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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 manufactu

Estetrol CAS 15183-37-6

Cas:15183-37-6

Min.Order:1 Kilogram

FOB Price: $1.0 / 10.0

Type:Trading Company

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Hubei Langyou International Trading Co., Ltd

(8r,9s,13s,14s,15r,16r,17r)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,15,16,17-tetrol 1. Guaranteed purity; 2. Large quantity in stock; 3. Largest manufacturer; 4. Best service after shipment with email; 5.

Shanghai Upbio Tech Co.,Ltd

1.No Less 8 years exporting experience. Clients can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specialized

Estetrol 15183-37-6

Cas:15183-37-6

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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Qingdao Beluga Import and Export Co., LTD

ESTETROL CAS:15183-37-6 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in high quality organic intermediates, s

ESTETROL CAS:15183-37-6

Cas:15183-37-6

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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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

Estetrol

Cas:15183-37-6

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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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

Estetrol

Cas:15183-37-6

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

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

(8r,9s,13s,14s,15r,16r,17r)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,15,16,17-tetrol

Cas:15183-37-6

Min.Order:1 Kilogram

FOB Price: $18.0 / 20.0

Type:Trading Company

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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

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

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

Hangzhou Dingyan Chem Co., Ltd

R & D enterprises have their own stock in stock Package:1kg Application:pharmaceutical intermediates

Estetrol

Cas:15183-37-6

Min.Order:0

Negotiable

Type:Manufacturers

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Hangzhou J&H Chemical Co., Ltd.

J&H CHEM is one of China's leading providers of integrated fine chemical services including offering, research and development, Custom manufacturing business, as well as other Value-added customer services, for diversified range products of chemicals

Estetrol

Cas:15183-37-6

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Xi`an Eastling Biotech Co., Ltd.

high purity lowest priceAppearance:solid or liquid Storage:in sealed air resistant place Package:Foil bag; Drum; Plastic bottle Application:Pharma;Industry;Agricultural Transportation:by sea or air Port:Beijing or Guangzhou

Estetrol

Cas:15183-37-6

Min.Order:0

Negotiable

Type:Lab/Research institutions

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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.

Estetrol

Cas:15183-37-6

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Xian Changyue Biological Technology Co., Ltd.

best seller Application:API

Estetrol

Cas:15183-37-6

Min.Order:0

Negotiable

Type:Manufacturers

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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

Estetrol

Cas:15183-37-6

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Wuhan Circle Star Chem-medical Technology co.,Ltd.

good quality, competitive price, thoughtful after sale serviceAppearance:White to Off-White Solid Storage:Keep it in dry,shady and cool place Package:as your requirement Application:Pharma;Industry;Agricultural;chemical reaserch Transportation:by Sea

Estetrol

Cas:15183-37-6

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

DB BIOTECH CO., LTD

best seller Application:API

Estetrol

Cas:15183-37-6

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Hunan Longxianng Runhui Trading Co.,Ltd

(8r,9s,13s,14s,15r,16r,17r)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,15,16,17-tetrolAppearance:ask Storage:Keep in dry and cool condition Package:foil aluminium bag/vacuum packing Application:intermediates Transportati

NANJING SUNNY PHARMATECH CO., LTD

We are professional supplier in China for this product, we are dedicated to providing customers with the best quality, price, and service. Please feel free to send us inquiries.Appearance:Please contact us for product details Package:As per shipment

Estetrol

Cas:15183-37-6

Min.Order:0

Negotiable

Type:Trading Company

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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

Estetrol

Cas:15183-37-6

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

15183-37-6

Cas:15183-37-6

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Hebei Muhuang Technology Co., Ltd

best seller Application:API

Estetrol

Cas:15183-37-6

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

Estetrol

Cas:15183-37-6

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

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

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

Estetrol

Cas:15183-37-6

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Chungking Joyinchem Co., Ltd.

