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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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inquirySuperiority We can customize and synthesize products that other suppliers may not be able to provide. Advantage cof, mof ligand manufacturer Product Detail bes
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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
ProName: (4aR,6aS,9aS,9bS)-6a-methyloctahydrocy... CasNo: 126784-20-1 Molecular Formula: C13H18O3 Appearance: white powder Application: Pharmaceuticals, pesticides, synthetic... DeliveryTime: 3-10 days PackAge: 1kg/Alu bag, 25kgs/Drum Port:
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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
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
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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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inquiryWe 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, higher purity,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 synthesis of various pesticides, medicines, s
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We are a trading company aiming at providing high-quality services to customers. Established for many years, with good reputation in the industry Storage:Sealed and preserved Application:Fine chemical intermediates, used as the main raw material for
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inquiry(4aR,6aS,9aS,9bS)-6a-methyloctahydrocyclopenta[f]chromene-3,7(2H,8H)-dione Application:(4aR,6aS,9aS,9bS)-6a-methyloctahydrocyclopenta[f]chromene-3,7(2H,8H)-dione
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inquiryHangzhou ZeErRui Chemical Co., Ltd. is focused on customization, research and development and production of APIs and advanced intermediates, which can effectively compensate for the deficiencies of traditional CRO and CMO. Priority of high-tech barri
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inquiry(4aR,6aS,9aS,9bS)-6a-methyloctahydrocyclopenta[f]chromene-3,7(2H,8H)-dioneAppearance:white crystalline powder Storage:Keep in dry and cool place Package:foil aluminium bag/vacuum packing Application:Pharmaceutical intermediates Transportation:By expr
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inquiryGood Quality Package:1kg/bag Application:Medical or chemical Transportation:Air/Train/Sea Port:Shenzhen
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inquirybulk?production Application:Pharmaceutical intermediates
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inquiryfactory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin
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inquiryPrice, service, company and transport advantage: 1. Best service, place of origin China, high quality, and reasonable price. 2. It's customers' right to choose the package (EMS, DHL, FEDEX, UPS). 3. It's customers' right
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inquiryUnited Scientific Company Located in Shanghai of China , is a competitive player in the global specialty and fine chemical market. Fenghua has both the expertise and flexibility to produce a wide range of chemicals. Focusing on developing the innovat
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inquiryWe are a trading company aiming at providing high-quality services to customers. Established for many years, with good reputation in the industry Storage:Sealed and preserved Application:Fine chemical intermediates, used as the main raw material for
