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Hebei Nengqian Chemical Import and Export Co., LTD

With our good experience, we offer detailed technical support and advice to assist customers. We communicate closely with customers to establish their quality requirements. Consistent Quality Our plant has strict quality control in each manufacturin

castasterone

Cas:80736-41-0

Min.Order:1 Kilogram

FOB Price: $1.0 / 10.0

Type:Trading Company

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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

Hot Sell Factory Supply Raw Material CAS 80736-41-0 Castasterone

Cas:80736-41-0

Min.Order:10 Kilogram

Negotiable

Type:Trading Company

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Hubei Langyou International Trading Co., Ltd

Castasterone 1. Guaranteed purity; 2. Large quantity in stock; 3. Largest manufacturer; 4. Best service after shipment with email; 5. High quality & competitive price; Appearance:White Powder Storage:Store in sealed containers at

Castasterone

Cas:80736-41-0

Min.Order:10 Gram

Negotiable

Type:Other

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Dayang Chem (Hangzhou) Co.,Ltd.

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 according to the contract research and development services for the fine chemicals, ph

Castasterone

Cas:80736-41-0

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Qingdao Beluga Import and Export Co., LTD

castasterone CAS:80736-41-0 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in high quality organic intermediate

castasterone CAS:80736-41-0

Cas:80736-41-0

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Shandong Hanjiang Chemical Co., Ltd.

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

Ergostan-6-one,2,3,22,23-tetrahydroxy-, (2a,3a,5a,22R,23R,24S)-

Cas:80736-41-0

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Henan Wentao Chemical Product Co., Ltd.

Henan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod

Ergostan-6-one,2,3,22,23-tetrahydroxy-, (2a,3a,5a,22R,23R,24S)-

Cas:80736-41-0

Min.Order:0

Negotiable

Type:Lab/Research institutions

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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

Castasterone

Cas:80736-41-0

Min.Order:0

Negotiable

Type:Lab/Research institutions

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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

Castasterone

Cas:80736-41-0

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

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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

Castasterone

Cas:80736-41-0

Min.Order:100 Gram

FOB Price: $100.0 / 2000.0

Type:Lab/Research institutions

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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

Castasterone

Cas:80736-41-0

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

Castasterone

Cas:80736-41-0

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

Castasterone

Cas:80736-41-0

Min.Order:1 Metric Ton

FOB Price: $1.5

Type:Trading Company

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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

Castasterone

Cas:80736-41-0

Min.Order:1 Metric Ton

FOB Price: $1.0

Type:Trading Company

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.

Ergostan-6-one,2,3,22,23-tetrahydroxy-, (2a,3a,5a,22R,23R,24S)-

Cas:80736-41-0

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Xian Changyue Biological Technology Co., Ltd.

best seller Application:API

castasterone

Cas:80736-41-0

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Hebei Sankai Chemical Technology Co., Ltd

1. Product advantages? High purity, all above 98.5%, no impurities after dissolution? We will test each batch to ensure quality? OEM and private brand services designed for free? Various cap colors available? We can also provide MT1 peptide powder2.

castasterone

Cas:80736-41-0

Min.Order:0

Negotiable

Type:Trading Company

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Antimex Chemical Limied

Ansciep Chemical is a professional enterprise manufacturing and distributing fine chemicals and speciality chemicals. We have been dedicated to heterocycle compounds and phenyl rings for tens of years. This is our mature product for export. Our quali

Ergostan-6-one,2,3,22,23-tetrahydroxy-, (2a,3a,5a,22R,23R,24S)-

Cas:80736-41-0

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

DB BIOTECH CO., LTD

best seller Application:API

castasterone

Cas:80736-41-0

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Henan Kanbei Chemical Co.,LTD

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

castasterone

Cas:80736-41-0

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

80736-41-0

Cas:80736-41-0

Min.Order:0

Negotiable

Type:Trading Company

inquiry

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

Castasterone

Cas:80736-41-0

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hunan Longxianng Runhui Trading Co.,Ltd

CastasteroneAppearance:detailed in specifications Storage:Keep in dry and cool place Package:according to clients requirement Application:It is an important raw material and intermediate used in Organic Synthesis,Pharmaceuticals, Agrochemicals and Dy

Castasterone

Cas:80736-41-0

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

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

Stable supply of goods and provision of high-quality services Application:As raw materials in the field of medicine and biology

Castasterone

Cas:80736-41-0

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Hebei Muhuang Technology Co., Ltd

best seller Application:API

castasterone

Cas:80736-41-0

Min.Order:0

Negotiable

Type:Trading Company

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

castasterone

Cas:80736-41-0

Min.Order:0

Negotiable

Type:Trading Company

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

Castasterone

Cas:80736-41-0

Min.Order:10 Gram

FOB Price: $1.0 / 2.0

Type:Trading Company

inquiry

Changzhou Extraordinary Pharmatech co.,LTD

Changzhou Extraordinary Pharmatech co., LTD. As a leading chemical manufacturer and supplier in China.DAS authentication is passed.We can provide the popular precursor chemicals, we have our own strong R & D team, have our own laboratories and fa

Castasterone

Cas:80736-41-0

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

HuBei Ipure Biotech CO.,ltd

HuBei ipure is a diversified product production and operation enterprise, with API, pharma intermediates, and other fine chemicals as well as R&D and pigments development and sales as one of the large enterprises, with more than 130 acres of pl

Good quality Castasterone with best price

Cas:80736-41-0

Min.Order:1 Gram

FOB Price: $1.0 / 2.0

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

Ergostan-6-one,2,3,22,23-tetrahydroxy-, (2a,3a,5a,22R,23R,24S)-

Cas:80736-41-0

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Synthetic route

(1R,3aS,3bS,5aS,6aS,9aR,10aR,10bS,12aS)-1-{(S)-1-[(4R,5R)-5-((S)-1,2-Dimethyl-propyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-8,8,10a,12a-tetramethyl-hexadecahydro-7,9-dioxa-dicyclopenta[a,h]phenanthren-5-one
111118-49-1