Joyinchem have been committed to chemical supply for several years and have built good cooperation records with multinational chemical corporations and importers from all over the world. Our services include:-Spot goods-Contract manufacturing-Custom

Estetrol

Cas:15183-37-6

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

changchun tuocai technology co.,ltld

(8r,9s,13s,14s,15r,16r,17r)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,15,16,17-tetrolAppearance:ask Storage:Keep in dry and cool condition Package:foil aluminium bag/vacuum packing Application:intermediates Transportati

Synthetic route

(15α,16α,17β)-3-hydroxyestra-1,3,5(10)-triene-15,16,17-triyl triacetate

(15α,16α,17β)-3-hydroxyestra-1,3,5(10)-triene-15,16,17-triyl triacetate

15α-hydroxyestriol
15183-37-6

15α-hydroxyestriol

Conditions
ConditionsYield
With potassium carbonate In methanol at 20 - 25℃; for 3h; Inert atmosphere;97.22%
With potassium carbonate at 25℃; for 4h;13 g
(15α,16α,17β)-3-hydroxyestra-1,3,5(10)-triene-15,16,17-triyl triformiate

(15α,16α,17β)-3-hydroxyestra-1,3,5(10)-triene-15,16,17-triyl triformiate

15α-hydroxyestriol
15183-37-6

15α-hydroxyestriol

Conditions
ConditionsYield
With potassium carbonate In methanol at 20 - 25℃; for 3h; Inert atmosphere;97%
15α,16α-dihydroxyestradiol 3-benzoate

15α,16α-dihydroxyestradiol 3-benzoate

15α-hydroxyestriol
15183-37-6

15α-hydroxyestriol

Conditions
ConditionsYield
With sodium hydroxide In methanol at 40 - 45℃; for 2h;94%
17-acetyl estetrol

17-acetyl estetrol

15α-hydroxyestriol
15183-37-6

15α-hydroxyestriol

Conditions
ConditionsYield
With potassium carbonate In methanol at 20℃; for 4h;92.5%
Stage #1: 17-acetyl estetrol With methanol; potassium carbonate at 20℃; for 4h;
Stage #2: With hydrogenchloride In chloroform; water
92.5%
3-benzoyloxy-17β-(1-butoxyethoxy)estra-1,3,5(10),15-tetraene

3-benzoyloxy-17β-(1-butoxyethoxy)estra-1,3,5(10),15-tetraene

15α-hydroxyestriol
15183-37-6

15α-hydroxyestriol

Conditions
ConditionsYield
Stage #1: 3-benzoyloxy-17β-(1-butoxyethoxy)estra-1,3,5(10),15-tetraene With trimethylamine-N-oxide In tetrahydrofuran at 50 - 55℃;
Stage #2: With potassium carbonate In tetrahydrofuran; water
91.7%
Multi-step reaction with 2 steps
1: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C
2: sodium hydroxide / methanol / 2 h / 40 - 45 °C
View Scheme
3,17β-O-bis(tetrahydro-2H-pyran-2-yl)-Δ-15-estradiol

3,17β-O-bis(tetrahydro-2H-pyran-2-yl)-Δ-15-estradiol

15α-hydroxyestriol
15183-37-6

15α-hydroxyestriol

Conditions
ConditionsYield
Stage #1: 3,17β-O-bis(tetrahydro-2H-pyran-2-yl)-Δ-15-estradiol With 4-methylmorpholine N-oxide In tetrahydrofuran at 20℃;
Stage #2: With toluene-4-sulfonic acid at 40℃; pH=4;
40%
3,17β-diacetoxyestra-1,3,5(10)-triene-15α,16α-diol
16127-99-4

3,17β-diacetoxyestra-1,3,5(10)-triene-15α,16α-diol

15α-hydroxyestriol
15183-37-6

15α-hydroxyestriol

Conditions
ConditionsYield
With sodium hydroxide In methanol at 4℃; for 24h;21 mg
15-dehydroestradiol 3,17-diacetate
16127-98-3

15-dehydroestradiol 3,17-diacetate

15α-hydroxyestriol
15183-37-6

15α-hydroxyestriol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 46 percent / OsO4 / benzene; pyridine / Ambient temperature
2: 21 mg / 1 N NaOH / methanol / 24 h / 4 °C
View Scheme
Reaxys ID: 11888347