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inquiry(4aR,6aS,9aS,9bS)-6a-methyloctahydrocyclopenta[f]chromene-3,7(2H,8H)-dioneAppearance:white crystalline powder Storage:Keep in dry and cool place Package:foil aluminium bag/vacuum packing Application:Pharmaceutical intermediates Transportation:Transpo
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inquiryLithocholic acid
3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
Conditions | Yield |
---|---|
In water at 30℃; for 48h; mutant strain of Nocardia corallina NG-511; | 39% |
3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
Conditions | Yield |
---|---|
at 30℃; for 48h; Nocardia corallina IFO 3338 strain NG-511; | 39% |
cholesterol
3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
Conditions | Yield |
---|---|
In water at 30℃; for 48h; mutant strain of Nocardia corallina NG-511; | 35% |
at 30℃; for 48h; Nocardia corallina IFO 3338 strain NG-511; | 35% |
progesterone
3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
Conditions | Yield |
---|---|
In water at 30℃; for 48h; mutant strain of Nocardia corallina NG-511; | 30% |
Progesterone
3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
Conditions | Yield |
---|---|
at 30℃; for 48h; Nocardia corallina IFO 3338 strain NG-511; | 30% |
β-sitosterol
3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
Conditions | Yield |
---|---|
In water at 30℃; for 48h; mutant strain of Nocardia corallina NG-511; | 16% |
β-sitosterol
3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
Conditions | Yield |
---|---|
at 30℃; for 48h; Nocardia corallina IFO 3338 strain NG-511; | 16% |
Cholest-4-en-3-one
3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
Conditions | Yield |
---|---|
In water at 30℃; for 48h; mutant strain of Nocardia corallina NG-511; | 15% |
at 30℃; for 48h; Nocardia corallina IFO 3338 strain NG-511; | 15% |
Cholestanol
3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
Conditions | Yield |
---|---|
In water at 30℃; for 48h; mutant strain of Nocardia corallina NG-511; | 9% |
at 30℃; for 48h; Nocardia corallina IFO 3338 strain NG-511; | 9% |
cholic acid
3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
Conditions | Yield |
---|---|
In water at 30℃; for 48h; mutant strain of Nocardia corallina NG-511; | 6% |
3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
Conditions | Yield |
---|---|
at 30℃; for 48h; Nocardia corallina IFO 3338 strain NG-511; | 6% |
Deoxycholic acid
A
12β-hydroxy-1,4-androstadiene-3,17-dione
B
3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
C
3,12β-dihydroxy-9,10-seco-1,3,5(10)-androstatriene-9,17-dione
D
12α-hydroxyandrosta-1,4-dien-3,17-dione
Conditions | Yield |
---|---|
at 30℃; microbial degradation by Pseudomonas sp. MR108; Yield given. Yields of byproduct given; | |
at 30℃; microbial degradation by Pseudumonas sp. MR108; Yield given. Yields of byproduct given; |
cholesterol
A
3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
Conditions | Yield |
---|---|
at 30℃; for 72h; Nocardia corallina IFO 3338 strain NG-34; Yield given. Yields of byproduct given; | |
at 30℃; for 72h; Nocardia coralina IFO 3338 strain NG-34; Yield given. Yields of byproduct given; |
3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
Conditions | Yield |
---|---|
With sorbitan monopalmitate; D-glucose; yeast extract In water at 30℃; for 72h; mutant strain of Nocardia corallina NG-511; Yield given; |
3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
Conditions | Yield |
---|---|
Stage #1: 3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone With trimethylsilyl trifluoromethanesulfonate; triethylamine In dichloromethane at 0℃; for 3h; Inert atmosphere; Stage #2: With oxygen; palladium diacetate In dimethyl sulfoxide at 60℃; for 3.5h; | 75% |
3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
ethylmagnesium bromide
Conditions | Yield |
---|---|