(1R,3aS,3bS,5aS,6aS,9aR,10aR,10bS,12aS)-1-{(S)-1-[(4R,5R)-5-((S)-1,2-Dimethyl-propyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-8,8,10a,12a-tetramethyl-hexadecahydro-7,9-dioxa-dicyclopenta[a,h]phenanthren-5-one

castasterone
80736-41-0

castasterone

Conditions
ConditionsYield
With trifluoroacetic acid In methanol for 1h;98%
(20S,22R,23R,24S)-23-(1-ethoxyethoxy)-6-ethylenedioxy-2α,3α-isopropylidenedioxy-5α-ergostan-22-ol
129824-69-7

(20S,22R,23R,24S)-23-(1-ethoxyethoxy)-6-ethylenedioxy-2α,3α-isopropylidenedioxy-5α-ergostan-22-ol

castasterone
80736-41-0

castasterone

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran for 3h; Heating;94%
With hydrogenchloride In tetrahydrofuran93.5%
2,3,22,23-tetra-O-acetylcastasterone
77027-48-6

2,3,22,23-tetra-O-acetylcastasterone

castasterone
80736-41-0

castasterone

Conditions
ConditionsYield
With potassium hydroxide for 1h; Heating;94%
Δ2-(22R,23R,24S)-22,23-dihydroxy-24-methyl-5α-cholestan-6-one
130549-19-8

Δ2-(22R,23R,24S)-22,23-dihydroxy-24-methyl-5α-cholestan-6-one

castasterone
80736-41-0

castasterone

Conditions
ConditionsYield
With osmium(VIII) oxide; 4-methylmorpholine N-oxide In tetrahydrofuran; water; tert-butyl alcohol for 22h; Ambient temperature;93%
With osmium(VIII) oxide; sulfuric acid; sodium sulfite 1.) pyridine, 15 min, 2.) pyridine, 30 min; Yield given. Multistep reaction;
(2R,3S,5α,22R,23R,24S)-6,6-Ethylenedioxy-2,3-isopropylidenedioxyergostane-22,23-diol
91708-76-8

(2R,3S,5α,22R,23R,24S)-6,6-Ethylenedioxy-2,3-isopropylidenedioxyergostane-22,23-diol

castasterone
80736-41-0

castasterone

Conditions
ConditionsYield
With acetic acid at 50℃; for 0.5h;82%
With acetic acid In water at 50 - 60℃; for 1h;7.62 g
With acid Yield given;
(22E,24S)-5α-ergost-2,22-dien-6-one
80779-45-9

(22E,24S)-5α-ergost-2,22-dien-6-one

castasterone
80736-41-0

castasterone

Conditions
ConditionsYield
With (3a,9R,3'''a,4'"b,9'"R)-9,9'-[1,4-phthalazinediylbis(oxy)]bis[6'-(methyloxy)-10,11-dihydrocinchonan]; osmium(VIII) oxide; methanesulfonamide; potassium carbonate; potassium hexacyanoferrate(III) In water; tert-butyl alcohol for 15h; Ambient temperature;80%
(22E)-24α-methyl-5α-cholesta-2,22-dien-6-one
72050-68-1, 80779-45-9, 95343-48-9, 116405-04-0, 147200-25-7

(22E)-24α-methyl-5α-cholesta-2,22-dien-6-one

A

C28H48O5

C28H48O5

B

castasterone
80736-41-0

castasterone

Conditions
ConditionsYield
With potassium osmate(VI) dihydrate; methanesulfonamide; potassium carbonate; potassium hexacyanoferrate(III); hydroquinidine (anthraquinone-1,4-diyl) diether In water; tert-butyl alcohol at 20℃; for 48h;A n/a
B 63%
trimethylaluminum
75-24-1

trimethylaluminum

(2R, 3S, 22R, 23S, 24R)-23,24-epoxy-6,6-ethylenedioxy-22-hydroxy-2,3-isopropylidenedioxy-5α-cholestane
86413-56-1

(2R, 3S, 22R, 23S, 24R)-23,24-epoxy-6,6-ethylenedioxy-22-hydroxy-2,3-isopropylidenedioxy-5α-cholestane

castasterone
80736-41-0

castasterone

Conditions
ConditionsYield
With n-butyllithium; acetic acid 1) n-hexane, 69 h, room temperature; 2) 50 deg C, 30 min; Yield given. Multistep reaction;
(2R,3S,5S,8S,9S,10R,13S,14S,17R)-17-{(S)-1-[(4R,5R)-5-((S)-1,2-Dimethyl-propyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-2,3-dihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-6-one
83066-72-2

(2R,3S,5S,8S,9S,10R,13S,14S,17R)-17-{(S)-1-[(4R,5R)-5-((S)-1,2-Dimethyl-propyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-2,3-dihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-6-one

castasterone
80736-41-0

castasterone

Conditions
ConditionsYield
With acetic acid In water at 65℃; for 4h; Yield given;
(22R,23R,24S)-22,23-diacetoxy-2α,3α-isopropylidenedioxy-5α-ergostan-6-one
106560-75-2

(22R,23R,24S)-22,23-diacetoxy-2α,3α-isopropylidenedioxy-5α-ergostan-6-one

castasterone
80736-41-0

castasterone

Conditions
ConditionsYield
With sodium hydroxide In methanol for 3h; Heating;458 mg
(22E,24S)-3α,5-cyclo-5α-ergost-22-en-6-one
80779-43-7