Reaxys ID: 11888347

15α-hydroxyestriol
15183-37-6

15α-hydroxyestriol

Estrone
53-16-7

Estrone

15α-hydroxyestriol
15183-37-6

15α-hydroxyestriol

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: potassium carbonate / dichloromethane; methanol / 16 h / Reflux
2.1: triethylamine / dichloromethane / 1 h / 20 °C
3.1: oxygen / palladium diacetate / dichloromethane; dimethyl sulfoxide / 35 °C
4.1: cerium(III) chloride heptahydrate / tetrahydrofuran; methanol / 1 h / 20 °C
4.2: 2 h / 0 - 8 °C
5.1: pyridine / dmap / 2 h / 20 °C
6.1: trimethylamine-N-oxide / ~5percent w/w OsO4 on PVP / tetrahydrofuran / 50 °C
7.1: hydrogen / palladium 10% on activated carbon / methanol / 24 h / 20 °C / 760.05 Torr
8.1: potassium carbonate; methanol / 4 h / 20 °C
View Scheme
Multi-step reaction with 10 steps
1: triethylamine / dichloromethane / 20 - 30 °C
2: orthoformic acid triethyl ester; toluene-4-sulfonic acid / 15 h / 35 °C
3: Pyridine hydrobromide / tetrahydrofuran; ethylene glycol / 0.67 h / 20 °C
4: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C
5: toluene-4-sulfonic acid / acetone / 1 h / 20 °C
6: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C
7: triethylamine / dichloromethane / 1 h / 10 - 30 °C / Inert atmosphere
8: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C / Molecular sieve; Inert atmosphere
9: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C
10: sodium hydroxide / methanol / 2 h / 40 - 45 °C
View Scheme
Multi-step reaction with 8 steps
1.1: triethylamine / dichloromethane / 20 - 30 °C
2.1: orthoformic acid triethyl ester; toluene-4-sulfonic acid / 15 h / 35 °C
3.1: Pyridine hydrobromide / tetrahydrofuran; ethylene glycol / 0.67 h / 20 °C
4.1: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C
5.1: toluene-4-sulfonic acid / acetone / 1 h / 20 °C
6.1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C
7.1: toluene-4-sulfonic acid / dichloromethane / 5 - 20 °C / Inert atmosphere; Molecular sieve
8.1: 4-methylmorpholine N-oxide / tetrahydrofuran / 20 °C
8.2: 40 °C / pH 4
View Scheme
(14α)-3-benzyloxy-1,3,5(10),15-estratetraen-17-one
138743-03-0

(14α)-3-benzyloxy-1,3,5(10),15-estratetraen-17-one

15α-hydroxyestriol
15183-37-6

15α-hydroxyestriol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: cerium(III) chloride heptahydrate / tetrahydrofuran; methanol / 1 h / 20 °C
1.2: 2 h / 0 - 8 °C
2.1: pyridine / dmap / 2 h / 20 °C
3.1: trimethylamine-N-oxide / ~5percent w/w OsO4 on PVP / tetrahydrofuran / 50 °C
4.1: hydrogen / palladium 10% on activated carbon / methanol / 24 h / 20 °C / 760.05 Torr
5.1: potassium carbonate; methanol / 4 h / 20 °C
View Scheme
(17β)-3-(phenylmethoxy)-estra-1,3,5(10),15-tetraen-17-ol

(17β)-3-(phenylmethoxy)-estra-1,3,5(10),15-tetraen-17-ol

15α-hydroxyestriol
15183-37-6

15α-hydroxyestriol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: pyridine / dmap / 2 h / 20 °C
2: trimethylamine-N-oxide / ~5percent w/w OsO4 on PVP / tetrahydrofuran / 50 °C
3: hydrogen / palladium 10% on activated carbon / methanol / 24 h / 20 °C / 760.05 Torr
4: potassium carbonate; methanol / 4 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / tetrahydrofuran; tert-butyl alcohol; water / 24 h / 20 - 25 °C / Inert atmosphere
2: acetic anhydride; pyridine / 1.42 h / 0 - 10 °C
3: palladium 10% on activated carbon; hydrogen / ethyl acetate / 4 h / 20 - 25 °C / 760.05 Torr
4: potassium carbonate / methanol / 3 h / 20 - 25 °C / Inert atmosphere
View Scheme
Multi-step reaction with 4 steps
1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / tetrahydrofuran; tert-butyl alcohol; water / 24 h / 20 - 25 °C / Inert atmosphere
2: triethylamine; dmap / dichloromethane / 2 h / Inert atmosphere
3: palladium 10% on activated carbon; hydrogen / ethyl acetate / 3 h / 20 - 25 °C / 760.05 Torr
4: potassium carbonate / methanol / 3 h / 20 - 25 °C / Inert atmosphere
View Scheme
Multi-step reaction with 4 steps
1: osmium(VIII) oxide; trimethylamine-N-oxide / tetrahydrofuran / 16 h / 50 °C / Inert atmosphere
2: dmap / pyridine / 4 h / 25 °C
3: palladium 10% on activated carbon; hydrogen / methanol / 22 h / 45 °C / 2250.23 Torr
4: potassium carbonate / 4 h / 25 °C
View Scheme
17β-acetyloxy-3-benzyloxy-estra-1,3,5(10),15-tetraene

