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Wuhan Han Sheng New Material Technology Co.,Ltd

Our Advantage: high quality with competitive price High quality standard: BP/USP/EP Enterprise standard All purity customized Fast and safe delivery We have reliable forwarder who can help us deliver our goods more fast and safe. We

(4aR,6aS,9aS,9bS)-6a-methyloctahydrocyclopenta[f]chromene-3,7(2H,8H)-dione

Cas:126784-20-1

Min.Order:10 Kilogram

FOB Price: $80.0 / 100.0

Type:Trading Company

inquiry

Shandong Hanjiang Chemical Co., Ltd.

Hello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by emai

delta-lactone

Cas:126784-20-1

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Changchun Artel lmport and Export trade company

Superiority We can customize and synthesize products that other suppliers may not be able to provide. Advantage cof, mof ligand manufacturer Product Detail bes

99% Sitolactone CAS:126784-20-1

Cas:126784-20-1

Min.Order:100 Kilogram

Negotiable

Type:Trading Company

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

delta-lactone

Cas:126784-20-1

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Saiwante (shanghai) New Material Technology Co., Ltd.

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:

(4aR,6aS,9aS,9bS)-6a-methyloctahydrocyclopenta[f]chromene-3,7(2H,8H)-dione CAS NO.126784-20-1

Cas:126784-20-1

Min.Order:1 Gram

FOB Price: $6.0 / 9.0

Type:Trading Company

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

delta-lactone

Cas:126784-20-1

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

SHANGHAI SYSTEAM BIOCHEM CO., LTD

We are one of a few suppliers that can offer custom synthesis service of this product We are specialized in custom synthesis, chemical/pharmaceutical/ pesticides outsourcing and contract research. We are committed to prov

(4aR,6aS,9aS,9bS)-6a-methyloctahydrocyclopenta[f]chromene-3,7(2H,8H)-dione

Cas:126784-20-1

Min.Order:100 Gram

FOB Price: $100.0 / 2000.0

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

delta-lactone

Cas:126784-20-1

Min.Order:10 Gram

Negotiable

Type:Lab/Research institutions

inquiry

EAST CHEMSOURCES LIMITED

factory?direct?saleAppearance:White Powder Storage:Store In Dry, Cool And Ventilated Place Package:25kg/drum, also according to the clients requirement Application:It is widely used as a thickener, emulsifier and stabilizer Transportation:By Sea Or B

(4aR,6aS,9aS,9bS)-6a-methyloctahydrocyclopenta[f]chromene-3,7(2H,8H)-dione

Cas:126784-20-1

Min.Order:1 Kilogram

FOB Price: $18.0 / 20.0

Type:Trading Company

inquiry

Shandong Mopai Biotechnology Co., LTD

Shandong Mopai Biotechnology Co., LTD is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemicals. W

(4aR,6aS,9aS,9bS)-6a-methyloctahydrocyclopenta[f]chromene-3,7(2H,8H)-dione

Cas:126784-20-1

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

KAISA GROUP INC

1.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

(4aR,6aS,9aS,9bS)-6a-methyloctahydrocyclopenta[f]chromene-3,7(2H,8H)-dione

Cas:126784-20-1

Min.Order:1 Metric Ton

FOB Price: $1.5

Type:Trading Company

inquiry

Bluecrystal chem-union

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

(4aR,6aS,9aS,9bS)-6a-methyloctahydrocyclopenta[f]chromene-3,7(2H,8H)-dione

Cas:126784-20-1

Min.Order:1 Metric Ton

FOB Price: $1.0

Type:Trading Company

inquiry

GIHI CHEMICALS CO.,LIMITED

Lower 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

(4aR,6aS,9aS,9bS)-6a-methyloctahydrocyclopenta[f]chromene-3,7(2H,8H)-dione

Cas:126784-20-1

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Henan Tianfu Chemical Co., Ltd.

1.Our services:A.Supply sampleB.The packing also can be according the customers` requirmentC.Any inquiries will be replied within 24 hoursD.we provide Commerical Invoice, Packing List, Bill of loading, COA , Health certificate and Origin certificate.

delta-lactone

Cas:126784-20-1

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Enke Pharma-tech Co.,Ltd. (Cangzhou, China )

high purity Storage:normal temperature Package:DRUM Application:mainly for medical use for R&Dpurpose use only Transportation:AIR,SEA Port:BEIJING,SHANGHAI,TIANJIN,SHENZHEN

Sitolactone

Cas:126784-20-1

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Antimex Chemical Limied

factory?direct?sale Application:healing drugs

delta-lactone

Cas:126784-20-1

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Qingdao Beluga Import and Export Co., LTD

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

(4aR,6aS,9aS,9bS)-6a-methyloctahydrocyclopenta[f]chromene-3,7(2H,8H)-dione

Cas:126784-20-1

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hubei Langyou International Trading Co., Ltd

(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

Hangzhou ZeErRui Chemical Co., Ltd.