In tetrahydrofuran at -40 - -30℃; for 2.16667h; Inert atmosphere; | A n/a B n/a |
3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
Conditions | Yield |
---|---|
With water; sodium hydroxide |
3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: triethylamine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 3 h / 0 °C / Inert atmosphere 1.2: 3.5 h / 60 °C 2.1: trifluoroacetic acid; sodium tetrahydroborate / dichloromethane / 0.5 h / -10 - 0 °C 3.1: tetrahydrofuran; diethyl ether / 0.33 h / -78 °C / Inert atmosphere 3.2: 4 - 5 h / 40 °C / Inert atmosphere 4.1: samarium diiodide; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere 5.1: palladium 10% on activated carbon; hydrogen / methanol / 23 h / 20 °C / 760.05 Torr 5.2: 5 h / Reflux 6.1: toluene-4-sulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 5 h / 100 °C View Scheme |
3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: triethylamine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 3 h / 0 °C / Inert atmosphere 1.2: 3.5 h / 60 °C 2.1: trifluoroacetic acid; sodium tetrahydroborate / dichloromethane / 0.5 h / -10 - 0 °C 3.1: tetrahydrofuran; diethyl ether / 0.33 h / -78 °C / Inert atmosphere 3.2: 4 - 5 h / 40 °C / Inert atmosphere 4.1: samarium diiodide; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere 5.1: palladium 10% on activated carbon; hydrogen / methanol / 23 h / 20 °C / 760.05 Torr 5.2: 5 h / Reflux 6.1: toluene-4-sulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 5 h / 100 °C 7.1: potassium tert-butylate / 1,2-dimethoxyethane / 0.25 h / -60 °C 7.2: 2 h / -60 °C View Scheme |
3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: triethylamine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 3 h / 0 °C / Inert atmosphere 1.2: 3.5 h / 60 °C 2.1: trifluoroacetic acid; sodium tetrahydroborate / dichloromethane / 0.5 h / -10 - 0 °C 3.1: tetrahydrofuran; diethyl ether / 0.33 h / -78 °C / Inert atmosphere 3.2: 4 - 5 h / 40 °C / Inert atmosphere 4.1: samarium diiodide; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere 5.1: palladium 10% on activated carbon; hydrogen / methanol / 23 h / 20 °C / 760.05 Torr 5.2: 5 h / Reflux 6.1: toluene-4-sulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 5 h / 100 °C 7.1: potassium tert-butylate / 1,2-dimethoxyethane / 0.25 h / -60 °C 7.2: 2 h / -60 °C 8.1: N-ethyl-N,N-diisopropylamine / ethylene glycol / 2 h / 165 °C View Scheme | |
Multi-step reaction with 8 steps 1.1: triethylamine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 3 h / 0 °C / Inert atmosphere 1.2: 3.5 h / 60 °C 2.1: trifluoroacetic acid; sodium tetrahydroborate / dichloromethane / 0.5 h / -10 - 0 °C 3.1: tetrahydrofuran; diethyl ether / 0.33 h / -78 °C / Inert atmosphere 3.2: 4 - 5 h / 40 °C / Inert atmosphere 4.1: samarium diiodide; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere 5.1: palladium 10% on activated carbon; hydrogen / methanol / 23 h / 20 °C / 760.05 Torr 5.2: 5 h / Reflux 6.1: toluene-4-sulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 5 h / 100 °C 7.1: potassium tert-butylate / 1,2-dimethoxyethane / 0.25 h / -60 °C 7.2: 2 h / -60 °C 8.1: sodium acetate / 1,2-dichloro-benzene / 2 h / 180 °C View Scheme |
3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: triethylamine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 3 h / 0 °C / Inert atmosphere 1.2: 3.5 h / 60 °C 2.1: trifluoroacetic acid; sodium tetrahydroborate / dichloromethane / 0.5 h / -10 - 0 °C 3.1: tetrahydrofuran; diethyl ether / 0.33 h / -78 °C / Inert atmosphere 3.2: 4 - 5 h / 40 °C / Inert atmosphere 4.1: samarium diiodide; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere 5.1: palladium 10% on activated carbon; hydrogen / methanol / 23 h / 20 °C / 760.05 Torr 5.2: 5 h / Reflux 6.1: toluene-4-sulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 5 h / 100 °C 7.1: potassium tert-butylate / 1,2-dimethoxyethane / 0.25 h / -60 °C 7.2: 2 h / -60 °C 8.1: sodium acetate / 1,2-dichloro-benzene / 2 h / 180 °C View Scheme |