(22E,24S)-3α,5-cyclo-5α-ergost-22-en-6-one

castasterone
80736-41-0

castasterone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 82 percent / pyridinium tolunen-p-sulfonate, LiBr / N,N-dimethyl-acetamide / 5 h / 160 °C
2: 80 percent / OsO4, K3, 1,4-bis(0-O-dihydroquinidinyl)phthalazine, K2CO3, methanesulfonamide / 2-methyl-propan-2-ol; H2O / 15 h / Ambient temperature
View Scheme
(20S)-6-(1,3-dioxolan-2-yl)-3α,5-cyclo-20-formyl-5α-pregnane

(20S)-6-(1,3-dioxolan-2-yl)-3α,5-cyclo-20-formyl-5α-pregnane

castasterone
80736-41-0

castasterone

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 57 percent / tetrahydrofuran / 1 h / Ambient temperature
2: 98 percent / propionic acid / xylene / 2 h / Heating
3: LiAlH4 / tetrahydrofuran / 2 h / Heating
4: Et3N / toluene / 2 h / 0 °C
5: LiAlH4 / tetrahydrofuran / Ambient temperature
6: 99 percent / 1 M H2SO4 / acetone / 2 h / Ambient temperature
7: 82 percent / pyridinium tolunen-p-sulfonate, LiBr / N,N-dimethyl-acetamide / 5 h / 160 °C
8: 80 percent / OsO4, K3, 1,4-bis(0-O-dihydroquinidinyl)phthalazine, K2CO3, methanesulfonamide / 2-methyl-propan-2-ol; H2O / 15 h / Ambient temperature
View Scheme
(22S,23Z)-6-(1,3-dioxolan-2-yl)-3α,5-cyclo-26,27-bisnor-5α-cholest-23-en-22-ol
199169-93-2

(22S,23Z)-6-(1,3-dioxolan-2-yl)-3α,5-cyclo-26,27-bisnor-5α-cholest-23-en-22-ol

castasterone
80736-41-0

castasterone

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 98 percent / propionic acid / xylene / 2 h / Heating
2: LiAlH4 / tetrahydrofuran / 2 h / Heating
3: Et3N / toluene / 2 h / 0 °C
4: LiAlH4 / tetrahydrofuran / Ambient temperature
5: 99 percent / 1 M H2SO4 / acetone / 2 h / Ambient temperature
6: 82 percent / pyridinium tolunen-p-sulfonate, LiBr / N,N-dimethyl-acetamide / 5 h / 160 °C
7: 80 percent / OsO4, K3, 1,4-bis(0-O-dihydroquinidinyl)phthalazine, K2CO3, methanesulfonamide / 2-methyl-propan-2-ol; H2O / 15 h / Ambient temperature
View Scheme
(24S)-6-(1,3-dioxolane-2-yl)-24-methyl-3α,5-cyclo-5α-cholest-22-ene
199169-95-4

(24S)-6-(1,3-dioxolane-2-yl)-24-methyl-3α,5-cyclo-5α-cholest-22-ene

castasterone
80736-41-0

castasterone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 99 percent / 1 M H2SO4 / acetone / 2 h / Ambient temperature
2: 82 percent / pyridinium tolunen-p-sulfonate, LiBr / N,N-dimethyl-acetamide / 5 h / 160 °C
3: 80 percent / OsO4, K3, 1,4-bis(0-O-dihydroquinidinyl)phthalazine, K2CO3, methanesulfonamide / 2-methyl-propan-2-ol; H2O / 15 h / Ambient temperature
View Scheme
C30H48O3

C30H48O3

castasterone
80736-41-0

castasterone

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: Et3N / toluene / 2 h / 0 °C
2: LiAlH4 / tetrahydrofuran / Ambient temperature
3: 99 percent / 1 M H2SO4 / acetone / 2 h / Ambient temperature
4: 82 percent / pyridinium tolunen-p-sulfonate, LiBr / N,N-dimethyl-acetamide / 5 h / 160 °C
5: 80 percent / OsO4, K3, 1,4-bis(0-O-dihydroquinidinyl)phthalazine, K2CO3, methanesulfonamide / 2-methyl-propan-2-ol; H2O / 15 h / Ambient temperature
View Scheme
(22E,24R)-6-(1,3-dioxolan-2-yl)-24-methyl-3α,5-cyclo-5α-cholest-22-en-26-oic acid ethyl ester
199169-94-3

(22E,24R)-6-(1,3-dioxolan-2-yl)-24-methyl-3α,5-cyclo-5α-cholest-22-en-26-oic acid ethyl ester

castasterone
80736-41-0

castasterone

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: LiAlH4 / tetrahydrofuran / 2 h / Heating
2: Et3N / toluene / 2 h / 0 °C
3: LiAlH4 / tetrahydrofuran / Ambient temperature
4: 99 percent / 1 M H2SO4 / acetone / 2 h / Ambient temperature
5: 82 percent / pyridinium tolunen-p-sulfonate, LiBr / N,N-dimethyl-acetamide / 5 h / 160 °C
6: 80 percent / OsO4, K3, 1,4-bis(0-O-dihydroquinidinyl)phthalazine, K2CO3, methanesulfonamide / 2-methyl-propan-2-ol; H2O / 15 h / Ambient temperature
View Scheme
(22E,24R)-6-(1,3-dioxolan-2-yl)-26-methanesulfonyloxy-24-methyl-3α,5-cyclo-5α-cholest-22-ene
199169-96-5

(22E,24R)-6-(1,3-dioxolan-2-yl)-26-methanesulfonyloxy-24-methyl-3α,5-cyclo-5α-cholest-22-ene

castasterone
80736-41-0

castasterone

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: LiAlH4 / tetrahydrofuran / Ambient temperature
2: 99 percent / 1 M H2SO4 / acetone / 2 h / Ambient temperature
3: 82 percent / pyridinium tolunen-p-sulfonate, LiBr / N,N-dimethyl-acetamide / 5 h / 160 °C
4: 80 percent / OsO4, K3, 1,4-bis(0-O-dihydroquinidinyl)phthalazine, K2CO3, methanesulfonamide / 2-methyl-propan-2-ol; H2O / 15 h / Ambient temperature
View Scheme
3-methyl-butan-2-one
563-80-4