Hangzhou 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

(4aR,6aS,9aS,9bS)-6a-methyloctahydrocyclopenta[f]chromene-3,7(2H,8H)-dione

Cas:126784-20-1

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Wuhan Newgreat Chemical Co., Ltd

Wuhan Xinweiye Chemical Co., Ltd. is mainly engaged in the process development and production of customized synthesis and pharmaceutical intermediates. We have professional researchers in organic synthesis, analytical chemistry and production process

(4aR,6aS,9aS,9bS)-6a-methyloctahydrocyclopenta[f]chromene-3,7(2H,8H)-dione

Cas:126784-20-1

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hunan Longxianng Runhui Trading Co.,Ltd

(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

(4aR,6aS,9aS,9bS)-6a-methyloctahydrocyclopenta[f]chromene-3,7(2H,8H)-dione

Cas:126784-20-1

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Shanghai Chinqesen Biotechnology Co., Ltd.

Good Quality Package:1kg/bag Application:Medical or chemical Transportation:Air/Train/Sea Port:Shenzhen

126784-20-1

Cas:126784-20-1

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Chemlyte Solutions

factory?direct?sale Application:Fine chemical intermediates, used as the main raw material for the synthesis of various pesticides, medicines, surfactants, polymer monomers, and antifungal agents

Chemsigma International Co.,Ltd.

bulk?production Application:Pharmaceutical intermediates

(4aR,6aS,9aS,9bS)-6a-methyloctahydrocyclopenta[f]chromene-3,7(2H,8H)-dione

Cas:126784-20-1

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

ZHEJIANG JIUZHOU CHEM CO.,LTD

factory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin

(4aR,6aS,9aS,9bS)-6a-methyloctahydrocyclopenta[f]chromene-3,7(2H,8H)-dione

Cas:126784-20-1

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Jilin haofei import and export trade Co.,Ltd

Price, 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

99% Sitolactone CAS:126784-20-1 CAS NO.126784-20-1

Cas:126784-20-1

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Shanghai united Scientific Co.,Ltd.

United 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

126784-20-1

Cas:126784-20-1

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hubei Jusheng Technology Co., Ltd.,

1,Best Quality: Our products have exported to Germany, Spain, UK, USA, Australia, Middle East, and so on other countries, and we have got very good feedback from our customers.so

(4aR,6aS,9aS,9bS)-6a-methyloctahydrocyclopenta[f]chromene-3,7(2H,8H)-dione

Cas:126784-20-1

Min.Order:10 Gram

FOB Price: $1.0 / 2.0

Type:Trading Company

inquiry

Shandong Jiashisheng Biotechnolgy Co.,Ltd

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

(4aR,6aS,9aS,9bS)-6a-methyloctahydrocyclopenta[f]chromene-3,7(2H,8H)-dione

Cas:126784-20-1

Min.Order:0

Negotiable

Type:Trading Company

inquiry

changchun tuocai technology co.,ltld

(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

(4aR,6aS,9aS,9bS)-6a-methyloctahydrocyclopenta[f]chromene-3,7(2H,8H)-dione

Cas:126784-20-1

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Synthetic route

Lithocholic acid
434-13-9

Lithocholic acid

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
126784-20-1

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone

Conditions
ConditionsYield
In water at 30℃; for 48h; mutant strain of Nocardia corallina NG-511;39%
lithocholic acid

lithocholic acid

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
126784-20-1

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone

Conditions
ConditionsYield
at 30℃; for 48h; Nocardia corallina IFO 3338 strain NG-511;39%
cholesterol
57-88-5

cholesterol

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
126784-20-1

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone

Conditions
ConditionsYield
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
57-83-0

progesterone

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
126784-20-1

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone

Conditions
ConditionsYield
In water at 30℃; for 48h; mutant strain of Nocardia corallina NG-511;30%
Progesterone
57-83-0

Progesterone

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
126784-20-1

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone

Conditions
ConditionsYield
at 30℃; for 48h; Nocardia corallina IFO 3338 strain NG-511;30%
β-sitosterol
83-46-5

β-sitosterol

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
126784-20-1

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone

Conditions
ConditionsYield
In water at 30℃; for 48h; mutant strain of Nocardia corallina NG-511;16%
β-sitosterol
257939-67-6

