diethyl tartrate; Yield given; |
(1S,3R,3'S)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
A
(1S,3R,1'S,2'S,3'S)-(3'-cyclopropyl-1',2'-epoxy-3'-hydroxypropyl)-9,10-secopregna-5(E),7(E),10(19)-triene
B
(1S,3R,1'R,2'R,3'S)-(3'-cyclopropyl-1',2'-epoxy-3'-hydroxypropyl)-9,10-secopregna-5(E),7(E),10(19)-triene
Conditions | Yield |
---|---|
With titanium(IV) isopropylate; tert.-butylhydroperoxide; (-)-diethyl tartrate In dichloromethane at -20℃; further reag.: (+)-diethyl tartrate; Yield given. Yields of byproduct given; |
(1S,3R,3'S)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
calcipotriene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: anthracene, triethylamine / toluene / 1 h / 20 °C / Irradiation 2: 73 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.83 h / 60 °C View Scheme |
vinyl acetate
(1S,3R,3'R)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
(1S,3R,3'S)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
Conditions | Yield |
---|---|
Alcaligenes sp. lipase In hexane at 22 - 28℃; for 3h; Enzymatic reaction; | n/a |
Alcaligenes sp. lipase In di-isopropyl ether at 20℃; for 2h; Enzymatic reaction; | n/a |
(1S,3R,3'S)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
4-nitro-benzoic acid
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 60℃; for 4.5h; Mitsunobu reaction; | n/a |
C41H70O4Si2
(1S,3R,3'S)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
(1S,3R,3'R)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
Conditions | Yield |
---|---|
With silica gel In hexane for 1.5h; Product distribution / selectivity; |
(1S,3R,3'S)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(E),7(E),10(19)-triene
B
(1S,3R)-bis(tert-butyldimethylsilyloxy)-20(R)-(3'(S)-cyclopropyl-3'-hydroxyprop-1'(E)-enyl)-9,10-secopregna-5(Z),7(E),10(19)-triene
Conditions | Yield |
---|---|
9-acetylanthracene In tert-butyl methyl ether at 10℃; Product distribution / selectivity; UV-irradiation; | |
9-acetylanthracene In tert-butyl methyl ether at 10℃; Product distribution / selectivity; UV-irradiation; |
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