17β-acetyloxy-3-benzyloxy-estra-1,3,5(10),15-tetraene

15α-hydroxyestriol
15183-37-6

15α-hydroxyestriol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: trimethylamine-N-oxide / ~5percent w/w OsO4 on PVP / tetrahydrofuran / 50 °C
2: hydrogen / palladium 10% on activated carbon / methanol / 24 h / 20 °C / 760.05 Torr
3: potassium carbonate; methanol / 4 h / 20 °C
View Scheme
3-benzyloxyestra-1,3,5(10)-trien-17-one
858-98-0

3-benzyloxyestra-1,3,5(10)-trien-17-one

15α-hydroxyestriol
15183-37-6

15α-hydroxyestriol

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: triethylamine / dichloromethane / 1 h / 20 °C
2.1: oxygen / palladium diacetate / dichloromethane; dimethyl sulfoxide / 35 °C
3.1: cerium(III) chloride heptahydrate / tetrahydrofuran; methanol / 1 h / 20 °C
3.2: 2 h / 0 - 8 °C
4.1: pyridine / dmap / 2 h / 20 °C
5.1: trimethylamine-N-oxide / ~5percent w/w OsO4 on PVP / tetrahydrofuran / 50 °C
6.1: hydrogen / palladium 10% on activated carbon / methanol / 24 h / 20 °C / 760.05 Torr
7.1: potassium carbonate; methanol / 4 h / 20 °C
View Scheme
3-benzyloxy-17-trimethylsilyloxy-estra-1,3,5(10),16-tetraene
213819-19-3

3-benzyloxy-17-trimethylsilyloxy-estra-1,3,5(10),16-tetraene

15α-hydroxyestriol
15183-37-6

15α-hydroxyestriol

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: oxygen / palladium diacetate / dichloromethane; dimethyl sulfoxide / 35 °C
2.1: cerium(III) chloride heptahydrate / tetrahydrofuran; methanol / 1 h / 20 °C
2.2: 2 h / 0 - 8 °C
3.1: pyridine / dmap / 2 h / 20 °C
4.1: trimethylamine-N-oxide / ~5percent w/w OsO4 on PVP / tetrahydrofuran / 50 °C
5.1: hydrogen / palladium 10% on activated carbon / methanol / 24 h / 20 °C / 760.05 Torr
6.1: potassium carbonate; methanol / 4 h / 20 °C
View Scheme
3,17β-O-bis(methoxymethyl)-Δ-15-estradiol

3,17β-O-bis(methoxymethyl)-Δ-15-estradiol

15α-hydroxyestriol
15183-37-6

15α-hydroxyestriol

Conditions
ConditionsYield
Stage #1: 3,17β-O-bis(methoxymethyl)-Δ-15-estradiol With trimethylamine-N-oxide In tetrahydrofuran at 50 - 55℃;
Stage #2: With acetic acid In tetrahydrofuran; water Reagent/catalyst;
0.26 g
estrone 3-benzoate
2393-53-5