β-sitosterol

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
126784-20-1

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone

Conditions
ConditionsYield
at 30℃; for 48h; Nocardia corallina IFO 3338 strain NG-511;16%
Cholest-4-en-3-one
601-57-0

Cholest-4-en-3-one

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
126784-20-1

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone

Conditions
ConditionsYield
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
80-97-7

Cholestanol

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
126784-20-1

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone

Conditions
ConditionsYield
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
81-25-4

cholic acid

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
126784-20-1

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone

Conditions
ConditionsYield
In water at 30℃; for 48h; mutant strain of Nocardia corallina NG-511;6%
cholic acid

cholic acid

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
126784-20-1

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone

Conditions
ConditionsYield
at 30℃; for 48h; Nocardia corallina IFO 3338 strain NG-511;6%
Deoxycholic acid
83-44-3

Deoxycholic acid

A

12β-hydroxy-1,4-androstadiene-3,17-dione
28840-96-2

12β-hydroxy-1,4-androstadiene-3,17-dione

B

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
126784-20-1

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
79683-94-6

3,12β-dihydroxy-9,10-seco-1,3,5(10)-androstatriene-9,17-dione

D

12α-hydroxyandrosta-1,4-dien-3,17-dione
59531-53-2

12α-hydroxyandrosta-1,4-dien-3,17-dione

Conditions
ConditionsYield
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
57-88-5

cholesterol

A

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
126784-20-1

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone

B

3aα-H-4α-acetyl-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone

3aα-H-4α-acetyl-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone

C

3aα-H-4α-<3'-trans acrylic acid>-5α-hydroxy-7aβ-methylhexahydro-1-indanone

3aα-H-4α-<3'-trans acrylic acid>-5α-hydroxy-7aβ-methylhexahydro-1-indanone

Conditions
ConditionsYield
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;
Soybean sterol

Soybean sterol

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
126784-20-1

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone

Conditions
ConditionsYield
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
126784-20-1

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone

C13H16O3

C13H16O3

Conditions
ConditionsYield
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
126784-20-1

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone

ethylmagnesium bromide
925-90-6

ethylmagnesium bromide

A

(4S,5R,7aS)-5-hydroxy-7a-methyl-4-(3-oxopentyl)octahydro-1H-inden-1-one

(4S,5R,7aS)-5-hydroxy-7a-methyl-4-(3-oxopentyl)octahydro-1H-inden-1-one

B

(4S,5S,7aS)-5-hydroxy-7a-methyl-4-(3-oxopentyl)octahydro-1H-inden-1-one

(4S,5S,7aS)-5-hydroxy-7a-methyl-4-(3-oxopentyl)octahydro-1H-inden-1-one

Conditions
ConditionsYield
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
126784-20-1

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone

3aα-H-4α-(3’-propionic acid)-5α-hydroxy-7aβ-methylhexahydro-1-indanedione

3aα-H-4α-(3’-propionic acid)-5α-hydroxy-7aβ-methylhexahydro-1-indanedione

Conditions
ConditionsYield
With water; sodium hydroxide
3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone
126784-20-1

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone

C14H20O2

C14H20O2

Conditions
ConditionsYield
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
126784-20-1

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone

A

C18H26O2

C18H26O2

B

C18H26O2

C18H26O2

Conditions
ConditionsYield
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
126784-20-1

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone

C18H26O2

C18H26O2

Conditions
ConditionsYield
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
126784-20-1

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone

C18H26O2

C18H26O2

Conditions
ConditionsYield
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
126784-20-1

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone

C18H28O2

C18H28O2

Conditions
ConditionsYield
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
126784-20-1

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone

C18H30O3

C18H30O3

Conditions
ConditionsYield
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
126784-20-1

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone

A

C18H30O3

C18H30O3

B

C18H30O3

C18H30O3

Conditions
ConditionsYield
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
126784-20-1

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone

C18H29IO2

C18H29IO2

Conditions
ConditionsYield
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
126784-20-1

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone

C18H28O2

C18H28O2

Conditions
ConditionsYield
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
126784-20-1

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone

C19H30O

C19H30O

Conditions
ConditionsYield
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
126784-20-1

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone

C20H32O

C20H32O

Conditions
ConditionsYield
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
126784-20-1

3aα-H-4α-<3'-propionic acid>-5α-hydroxy-7aβ-methyl-hexahydro-1-indanone-δ-lactone

wickerol A

wickerol A

Conditions
ConditionsYield
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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