3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 1.1: triethylamine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 3 h / 0 °C / Inert atmosphere 1.2: 3.5 h / 60 °C 2.1: trifluoroacetic acid; sodium tetrahydroborate / dichloromethane / 0.5 h / -10 - 0 °C 3.1: tetrahydrofuran; diethyl ether / 0.33 h / -78 °C / Inert atmosphere 3.2: 4 - 5 h / 40 °C / Inert atmosphere 4.1: samarium diiodide; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere 5.1: palladium 10% on activated carbon; hydrogen / methanol / 23 h / 20 °C / 760.05 Torr 5.2: 5 h / Reflux 6.1: toluene-4-sulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 5 h / 100 °C 7.1: potassium tert-butylate / 1,2-dimethoxyethane / 0.25 h / -60 °C 7.2: 2 h / -60 °C 8.1: N-ethyl-N,N-diisopropylamine / ethylene glycol / 2 h / 165 °C 9.1: lithium; ammonia / tetrahydrofuran / -78 °C View Scheme | |
Multi-step reaction with 9 steps 1.1: triethylamine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 3 h / 0 °C / Inert atmosphere 1.2: 3.5 h / 60 °C 2.1: trifluoroacetic acid; sodium tetrahydroborate / dichloromethane / 0.5 h / -10 - 0 °C 3.1: tetrahydrofuran; diethyl ether / 0.33 h / -78 °C / Inert atmosphere 3.2: 4 - 5 h / 40 °C / Inert atmosphere 4.1: samarium diiodide; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere 5.1: palladium 10% on activated carbon; hydrogen / methanol / 23 h / 20 °C / 760.05 Torr 5.2: 5 h / Reflux 6.1: toluene-4-sulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 5 h / 100 °C 7.1: potassium tert-butylate / 1,2-dimethoxyethane / 0.25 h / -60 °C 7.2: 2 h / -60 °C 8.1: sodium acetate / 1,2-dichloro-benzene / 2 h / 180 °C 9.1: lithium; ammonia / tetrahydrofuran / -78 °C View Scheme |
3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
Conditions | Yield |
---|---|
Multi-step reaction with 10 steps 1.1: triethylamine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 3 h / 0 °C / Inert atmosphere 1.2: 3.5 h / 60 °C 2.1: trifluoroacetic acid; sodium tetrahydroborate / dichloromethane / 0.5 h / -10 - 0 °C 3.1: tetrahydrofuran; diethyl ether / 0.33 h / -78 °C / Inert atmosphere 3.2: 4 - 5 h / 40 °C / Inert atmosphere 4.1: samarium diiodide; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere 5.1: palladium 10% on activated carbon; hydrogen / methanol / 23 h / 20 °C / 760.05 Torr 5.2: 5 h / Reflux 6.1: toluene-4-sulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 5 h / 100 °C 7.1: potassium tert-butylate / 1,2-dimethoxyethane / 0.25 h / -60 °C 7.2: 2 h / -60 °C 8.1: N-ethyl-N,N-diisopropylamine / ethylene glycol / 2 h / 165 °C 9.1: lithium; ammonia / tetrahydrofuran / -78 °C 10.1: Wilkinson's catalyst; benzo[1,3,2]dioxaborole / tetrahydrofuran; dichloromethane / 20 h / 20 °C / Inert atmosphere 10.2: 2 h / 0 - 20 °C View Scheme | |
Multi-step reaction with 10 steps 1.1: triethylamine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 3 h / 0 °C / Inert atmosphere 1.2: 3.5 h / 60 °C 2.1: trifluoroacetic acid; sodium tetrahydroborate / dichloromethane / 0.5 h / -10 - 0 °C 3.1: tetrahydrofuran; diethyl ether / 0.33 h / -78 °C / Inert atmosphere 3.2: 4 - 5 h / 40 °C / Inert atmosphere 4.1: samarium diiodide; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere 5.1: palladium 10% on activated carbon; hydrogen / methanol / 23 h / 20 °C / 760.05 Torr 5.2: 5 h / Reflux 6.1: toluene-4-sulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 5 h / 100 °C 7.1: potassium tert-butylate / 1,2-dimethoxyethane / 0.25 h / -60 °C 7.2: 2 h / -60 °C 8.1: sodium acetate / 1,2-dichloro-benzene / 2 h / 180 °C 9.1: lithium; ammonia / tetrahydrofuran / -78 °C 10.1: Wilkinson's catalyst; benzo[1,3,2]dioxaborole / tetrahydrofuran; dichloromethane / 20 h / 20 °C / Inert atmosphere 10.2: 2 h / 0 - 20 °C View Scheme |