3-methyl-butan-2-one

ethyl halide

ethyl halide

castasterone
80736-41-0

castasterone

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: Br2 / methanol
2: acetone / 18 h / Heating
3: NaH / tetrahydrofuran / 0.5 h / 25 °C
4: 80 percent / LDA / tetrahydrofuran / 1.) -40 to -50 deg C, 30 min, 2.) -75 deg C, 14 h
5: 83 percent / H2, pyridine / 10percent Pd/C / ethanol; tetrahydrofuran / 14 h / 2585.7 Torr / Ambient temperature
6: 99 percent / LAH / tetrahydrofuran / 1.) r.t. 2 h, 2.) reflux, overnight
7: 96 percent / CSA / 24 h / Ambient temperature
8: 91 percent / CrO3, pyridine / CH2Cl2 / 48 h / Ambient temperature
9: 72 percent / <(C6H5)3P>3RhCl / benzene / 5 h / Heating
10: 98 percent / aq. TFA / methanol / 1 h
View Scheme
Multi-step reaction with 10 steps
1: Br2 / methanol
2: acetone / 18 h / Heating
3: 1.) NaH, triethylphosphonoacetate, 2.) aq. KOH / 1.) THF, 25 deg C, 30 min, 2.) 25 deg C, 24 h
4: 80 percent / LDA / tetrahydrofuran / 1.) -40 to -50 deg C, 30 min, 2.) -75 deg C, 14 h
5: 83 percent / H2, pyridine / 10percent Pd/C / ethanol; tetrahydrofuran / 14 h / 2585.7 Torr / Ambient temperature
6: 99 percent / LAH / tetrahydrofuran / 1.) r.t. 2 h, 2.) reflux, overnight
7: 96 percent / CSA / 24 h / Ambient temperature
8: 91 percent / CrO3, pyridine / CH2Cl2 / 48 h / Ambient temperature
9: 72 percent / <(C6H5)3P>3RhCl / benzene / 5 h / Heating
10: 98 percent / aq. TFA / methanol / 1 h
View Scheme
4-(1-methylethyl)furan-2(5H)-one
10547-89-4

4-(1-methylethyl)furan-2(5H)-one

castasterone
80736-41-0

castasterone

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 80 percent / LDA / tetrahydrofuran / 1.) -40 to -50 deg C, 30 min, 2.) -75 deg C, 14 h
2: 83 percent / H2, pyridine / 10percent Pd/C / ethanol; tetrahydrofuran / 14 h / 2585.7 Torr / Ambient temperature
3: 99 percent / LAH / tetrahydrofuran / 1.) r.t. 2 h, 2.) reflux, overnight
4: 96 percent / CSA / 24 h / Ambient temperature
5: 91 percent / CrO3, pyridine / CH2Cl2 / 48 h / Ambient temperature
6: 72 percent / <(C6H5)3P>3RhCl / benzene / 5 h / Heating
7: 98 percent / aq. TFA / methanol / 1 h
View Scheme
1-(acetyloxy)-3-methyl-2-butanone
36960-07-3

1-(acetyloxy)-3-methyl-2-butanone

castasterone
80736-41-0

castasterone

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: NaH / tetrahydrofuran / 0.5 h / 25 °C
2: 80 percent / LDA / tetrahydrofuran / 1.) -40 to -50 deg C, 30 min, 2.) -75 deg C, 14 h
3: 83 percent / H2, pyridine / 10percent Pd/C / ethanol; tetrahydrofuran / 14 h / 2585.7 Torr / Ambient temperature
4: 99 percent / LAH / tetrahydrofuran / 1.) r.t. 2 h, 2.) reflux, overnight
5: 96 percent / CSA / 24 h / Ambient temperature
6: 91 percent / CrO3, pyridine / CH2Cl2 / 48 h / Ambient temperature
7: 72 percent / <(C6H5)3P>3RhCl / benzene / 5 h / Heating
8: 98 percent / aq. TFA / methanol / 1 h
View Scheme
Multi-step reaction with 8 steps
1: 1.) NaH, triethylphosphonoacetate, 2.) aq. KOH / 1.) THF, 25 deg C, 30 min, 2.) 25 deg C, 24 h
2: 80 percent / LDA / tetrahydrofuran / 1.) -40 to -50 deg C, 30 min, 2.) -75 deg C, 14 h
3: 83 percent / H2, pyridine / 10percent Pd/C / ethanol; tetrahydrofuran / 14 h / 2585.7 Torr / Ambient temperature
4: 99 percent / LAH / tetrahydrofuran / 1.) r.t. 2 h, 2.) reflux, overnight
5: 96 percent / CSA / 24 h / Ambient temperature
6: 91 percent / CrO3, pyridine / CH2Cl2 / 48 h / Ambient temperature
7: 72 percent / <(C6H5)3P>3RhCl / benzene / 5 h / Heating
8: 98 percent / aq. TFA / methanol / 1 h
View Scheme
(22E)-stigmasta-2,22-dien-6-one
74174-45-1

(22E)-stigmasta-2,22-dien-6-one

castasterone
80736-41-0

castasterone

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1: 72 percent / OsO4, NMO, H2O / acetone; 2-methyl-propan-2-ol / 12 h / Ambient temperature
2: 98 percent / CSA / acetonitrile; CH2Cl2 / 1 h / Ambient temperature
3: OsO4, NMO, aq. NaHCO3, MeSO2NH2 / tetrahydrofuran; 2-methyl-propan-2-ol / 144 h / 40 °C
4: 82 percent / pyridine, NaHCO3, H5IO6 / tetrahydrofuran / 24 h / Ambient temperature
5: 80 percent / LDA / tetrahydrofuran / 1.) -40 to -50 deg C, 30 min, 2.) -75 deg C, 14 h
6: 83 percent / H2, pyridine / 10percent Pd/C / ethanol; tetrahydrofuran / 14 h / 2585.7 Torr / Ambient temperature
7: 99 percent / LAH / tetrahydrofuran / 1.) r.t. 2 h, 2.) reflux, overnight
8: 96 percent / CSA / 24 h / Ambient temperature
9: 91 percent / CrO3, pyridine / CH2Cl2 / 48 h / Ambient temperature
10: 72 percent / <(C6H5)3P>3RhCl / benzene / 5 h / Heating
11: 98 percent / aq. TFA / methanol / 1 h
View Scheme
(22E,24S)-3β,5-cyclo-24-ethylcholest-22-en-6-one
74174-49-5