estrone 3-benzoate

15α-hydroxyestriol
15183-37-6

15α-hydroxyestriol

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: orthoformic acid triethyl ester; toluene-4-sulfonic acid / 15 h / 35 °C
2.1: Pyridine hydrobromide / tetrahydrofuran; ethylene glycol / 0.67 h / 20 °C
3.1: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C
4.1: toluene-4-sulfonic acid / acetone / 1 h / 20 °C
5.1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C
6.1: toluene-4-sulfonic acid / dichloromethane / 5 - 20 °C / Inert atmosphere; Molecular sieve
7.1: 4-methylmorpholine N-oxide / tetrahydrofuran / 20 °C
7.2: 40 °C / pH 4
View Scheme
Multi-step reaction with 7 steps
1: orthoformic acid triethyl ester; toluene-4-sulfonic acid / 15 h / 35 °C
2: Pyridine hydrobromide / tetrahydrofuran; ethylene glycol / 0.67 h / 20 °C
3: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C
4: toluene-4-sulfonic acid / acetone / 1 h / 20 °C
5: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C
6: toluene-4-sulfonic acid; lithium bromide / tetrahydrofuran / 20 °C / Inert atmosphere
7: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C
View Scheme
Multi-step reaction with 7 steps
1: orthoformic acid triethyl ester; toluene-4-sulfonic acid / 15 h / 35 °C
2: Pyridine hydrobromide / tetrahydrofuran; ethylene glycol / 0.67 h / 20 °C
3: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C
4: toluene-4-sulfonic acid / acetone / 1 h / 20 °C
5: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C
6: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere
7: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C
View Scheme
Multi-step reaction with 8 steps
1: orthoformic acid triethyl ester; toluene-4-sulfonic acid / 15 h / 35 °C
2: Pyridine hydrobromide / tetrahydrofuran; ethylene glycol / 0.67 h / 20 °C
3: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C
4: toluene-4-sulfonic acid / acetone / 1 h / 20 °C
5: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C
6: triethylamine / dichloromethane / 1 h / 10 - 30 °C / Inert atmosphere
7: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C / Molecular sieve; Inert atmosphere
8: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C
View Scheme
Multi-step reaction with 9 steps
1: orthoformic acid triethyl ester; toluene-4-sulfonic acid / 15 h / 35 °C
2: Pyridine hydrobromide / tetrahydrofuran; ethylene glycol / 0.67 h / 20 °C
3: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C
4: toluene-4-sulfonic acid / acetone / 1 h / 20 °C
5: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C
6: triethylamine / dichloromethane / 1 h / 10 - 30 °C / Inert atmosphere
7: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C / Molecular sieve; Inert atmosphere
8: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C
9: sodium hydroxide / methanol / 2 h / 40 - 45 °C
View Scheme
17,17-ethylenedioxyestrone 3-benzoate

17,17-ethylenedioxyestrone 3-benzoate

15α-hydroxyestriol
15183-37-6

15α-hydroxyestriol

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: Pyridine hydrobromide / tetrahydrofuran; ethylene glycol / 0.67 h / 20 °C
2.1: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C
3.1: toluene-4-sulfonic acid / acetone / 1 h / 20 °C
4.1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C
5.1: toluene-4-sulfonic acid / dichloromethane / 5 - 20 °C / Inert atmosphere; Molecular sieve
6.1: 4-methylmorpholine N-oxide / tetrahydrofuran / 20 °C
6.2: 40 °C / pH 4
View Scheme
Multi-step reaction with 6 steps
1: Pyridine hydrobromide / tetrahydrofuran; ethylene glycol / 0.67 h / 20 °C
2: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C
3: toluene-4-sulfonic acid / acetone / 1 h / 20 °C
4: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C
5: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere
6: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C
View Scheme
Multi-step reaction with 6 steps
1: Pyridine hydrobromide / tetrahydrofuran; ethylene glycol / 0.67 h / 20 °C
2: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C
3: toluene-4-sulfonic acid / acetone / 1 h / 20 °C
4: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C
5: toluene-4-sulfonic acid; lithium bromide / tetrahydrofuran / 20 °C / Inert atmosphere
6: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C
View Scheme
Multi-step reaction with 7 steps
1: Pyridine hydrobromide / tetrahydrofuran; ethylene glycol / 0.67 h / 20 °C
2: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C
3: toluene-4-sulfonic acid / acetone / 1 h / 20 °C
4: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C
5: triethylamine / dichloromethane / 1 h / 10 - 30 °C / Inert atmosphere
6: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C / Molecular sieve; Inert atmosphere
7: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C
View Scheme
Multi-step reaction with 8 steps
1: Pyridine hydrobromide / tetrahydrofuran; ethylene glycol / 0.67 h / 20 °C
2: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C
3: toluene-4-sulfonic acid / acetone / 1 h / 20 °C
4: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C
5: triethylamine / dichloromethane / 1 h / 10 - 30 °C / Inert atmosphere
6: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C / Molecular sieve; Inert atmosphere
7: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C
8: sodium hydroxide / methanol / 2 h / 40 - 45 °C
View Scheme
3-benzoyloxy-16-bromo-17,17-(ethylenedioxy)estra-1,3,5(10)-triene