3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
Conditions | Yield |
---|---|
Multi-step reaction with 10 steps 1.1: triethylamine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 3 h / 0 °C / Inert atmosphere 1.2: 3.5 h / 60 °C 2.1: trifluoroacetic acid; sodium tetrahydroborate / dichloromethane / 0.5 h / -10 - 0 °C 3.1: tetrahydrofuran; diethyl ether / 0.33 h / -78 °C / Inert atmosphere 3.2: 4 - 5 h / 40 °C / Inert atmosphere 4.1: samarium diiodide; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere 5.1: palladium 10% on activated carbon; hydrogen / methanol / 23 h / 20 °C / 760.05 Torr 5.2: 5 h / Reflux 6.1: toluene-4-sulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 5 h / 100 °C 7.1: potassium tert-butylate / 1,2-dimethoxyethane / 0.25 h / -60 °C 7.2: 2 h / -60 °C 8.1: N-ethyl-N,N-diisopropylamine / ethylene glycol / 2 h / 165 °C 9.1: lithium; ammonia / tetrahydrofuran / -78 °C 10.1: Wilkinson's catalyst; benzo[1,3,2]dioxaborole / tetrahydrofuran; dichloromethane / 20 h / 20 °C / Inert atmosphere 10.2: 2 h / 0 - 20 °C View Scheme | |
Multi-step reaction with 10 steps 1.1: triethylamine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 3 h / 0 °C / Inert atmosphere 1.2: 3.5 h / 60 °C 2.1: trifluoroacetic acid; sodium tetrahydroborate / dichloromethane / 0.5 h / -10 - 0 °C 3.1: tetrahydrofuran; diethyl ether / 0.33 h / -78 °C / Inert atmosphere 3.2: 4 - 5 h / 40 °C / Inert atmosphere 4.1: samarium diiodide; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere 5.1: palladium 10% on activated carbon; hydrogen / methanol / 23 h / 20 °C / 760.05 Torr 5.2: 5 h / Reflux 6.1: toluene-4-sulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 5 h / 100 °C 7.1: potassium tert-butylate / 1,2-dimethoxyethane / 0.25 h / -60 °C 7.2: 2 h / -60 °C 8.1: sodium acetate / 1,2-dichloro-benzene / 2 h / 180 °C 9.1: lithium; ammonia / tetrahydrofuran / -78 °C 10.1: Wilkinson's catalyst; benzo[1,3,2]dioxaborole / tetrahydrofuran; dichloromethane / 20 h / 20 °C / Inert atmosphere 10.2: 2 h / 0 - 20 °C View Scheme |
3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
Conditions | Yield |
---|---|
Multi-step reaction with 10 steps 1.1: triethylamine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 3 h / 0 °C / Inert atmosphere 1.2: 3.5 h / 60 °C 2.1: trifluoroacetic acid; sodium tetrahydroborate / dichloromethane / 0.5 h / -10 - 0 °C 3.1: tetrahydrofuran; diethyl ether / 0.33 h / -78 °C / Inert atmosphere 3.2: 4 - 5 h / 40 °C / Inert atmosphere 4.1: samarium diiodide; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere 5.1: palladium 10% on activated carbon; hydrogen / methanol / 23 h / 20 °C / 760.05 Torr 5.2: 5 h / Reflux 6.1: toluene-4-sulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 5 h / 100 °C 7.1: potassium tert-butylate / 1,2-dimethoxyethane / 0.25 h / -60 °C 7.2: 2 h / -60 °C 8.1: N-ethyl-N,N-diisopropylamine / ethylene glycol / 2 h / 165 °C 9.1: lithium; ammonia / tetrahydrofuran / -78 °C 10.1: Wilkinson's catalyst; benzo[1,3,2]dioxaborole / tetrahydrofuran; dichloromethane / 20 h / 20 °C / Inert atmosphere 10.2: 2 h / 0 - 20 °C View Scheme | |