(22E,24S)-3β,5-cyclo-24-ethylcholest-22-en-6-one

castasterone
80736-41-0

castasterone

Conditions
ConditionsYield
Multi-step reaction with 12 steps
1: 80 percent / pyridine hydrochloride, LiBr / N,N-dimethyl-acetamide / 4 h / 160 °C
2: 72 percent / OsO4, NMO, H2O / acetone; 2-methyl-propan-2-ol / 12 h / Ambient temperature
3: 98 percent / CSA / acetonitrile; CH2Cl2 / 1 h / Ambient temperature
4: OsO4, NMO, aq. NaHCO3, MeSO2NH2 / tetrahydrofuran; 2-methyl-propan-2-ol / 144 h / 40 °C
5: 82 percent / pyridine, NaHCO3, H5IO6 / tetrahydrofuran / 24 h / Ambient temperature
6: 80 percent / LDA / tetrahydrofuran / 1.) -40 to -50 deg C, 30 min, 2.) -75 deg C, 14 h
7: 83 percent / H2, pyridine / 10percent Pd/C / ethanol; tetrahydrofuran / 14 h / 2585.7 Torr / Ambient temperature
8: 99 percent / LAH / tetrahydrofuran / 1.) r.t. 2 h, 2.) reflux, overnight
9: 96 percent / CSA / 24 h / Ambient temperature
10: 91 percent / CrO3, pyridine / CH2Cl2 / 48 h / Ambient temperature
11: 72 percent / <(C6H5)3P>3RhCl / benzene / 5 h / Heating
12: 98 percent / aq. TFA / methanol / 1 h
View Scheme
(22E,24S)-2α,3α-dihydroxy-5α-stigmast-22-en-6-one
81481-12-1

(22E,24S)-2α,3α-dihydroxy-5α-stigmast-22-en-6-one

castasterone
80736-41-0

castasterone

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: 98 percent / CSA / acetonitrile; CH2Cl2 / 1 h / Ambient temperature
2: OsO4, NMO, aq. NaHCO3, MeSO2NH2 / tetrahydrofuran; 2-methyl-propan-2-ol / 144 h / 40 °C
3: 82 percent / pyridine, NaHCO3, H5IO6 / tetrahydrofuran / 24 h / Ambient temperature
4: 80 percent / LDA / tetrahydrofuran / 1.) -40 to -50 deg C, 30 min, 2.) -75 deg C, 14 h
5: 83 percent / H2, pyridine / 10percent Pd/C / ethanol; tetrahydrofuran / 14 h / 2585.7 Torr / Ambient temperature
6: 99 percent / LAH / tetrahydrofuran / 1.) r.t. 2 h, 2.) reflux, overnight
7: 96 percent / CSA / 24 h / Ambient temperature
8: 91 percent / CrO3, pyridine / CH2Cl2 / 48 h / Ambient temperature
9: 72 percent / <(C6H5)3P>3RhCl / benzene / 5 h / Heating
10: 98 percent / aq. TFA / methanol / 1 h
View Scheme
(22E,24S)-2α,3α-Dihydroxy-5α-stigmast-22-en-6-one 2,3-acetonide
81481-13-2

(22E,24S)-2α,3α-Dihydroxy-5α-stigmast-22-en-6-one 2,3-acetonide

castasterone
80736-41-0

castasterone

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: OsO4, NMO, aq. NaHCO3, MeSO2NH2 / tetrahydrofuran; 2-methyl-propan-2-ol / 144 h / 40 °C
2: 82 percent / pyridine, NaHCO3, H5IO6 / tetrahydrofuran / 24 h / Ambient temperature
3: 80 percent / LDA / tetrahydrofuran / 1.) -40 to -50 deg C, 30 min, 2.) -75 deg C, 14 h
4: 83 percent / H2, pyridine / 10percent Pd/C / ethanol; tetrahydrofuran / 14 h / 2585.7 Torr / Ambient temperature
5: 99 percent / LAH / tetrahydrofuran / 1.) r.t. 2 h, 2.) reflux, overnight
6: 96 percent / CSA / 24 h / Ambient temperature
7: 91 percent / CrO3, pyridine / CH2Cl2 / 48 h / Ambient temperature
8: 72 percent / <(C6H5)3P>3RhCl / benzene / 5 h / Heating
9: 98 percent / aq. TFA / methanol / 1 h
View Scheme
Multi-step reaction with 8 steps
1: 83.0 g / p-TsOH / 3 h / Heating
2: 30 g / ozone, NaHCO3 / methanol; CH2Cl2 / 2 h / -60 - -50 °C
3: n-BuLi / tetrahydrofuran; hexane / -50 to -60 deg C; -40 deg C, 1 h; -68 to - 65 deg C, 1 h; 0 deg C
4: 74.6 percent / 1.) triphenylphosphine, benzoic acid, diethyl azodicarboxylate; 2.) K2CO3 / 1.) THF, 5-10 deg C, 30 min; 2.) THF/methanol, reflux, 3 h
5: 44.3 g / H2, 1M NaBH4, ethylenediamine, nickel acetate / aq. ethanol / 5 h
6: 93 percent / m-chloroperbenzoic acid, Na2HPO4 / CH2Cl2 / 20 h / 5 °C
7: n-BuLi / hexane; cyclohexane / -70 deg C, 1 h; 10 deg C, 4 h
8: 7.62 g / 80percent AcOH / H2O / 1 h / 50 - 60 °C
View Scheme
Multi-step reaction with 7 steps
1: 83.0 g / p-TsOH / 3 h / Heating
2: 30 g / ozone, NaHCO3 / methanol; CH2Cl2 / 2 h / -60 - -50 °C
3: 26.93 g / n-BuLi / tetrahydrofuran; hexane / -50 to -60 deg C; -40 deg C, 1 h; -68 to - 65 deg C, 1 h; 0 deg C
4: 44.3 g / H2, 1M NaBH4, ethylenediamine, nickel acetate / aq. ethanol / 5 h
5: 93 percent / m-chloroperbenzoic acid, Na2HPO4 / CH2Cl2 / 20 h / 5 °C
6: n-BuLi / hexane; cyclohexane / -70 deg C, 1 h; 10 deg C, 4 h
7: 7.62 g / 80percent AcOH / H2O / 1 h / 50 - 60 °C
View Scheme
(22E,24S)-24-ethyl-3α,5-cyclo-5α-cholest-22-en-6-ol
103881-47-6