3-benzoyloxy-16-bromo-17,17-(ethylenedioxy)estra-1,3,5(10)-triene

15α-hydroxyestriol
15183-37-6

15α-hydroxyestriol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C
2.1: toluene-4-sulfonic acid / acetone / 1 h / 20 °C
3.1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C
4.1: toluene-4-sulfonic acid / dichloromethane / 5 - 20 °C / Inert atmosphere; Molecular sieve
5.1: 4-methylmorpholine N-oxide / tetrahydrofuran / 20 °C
5.2: 40 °C / pH 4
View Scheme
Multi-step reaction with 5 steps
1: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C
2: toluene-4-sulfonic acid / acetone / 1 h / 20 °C
3: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C
4: toluene-4-sulfonic acid; lithium bromide / tetrahydrofuran / 20 °C / Inert atmosphere
5: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C
View Scheme
Multi-step reaction with 5 steps
1: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C
2: toluene-4-sulfonic acid / acetone / 1 h / 20 °C
3: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C
4: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere
5: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C
View Scheme
Multi-step reaction with 6 steps
1: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C
2: toluene-4-sulfonic acid / acetone / 1 h / 20 °C
3: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C
4: triethylamine / dichloromethane / 1 h / 10 - 30 °C / Inert atmosphere
5: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C / Molecular sieve; Inert atmosphere
6: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C
View Scheme
Multi-step reaction with 7 steps
1: potassium tert-butylate / dimethyl sulfoxide / 20 h / 40 - 45 °C
2: toluene-4-sulfonic acid / acetone / 1 h / 20 °C
3: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C
4: triethylamine / dichloromethane / 1 h / 10 - 30 °C / Inert atmosphere
5: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C / Molecular sieve; Inert atmosphere
6: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C
7: sodium hydroxide / methanol / 2 h / 40 - 45 °C
View Scheme
17,17-ethylenedioxy-3-hydroxyestra-1,3,5(10),15-tetraene

17,17-ethylenedioxy-3-hydroxyestra-1,3,5(10),15-tetraene

15α-hydroxyestriol
15183-37-6

15α-hydroxyestriol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: toluene-4-sulfonic acid / acetone / 1 h / 20 °C
2: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C
3: toluene-4-sulfonic acid; lithium bromide / tetrahydrofuran / 20 °C / Inert atmosphere
4: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C
View Scheme
Multi-step reaction with 4 steps
1: toluene-4-sulfonic acid / acetone / 1 h / 20 °C
2: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C
3: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere
4: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C
View Scheme
Multi-step reaction with 5 steps
1: toluene-4-sulfonic acid / acetone / 1 h / 20 °C
2: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C
3: triethylamine / dichloromethane / 1 h / 10 - 30 °C / Inert atmosphere
4: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C / Molecular sieve; Inert atmosphere
5: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C
View Scheme
Multi-step reaction with 6 steps
1: toluene-4-sulfonic acid / acetone / 1 h / 20 °C
2: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C
3: triethylamine / dichloromethane / 1 h / 10 - 30 °C / Inert atmosphere
4: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C / Molecular sieve; Inert atmosphere
5: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C
6: sodium hydroxide / methanol / 2 h / 40 - 45 °C
View Scheme
Multi-step reaction with 4 steps
1.1: toluene-4-sulfonic acid / acetone / 1 h / 20 °C
2.1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C
3.1: toluene-4-sulfonic acid / dichloromethane / 5 - 20 °C / Inert atmosphere; Molecular sieve
4.1: 4-methylmorpholine N-oxide / tetrahydrofuran / 20 °C
4.2: 40 °C / pH 4
View Scheme
3-hydroxyestra-1,3,5(10),15-tetraen-17-one
3563-25-5