Multi-step reaction with 10 steps 1.1: triethylamine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 3 h / 0 °C / Inert atmosphere 1.2: 3.5 h / 60 °C 2.1: trifluoroacetic acid; sodium tetrahydroborate / dichloromethane / 0.5 h / -10 - 0 °C 3.1: tetrahydrofuran; diethyl ether / 0.33 h / -78 °C / Inert atmosphere 3.2: 4 - 5 h / 40 °C / Inert atmosphere 4.1: samarium diiodide; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere 5.1: palladium 10% on activated carbon; hydrogen / methanol / 23 h / 20 °C / 760.05 Torr 5.2: 5 h / Reflux 6.1: toluene-4-sulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 5 h / 100 °C 7.1: potassium tert-butylate / 1,2-dimethoxyethane / 0.25 h / -60 °C 7.2: 2 h / -60 °C 8.1: sodium acetate / 1,2-dichloro-benzene / 2 h / 180 °C 9.1: lithium; ammonia / tetrahydrofuran / -78 °C 10.1: Wilkinson's catalyst; benzo[1,3,2]dioxaborole / tetrahydrofuran; dichloromethane / 20 h / 20 °C / Inert atmosphere 10.2: 2 h / 0 - 20 °C View Scheme |
3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
Conditions | Yield |
---|---|
Multi-step reaction with 11 steps 1.1: triethylamine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 3 h / 0 °C / Inert atmosphere 1.2: 3.5 h / 60 °C 2.1: trifluoroacetic acid; sodium tetrahydroborate / dichloromethane / 0.5 h / -10 - 0 °C 3.1: tetrahydrofuran; diethyl ether / 0.33 h / -78 °C / Inert atmosphere 3.2: 4 - 5 h / 40 °C / Inert atmosphere 4.1: samarium diiodide; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere 5.1: palladium 10% on activated carbon; hydrogen / methanol / 23 h / 20 °C / 760.05 Torr 5.2: 5 h / Reflux 6.1: toluene-4-sulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 5 h / 100 °C 7.1: potassium tert-butylate / 1,2-dimethoxyethane / 0.25 h / -60 °C 7.2: 2 h / -60 °C 8.1: N-ethyl-N,N-diisopropylamine / ethylene glycol / 2 h / 165 °C 9.1: lithium; ammonia / tetrahydrofuran / -78 °C 10.1: Wilkinson's catalyst; benzo[1,3,2]dioxaborole / tetrahydrofuran; dichloromethane / 20 h / 20 °C / Inert atmosphere 10.2: 2 h / 0 - 20 °C 11.1: 1-(Trimethylsilyl)imidazole; 1,1,1,3,3,3-hexamethyl-disilazane / dichloromethane / 2 h / 20 - 40 °C 11.2: 3 h / 20 °C 11.3: 4 h / 20 °C View Scheme | |
Multi-step reaction with 11 steps 1.1: triethylamine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 3 h / 0 °C / Inert atmosphere 1.2: 3.5 h / 60 °C 2.1: trifluoroacetic acid; sodium tetrahydroborate / dichloromethane / 0.5 h / -10 - 0 °C 3.1: tetrahydrofuran; diethyl ether / 0.33 h / -78 °C / Inert atmosphere 3.2: 4 - 5 h / 40 °C / Inert atmosphere 4.1: samarium diiodide; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere 5.1: palladium 10% on activated carbon; hydrogen / methanol / 23 h / 20 °C / 760.05 Torr 5.2: 5 h / Reflux 6.1: toluene-4-sulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 5 h / 100 °C 7.1: potassium tert-butylate / 1,2-dimethoxyethane / 0.25 h / -60 °C 7.2: 2 h / -60 °C 8.1: sodium acetate / 1,2-dichloro-benzene / 2 h / 180 °C 9.1: lithium; ammonia / tetrahydrofuran / -78 °C 10.1: Wilkinson's catalyst; benzo[1,3,2]dioxaborole / tetrahydrofuran; dichloromethane / 20 h / 20 °C / Inert atmosphere 10.2: 2 h / 0 - 20 °C 11.1: 1-(Trimethylsilyl)imidazole; 1,1,1,3,3,3-hexamethyl-disilazane / dichloromethane / 2 h / 20 - 40 °C 11.2: 3 h / 20 °C 11.3: 4 h / 20 °C View Scheme |
3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
Conditions | Yield |
---|---|
Multi-step reaction with 12 steps 1.1: triethylamine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 3 h / 0 °C / Inert atmosphere 1.2: 3.5 h / 60 °C 2.1: trifluoroacetic acid; sodium tetrahydroborate / dichloromethane / 0.5 h / -10 - 0 °C 3.1: tetrahydrofuran; diethyl ether / 0.33 h / -78 °C / Inert atmosphere 3.2: 4 - 5 h / 40 °C / Inert atmosphere 4.1: samarium diiodide; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere 5.1: palladium 10% on activated carbon; hydrogen / methanol / 23 h / 20 °C / 760.05 Torr 5.2: 5 h / Reflux 6.1: toluene-4-sulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 5 h / 100 °C 7.1: potassium tert-butylate / 1,2-dimethoxyethane / 0.25 h / -60 °C 7.2: 2 h / -60 °C 8.1: N-ethyl-N,N-diisopropylamine / ethylene glycol / 2 h / 165 °C 9.1: lithium; ammonia / tetrahydrofuran / -78 °C 10.1: Wilkinson's catalyst; benzo[1,3,2]dioxaborole / tetrahydrofuran; dichloromethane / 20 h / 20 °C / Inert atmosphere 10.2: 2 h / 0 - 20 °C 11.1: 1-(Trimethylsilyl)imidazole; 1,1,1,3,3,3-hexamethyl-disilazane / dichloromethane / 2 h / 20 - 40 °C 11.2: 3 h / 20 °C 11.3: 4 h / 20 °C 12.1: zinc; lead(II) chloride / tetrahydrofuran / 0.5 h / 0 °C 12.2: 0.5 h / 0 - 20 °C 12.3: 2 h / 0 °C View Scheme | |