(22E,24S)-24-ethyl-3α,5-cyclo-5α-cholest-22-en-6-ol

castasterone
80736-41-0

castasterone

Conditions
ConditionsYield
Multi-step reaction with 13 steps
1: CrO3, H2SO4 / acetone
2: 80 percent / pyridine hydrochloride, LiBr / N,N-dimethyl-acetamide / 4 h / 160 °C
3: 72 percent / OsO4, NMO, H2O / acetone; 2-methyl-propan-2-ol / 12 h / Ambient temperature
4: 98 percent / CSA / acetonitrile; CH2Cl2 / 1 h / Ambient temperature
5: OsO4, NMO, aq. NaHCO3, MeSO2NH2 / tetrahydrofuran; 2-methyl-propan-2-ol / 144 h / 40 °C
6: 82 percent / pyridine, NaHCO3, H5IO6 / tetrahydrofuran / 24 h / Ambient temperature
7: 80 percent / LDA / tetrahydrofuran / 1.) -40 to -50 deg C, 30 min, 2.) -75 deg C, 14 h
8: 83 percent / H2, pyridine / 10percent Pd/C / ethanol; tetrahydrofuran / 14 h / 2585.7 Torr / Ambient temperature
9: 99 percent / LAH / tetrahydrofuran / 1.) r.t. 2 h, 2.) reflux, overnight
10: 96 percent / CSA / 24 h / Ambient temperature
11: 91 percent / CrO3, pyridine / CH2Cl2 / 48 h / Ambient temperature
12: 72 percent / <(C6H5)3P>3RhCl / benzene / 5 h / Heating
13: 98 percent / aq. TFA / methanol / 1 h
View Scheme
1-bromo-3-methyl-2-butanone
19967-55-6

1-bromo-3-methyl-2-butanone

castasterone
80736-41-0

castasterone

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: acetone / 18 h / Heating
2: NaH / tetrahydrofuran / 0.5 h / 25 °C
3: 80 percent / LDA / tetrahydrofuran / 1.) -40 to -50 deg C, 30 min, 2.) -75 deg C, 14 h
4: 83 percent / H2, pyridine / 10percent Pd/C / ethanol; tetrahydrofuran / 14 h / 2585.7 Torr / Ambient temperature
5: 99 percent / LAH / tetrahydrofuran / 1.) r.t. 2 h, 2.) reflux, overnight
6: 96 percent / CSA / 24 h / Ambient temperature
7: 91 percent / CrO3, pyridine / CH2Cl2 / 48 h / Ambient temperature
8: 72 percent / <(C6H5)3P>3RhCl / benzene / 5 h / Heating
9: 98 percent / aq. TFA / methanol / 1 h
View Scheme
Multi-step reaction with 9 steps
1: acetone / 18 h / Heating
2: 1.) NaH, triethylphosphonoacetate, 2.) aq. KOH / 1.) THF, 25 deg C, 30 min, 2.) 25 deg C, 24 h
3: 80 percent / LDA / tetrahydrofuran / 1.) -40 to -50 deg C, 30 min, 2.) -75 deg C, 14 h
4: 83 percent / H2, pyridine / 10percent Pd/C / ethanol; tetrahydrofuran / 14 h / 2585.7 Torr / Ambient temperature
5: 99 percent / LAH / tetrahydrofuran / 1.) r.t. 2 h, 2.) reflux, overnight
6: 96 percent / CSA / 24 h / Ambient temperature
7: 91 percent / CrO3, pyridine / CH2Cl2 / 48 h / Ambient temperature
8: 72 percent / <(C6H5)3P>3RhCl / benzene / 5 h / Heating
9: 98 percent / aq. TFA / methanol / 1 h
View Scheme
(20S)-2α,3α-isopropylidenedioxy-5α-pregnan-6-one-20-carbaldehyde
174656-33-8

(20S)-2α,3α-isopropylidenedioxy-5α-pregnan-6-one-20-carbaldehyde

castasterone
80736-41-0

castasterone

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 80 percent / LDA / tetrahydrofuran / 1.) -40 to -50 deg C, 30 min, 2.) -75 deg C, 14 h
2: 83 percent / H2, pyridine / 10percent Pd/C / ethanol; tetrahydrofuran / 14 h / 2585.7 Torr / Ambient temperature
3: 99 percent / LAH / tetrahydrofuran / 1.) r.t. 2 h, 2.) reflux, overnight
4: 96 percent / CSA / 24 h / Ambient temperature
5: 91 percent / CrO3, pyridine / CH2Cl2 / 48 h / Ambient temperature
6: 72 percent / <(C6H5)3P>3RhCl / benzene / 5 h / Heating
7: 98 percent / aq. TFA / methanol / 1 h
View Scheme
(3S,4R,5R,6S)-6-((1R,3aS,3bS,5aS,6aS,9aR,10aR,10bS,12aS)-5-Hydroxy-8,8,10a,12a-tetramethyl-hexadecahydro-7,9-dioxa-dicyclopenta[a,h]phenanthren-1-yl)-3-isopropyl-heptane-1,4,5-triol

(3S,4R,5R,6S)-6-((1R,3aS,3bS,5aS,6aS,9aR,10aR,10bS,12aS)-5-Hydroxy-8,8,10a,12a-tetramethyl-hexadecahydro-7,9-dioxa-dicyclopenta[a,h]phenanthren-1-yl)-3-isopropyl-heptane-1,4,5-triol

castasterone
80736-41-0

castasterone

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 96 percent / CSA / 24 h / Ambient temperature
2: 91 percent / CrO3, pyridine / CH2Cl2 / 48 h / Ambient temperature
3: 72 percent / <(C6H5)3P>3RhCl / benzene / 5 h / Heating
4: 98 percent / aq. TFA / methanol / 1 h
View Scheme
(1R,3aS,3bS,5aS,6aS,9aR,10aR,10bS,12aS)-1-((S)-1-{(4R,5R)-5-[(S)-1-(2-Hydroxy-ethyl)-2-methyl-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-ethyl)-8,8,10a,12a-tetramethyl-hexadecahydro-7,9-dioxa-dicyclopenta[a,h]phenanthren-5-ol

(1R,3aS,3bS,5aS,6aS,9aR,10aR,10bS,12aS)-1-((S)-1-{(4R,5R)-5-[(S)-1-(2-Hydroxy-ethyl)-2-methyl-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-ethyl)-8,8,10a,12a-tetramethyl-hexadecahydro-7,9-dioxa-dicyclopenta[a,h]phenanthren-5-ol

castasterone
80736-41-0

castasterone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 91 percent / CrO3, pyridine / CH2Cl2 / 48 h / Ambient temperature
2: 72 percent / <(C6H5)3P>3RhCl / benzene / 5 h / Heating
3: 98 percent / aq. TFA / methanol / 1 h
View Scheme
(S)-3-{(4R,5R)-2,2-Dimethyl-5-[(S)-1-((1R,3aS,3bS,5aS,6aS,9aR,10aR,10bS,12aS)-8,8,10a,12a-tetramethyl-5-oxo-hexadecahydro-7,9-dioxa-dicyclopenta[a,h]phenanthren-1-yl)-ethyl]-[1,3]dioxolan-4-yl}-4-methyl-pentanal
174656-38-3

(S)-3-{(4R,5R)-2,2-Dimethyl-5-[(S)-1-((1R,3aS,3bS,5aS,6aS,9aR,10aR,10bS,12aS)-8,8,10a,12a-tetramethyl-5-oxo-hexadecahydro-7,9-dioxa-dicyclopenta[a,h]phenanthren-1-yl)-ethyl]-[1,3]dioxolan-4-yl}-4-methyl-pentanal

castasterone
80736-41-0

castasterone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 72 percent / <(C6H5)3P>3RhCl / benzene / 5 h / Heating
2: 98 percent / aq. TFA / methanol / 1 h
View Scheme
castasterone
80736-41-0

castasterone

acetic anhydride
108-24-7

acetic anhydride

2,3,22,23-tetra-O-acetylcastasterone
77027-48-6

2,3,22,23-tetra-O-acetylcastasterone

Conditions
ConditionsYield
With pyridine; dmap100%
With dmap In pyridine for 15h; Ambient temperature;98%
With dmap In pyridine at 20℃; for 15h;98%
castasterone
80736-41-0

castasterone

A

6α-hydroxycastasterone
220566-70-1

6α-hydroxycastasterone

B

6β-hydroxycastasterone

6β-hydroxycastasterone

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol at 20℃; Reduction;A 19%
B 77%
With ethanol; sodium for 2h; Reduction; Heating;A 53%
B 10%
castasterone
80736-41-0

castasterone

(3α,5α,6α,8β,9α,12β,13β,16α,17β)-10-[(2'α,3'β,4'β,5'β)-3,4-dihydroxy-5,6-dimethyl-2-heptanyl]-5,6-dihydroxy-7a,9a-dimethylhexadecahydro-3H-benzo[c]indeno[5,4-e]oxepin-3-one
72962-43-7

(3α,5α,6α,8β,9α,12β,13β,16α,17β)-10-[(2'α,3'β,4'β,5'β)-3,4-dihydroxy-5,6-dimethyl-2-heptanyl]-5,6-dihydroxy-7a,9a-dimethylhexadecahydro-3H-benzo[c]indeno[5,4-e]oxepin-3-one

Conditions
ConditionsYield
Yield given. Multistep reaction;
Multi-step reaction with 2 steps
1: pyridine, N,N-dimethylaminopyridine
View Scheme
castasterone
80736-41-0

castasterone

6-deoxo-castasteron
87833-54-3

6-deoxo-castasteron

Conditions
ConditionsYield
With potassium hydroxide; hydrazine hydrate In diethylene glycol for 2h; Heating;1.7 mg
castasterone
80736-41-0

castasterone

6α-hydroxycastasterone
220566-70-1

6α-hydroxycastasterone

Conditions
ConditionsYield
With ammonia In tetrahydrofuran; methanol at -78℃; for 2h;39 mg
castasterone
80736-41-0

castasterone

2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

(1R,3aS,3bS,5aS,6aS,9aR,10aR,10bS,12aS)-1-{(S)-1-[(4R,5S)-5-((S)-1,2-Dimethyl-propyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-8,8,10a,12a-tetramethyl-hexadecahydro-7,9-dioxa-dicyclopenta[a,h]phenanthren-5-one