Multi-step reaction with 12 steps 1.1: triethylamine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 3 h / 0 °C / Inert atmosphere 1.2: 3.5 h / 60 °C 2.1: trifluoroacetic acid; sodium tetrahydroborate / dichloromethane / 0.5 h / -10 - 0 °C 3.1: tetrahydrofuran; diethyl ether / 0.33 h / -78 °C / Inert atmosphere 3.2: 4 - 5 h / 40 °C / Inert atmosphere 4.1: samarium diiodide; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere 5.1: palladium 10% on activated carbon; hydrogen / methanol / 23 h / 20 °C / 760.05 Torr 5.2: 5 h / Reflux 6.1: toluene-4-sulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 5 h / 100 °C 7.1: potassium tert-butylate / 1,2-dimethoxyethane / 0.25 h / -60 °C 7.2: 2 h / -60 °C 8.1: sodium acetate / 1,2-dichloro-benzene / 2 h / 180 °C 9.1: lithium; ammonia / tetrahydrofuran / -78 °C 10.1: Wilkinson's catalyst; benzo[1,3,2]dioxaborole / tetrahydrofuran; dichloromethane / 20 h / 20 °C / Inert atmosphere 10.2: 2 h / 0 - 20 °C 11.1: 1-(Trimethylsilyl)imidazole; 1,1,1,3,3,3-hexamethyl-disilazane / dichloromethane / 2 h / 20 - 40 °C 11.2: 3 h / 20 °C 11.3: 4 h / 20 °C 12.1: zinc; lead(II) chloride / tetrahydrofuran / 0.5 h / 0 °C 12.2: 0.5 h / 0 - 20 °C 12.3: 2 h / 0 °C View Scheme |
3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
Conditions | Yield |
---|---|
Multi-step reaction with 13 steps 1.1: triethylamine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 3 h / 0 °C / Inert atmosphere 1.2: 3.5 h / 60 °C 2.1: trifluoroacetic acid; sodium tetrahydroborate / dichloromethane / 0.5 h / -10 - 0 °C 3.1: tetrahydrofuran; diethyl ether / 0.33 h / -78 °C / Inert atmosphere 3.2: 4 - 5 h / 40 °C / Inert atmosphere 4.1: samarium diiodide; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere 5.1: palladium 10% on activated carbon; hydrogen / methanol / 23 h / 20 °C / 760.05 Torr 5.2: 5 h / Reflux 6.1: toluene-4-sulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 5 h / 100 °C 7.1: potassium tert-butylate / 1,2-dimethoxyethane / 0.25 h / -60 °C 7.2: 2 h / -60 °C 8.1: N-ethyl-N,N-diisopropylamine / ethylene glycol / 2 h / 165 °C 9.1: lithium; ammonia / tetrahydrofuran / -78 °C 10.1: Wilkinson's catalyst; benzo[1,3,2]dioxaborole / tetrahydrofuran; dichloromethane / 20 h / 20 °C / Inert atmosphere 10.2: 2 h / 0 - 20 °C 11.1: 1-(Trimethylsilyl)imidazole; 1,1,1,3,3,3-hexamethyl-disilazane / dichloromethane / 2 h / 20 - 40 °C 11.2: 3 h / 20 °C 11.3: 4 h / 20 °C 12.1: zinc; lead(II) chloride / tetrahydrofuran / 0.5 h / 0 °C 12.2: 0.5 h / 0 - 20 °C 12.3: 2 h / 0 °C 13.1: trifluoroacetic acid; diethylzinc / hexane; dichloromethane / 0.33 h / Inert atmosphere 13.2: 12 h / 20 °C View Scheme | |
Multi-step reaction with 13 steps 1.1: triethylamine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 3 h / 0 °C / Inert atmosphere 1.2: 3.5 h / 60 °C 2.1: trifluoroacetic acid; sodium tetrahydroborate / dichloromethane / 0.5 h / -10 - 0 °C 3.1: tetrahydrofuran; diethyl ether / 0.33 h / -78 °C / Inert atmosphere 3.2: 4 - 5 h / 40 °C / Inert atmosphere 4.1: samarium diiodide; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere 5.1: palladium 10% on activated carbon; hydrogen / methanol / 23 h / 20 °C / 760.05 Torr 5.2: 5 h / Reflux 6.1: toluene-4-sulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 5 h / 100 °C 7.1: potassium tert-butylate / 1,2-dimethoxyethane / 0.25 h / -60 °C 7.2: 2 h / -60 °C 8.1: sodium acetate / 1,2-dichloro-benzene / 2 h / 180 °C 9.1: lithium; ammonia / tetrahydrofuran / -78 °C 10.1: Wilkinson's catalyst; benzo[1,3,2]dioxaborole / tetrahydrofuran; dichloromethane / 20 h / 20 °C / Inert atmosphere 10.2: 2 h / 0 - 20 °C 11.1: 1-(Trimethylsilyl)imidazole; 1,1,1,3,3,3-hexamethyl-disilazane / dichloromethane / 2 h / 20 - 40 °C 11.2: 3 h / 20 °C 11.3: 4 h / 20 °C 12.1: zinc; lead(II) chloride / tetrahydrofuran / 0.5 h / 0 °C 12.2: 0.5 h / 0 - 20 °C 12.3: 2 h / 0 °C 13.1: trifluoroacetic acid; diethylzinc / hexane; dichloromethane / 0.33 h / Inert atmosphere 13.2: 12 h / 20 °C View Scheme |
3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
Conditions | Yield |
---|---|
Multi-step reaction with 14 steps 1.1: triethylamine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 3 h / 0 °C / Inert atmosphere 1.2: 3.5 h / 60 °C 2.1: trifluoroacetic acid; sodium tetrahydroborate / dichloromethane / 0.5 h / -10 - 0 °C 3.1: tetrahydrofuran; diethyl ether / 0.33 h / -78 °C / Inert atmosphere 3.2: 4 - 5 h / 40 °C / Inert atmosphere 4.1: samarium diiodide; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere 5.1: palladium 10% on activated carbon; hydrogen / methanol / 23 h / 20 °C / 760.05 Torr 5.2: 5 h / Reflux 6.1: toluene-4-sulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 5 h / 100 °C 7.1: potassium tert-butylate / 1,2-dimethoxyethane / 0.25 h / -60 °C 7.2: 2 h / -60 °C 8.1: N-ethyl-N,N-diisopropylamine / ethylene glycol / 2 h / 165 °C 9.1: lithium; ammonia / tetrahydrofuran / -78 °C 10.1: Wilkinson's catalyst; benzo[1,3,2]dioxaborole / tetrahydrofuran; dichloromethane / 20 h / 20 °C / Inert atmosphere 10.2: 2 h / 0 - 20 °C 11.1: 1-(Trimethylsilyl)imidazole; 1,1,1,3,3,3-hexamethyl-disilazane / dichloromethane / 2 h / 20 - 40 °C 11.2: 3 h / 20 °C 11.3: 4 h / 20 °C 12.1: zinc; lead(II) chloride / tetrahydrofuran / 0.5 h / 0 °C 12.2: 0.5 h / 0 - 20 °C 12.3: 2 h / 0 °C 13.1: trifluoroacetic acid; diethylzinc / hexane; dichloromethane / 0.33 h / Inert atmosphere 13.2: 12 h / 20 °C 14.1: hydrogen; platinum(IV) oxide / acetic acid / 48 h / 60 °C / 38002.6 Torr View Scheme | |
Multi-step reaction with 14 steps 1.1: triethylamine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 3 h / 0 °C / Inert atmosphere 1.2: 3.5 h / 60 °C 2.1: trifluoroacetic acid; sodium tetrahydroborate / dichloromethane / 0.5 h / -10 - 0 °C 3.1: tetrahydrofuran; diethyl ether / 0.33 h / -78 °C / Inert atmosphere 3.2: 4 - 5 h / 40 °C / Inert atmosphere 4.1: samarium diiodide; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere 5.1: palladium 10% on activated carbon; hydrogen / methanol / 23 h / 20 °C / 760.05 Torr 5.2: 5 h / Reflux 6.1: toluene-4-sulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 5 h / 100 °C 7.1: potassium tert-butylate / 1,2-dimethoxyethane / 0.25 h / -60 °C 7.2: 2 h / -60 °C 8.1: sodium acetate / 1,2-dichloro-benzene / 2 h / 180 °C 9.1: lithium; ammonia / tetrahydrofuran / -78 °C 10.1: Wilkinson's catalyst; benzo[1,3,2]dioxaborole / tetrahydrofuran; dichloromethane / 20 h / 20 °C / Inert atmosphere 10.2: 2 h / 0 - 20 °C 11.1: 1-(Trimethylsilyl)imidazole; 1,1,1,3,3,3-hexamethyl-disilazane / dichloromethane / 2 h / 20 - 40 °C 11.2: 3 h / 20 °C 11.3: 4 h / 20 °C 12.1: zinc; lead(II) chloride / tetrahydrofuran / 0.5 h / 0 °C 12.2: 0.5 h / 0 - 20 °C 12.3: 2 h / 0 °C 13.1: trifluoroacetic acid; diethylzinc / hexane; dichloromethane / 0.33 h / Inert atmosphere 13.2: 12 h / 20 °C 14.1: hydrogen; platinum(IV) oxide / acetic acid / 48 h / 60 °C / 38002.6 Torr View Scheme |
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