(1R,3aS,3bS,5aS,6aS,9aR,10aR,10bS,12aS)-1-{(S)-1-[(4R,5S)-5-((S)-1,2-Dimethyl-propyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-8,8,10a,12a-tetramethyl-hexadecahydro-7,9-dioxa-dicyclopenta[a,h]phenanthren-5-one

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dichloromethane Ambient temperature;
castasterone
80736-41-0

castasterone

Acetic acid (1R,3aS,3bS,6aS,8S,9R,10aR,10bS,12aS)-8-acetoxy-1-((1S,2R,3R,4S)-2,3-diacetoxy-1,4,5-trimethyl-hexyl)-10a,12a-dimethyl-5-oxo-6-trimethylsilanyl-octadecahydro-benzo[3,4]cyclohepta[1,2-e]inden-9-yl ester

Acetic acid (1R,3aS,3bS,6aS,8S,9R,10aR,10bS,12aS)-8-acetoxy-1-((1S,2R,3R,4S)-2,3-diacetoxy-1,4,5-trimethyl-hexyl)-10a,12a-dimethyl-5-oxo-6-trimethylsilanyl-octadecahydro-benzo[3,4]cyclohepta[1,2-e]inden-9-yl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 98 percent / 4-DMAP / pyridine / 15 h / 20 °C
2: BF3*Et2O / hexane; CH2Cl2 / 2.5 h / -20 - -15 °C
View Scheme
castasterone
80736-41-0

castasterone

Acetic acid (1R,3aS,3bS,5S,6aS,8S,9R,10aR,10bS,12aS)-8-acetoxy-1-((1S,2R,3R,4S)-2,3-diacetoxy-1,4,5-trimethyl-hexyl)-10a,12a-dimethyl-6-oxo-5-trimethylsilanyl-octadecahydro-benzo[3,4]cyclohepta[1,2-e]inden-9-yl ester

Acetic acid (1R,3aS,3bS,5S,6aS,8S,9R,10aR,10bS,12aS)-8-acetoxy-1-((1S,2R,3R,4S)-2,3-diacetoxy-1,4,5-trimethyl-hexyl)-10a,12a-dimethyl-6-oxo-5-trimethylsilanyl-octadecahydro-benzo[3,4]cyclohepta[1,2-e]inden-9-yl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 98 percent / 4-DMAP / pyridine / 15 h / 20 °C
2: BF3*Et2O / hexane; CH2Cl2 / 2.5 h / -20 - -15 °C
View Scheme
castasterone
80736-41-0

castasterone

(1R,3aS,3bS,5R,5aS,6aS,9aR,10aR,10bS,12aS)-1-{(S)-1-[(4R,5S)-5-((S)-1,2-Dimethyl-propyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-8,8,10a,12a-tetramethyl-hexadecahydro-7,9-dioxa-dicyclopenta[a,h]phenanthren-5-ol

(1R,3aS,3bS,5R,5aS,6aS,9aR,10aR,10bS,12aS)-1-{(S)-1-[(4R,5S)-5-((S)-1,2-Dimethyl-propyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-8,8,10a,12a-tetramethyl-hexadecahydro-7,9-dioxa-dicyclopenta[a,h]phenanthren-5-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 77 percent / NaBH4 / methanol / 20 °C
2: 80 percent / p-toluenesulfonic acid / CH2Cl2 / 20 °C
View Scheme
castasterone
80736-41-0

castasterone

(1R,3aS,3bS,5S,5aS,6aS,9aR,10aR,10bS,12aS)-1-{(S)-1-[(4R,5S)-5-((S)-1,2-Dimethyl-propyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-8,8,10a,12a-tetramethyl-hexadecahydro-7,9-dioxa-dicyclopenta[a,h]phenanthren-5-ol

(1R,3aS,3bS,5S,5aS,6aS,9aR,10aR,10bS,12aS)-1-{(S)-1-[(4R,5S)-5-((S)-1,2-Dimethyl-propyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-8,8,10a,12a-tetramethyl-hexadecahydro-7,9-dioxa-dicyclopenta[a,h]phenanthren-5-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 19 percent / NaBH4 / methanol / 20 °C
2: 68 percent / p-toluenesulfonic acid / CH2Cl2 / 20 °C
View Scheme
castasterone
80736-41-0

castasterone

(2R,3S,5R,8S,9S,10R,13S,14S,17R)-17-((1S,2R,3R,4S)-2,3-Dihydroxy-1,4,5-trimethyl-hexyl)-10,13-dimethyl-6-methylene-hexadecahydro-cyclopenta[a]phenanthrene-2,3-diol

(2R,3S,5R,8S,9S,10R,13S,14S,17R)-17-((1S,2R,3R,4S)-2,3-Dihydroxy-1,4,5-trimethyl-hexyl)-10,13-dimethyl-6-methylene-hexadecahydro-cyclopenta[a]phenanthrene-2,3-diol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: p-TsOH / CH2Cl2 / Ambient temperature
2: 79 percent / tetrahydrofuran / 2 h
3: 62 percent / aq. AcOH / tetrahydrofuran / 5 h / 70 °C
View Scheme
castasterone
80736-41-0

castasterone

(1R,3aS,3bS,5aR,6aS,9aR,10aR,10bS,12aS)-1-{(S)-1-[(4R,5S)-5-((S)-1,2-Dimethyl-propyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-8,8,10a,12a-tetramethyl-5-methylene-hexadecahydro-7,9-dioxa-dicyclopenta[a,h]phenanthrene

(1R,3aS,3bS,5aR,6aS,9aR,10aR,10bS,12aS)-1-{(S)-1-[(4R,5S)-5-((S)-1,2-Dimethyl-propyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-8,8,10a,12a-tetramethyl-5-methylene-hexadecahydro-7,9-dioxa-dicyclopenta[a,h]phenanthrene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: p-TsOH / CH2Cl2 / Ambient temperature
2: 79 percent / tetrahydrofuran / 2 h
View Scheme

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