3-hydroxyestra-1,3,5(10),15-tetraen-17-one

15α-hydroxyestriol
15183-37-6

15α-hydroxyestriol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C
2: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere
3: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C
View Scheme
Multi-step reaction with 3 steps
1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C
2: toluene-4-sulfonic acid; lithium bromide / tetrahydrofuran / 20 °C / Inert atmosphere
3: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C
View Scheme
Multi-step reaction with 4 steps
1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C
2: triethylamine / dichloromethane / 1 h / 10 - 30 °C / Inert atmosphere
3: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C / Molecular sieve; Inert atmosphere
4: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C
View Scheme
Multi-step reaction with 5 steps
1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C
2: triethylamine / dichloromethane / 1 h / 10 - 30 °C / Inert atmosphere
3: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C / Molecular sieve; Inert atmosphere
4: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C
5: sodium hydroxide / methanol / 2 h / 40 - 45 °C
View Scheme
Multi-step reaction with 3 steps
1.1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; methanol / 0.17 h / 0 - 5 °C
2.1: toluene-4-sulfonic acid / dichloromethane / 5 - 20 °C / Inert atmosphere; Molecular sieve
3.1: 4-methylmorpholine N-oxide / tetrahydrofuran / 20 °C
3.2: 40 °C / pH 4
View Scheme
Δ-15-estradiol 3-benzoate

Δ-15-estradiol 3-benzoate

15α-hydroxyestriol
15183-37-6

15α-hydroxyestriol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C / Molecular sieve; Inert atmosphere
2: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C
View Scheme
Multi-step reaction with 3 steps
1: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C / Molecular sieve; Inert atmosphere
2: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C
3: sodium hydroxide / methanol / 2 h / 40 - 45 °C
View Scheme
estra-1,3,5(10),15-tetraene-3,17β-diol
58699-14-2

estra-1,3,5(10),15-tetraene-3,17β-diol

15α-hydroxyestriol
15183-37-6

15α-hydroxyestriol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: toluene-4-sulfonic acid; lithium bromide / tetrahydrofuran / 20 °C / Inert atmosphere
2: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C
View Scheme
Multi-step reaction with 2 steps
1: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere
2: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C
View Scheme
Multi-step reaction with 3 steps
1: triethylamine / dichloromethane / 1 h / 10 - 30 °C / Inert atmosphere
2: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C / Molecular sieve; Inert atmosphere
3: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C
View Scheme
Multi-step reaction with 4 steps
1: triethylamine / dichloromethane / 1 h / 10 - 30 °C / Inert atmosphere
2: toluene-4-sulfonic acid / tetrahydrofuran / 20 °C / Molecular sieve; Inert atmosphere
3: trimethylamine-N-oxide / tetrahydrofuran / 50 - 55 °C
4: sodium hydroxide / methanol / 2 h / 40 - 45 °C
View Scheme
Multi-step reaction with 2 steps
1.1: toluene-4-sulfonic acid / dichloromethane / 5 - 20 °C / Inert atmosphere; Molecular sieve
2.1: 4-methylmorpholine N-oxide / tetrahydrofuran / 20 °C
2.2: 40 °C / pH 4
View Scheme
(17β)-3-(phenylmethoxy)-estra-1,3,5(10)-triene-15,16,17-triol

(17β)-3-(phenylmethoxy)-estra-1,3,5(10)-triene-15,16,17-triol

15α-hydroxyestriol
15183-37-6

15α-hydroxyestriol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triethylamine; dmap / ethyl acetate / 3 h / 35 - 40 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / ethyl acetate / 3 h / 20 - 25 °C / 760.05 Torr
3: potassium carbonate / methanol / 3 h / 20 - 25 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: dmap / pyridine / 4 h / 25 °C
2: palladium 10% on activated carbon; hydrogen / methanol / 22 h / 45 °C / 2250.23 Torr
3: potassium carbonate / 4 h / 25 °C
View Scheme
(15α,16α,17β)-3-(benzyloxy)estra-1,3,5(10)-triene-15,16,17-triyl triacetate

(15α,16α,17β)-3-(benzyloxy)estra-1,3,5(10)-triene-15,16,17-triyl triacetate

15α-hydroxyestriol
15183-37-6

15α-hydroxyestriol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 3 h / 20 - 25 °C / 760.05 Torr
2: potassium carbonate / methanol / 3 h / 20 - 25 °C / Inert atmosphere
View Scheme
(15α,16α,17β)-3-(benzyloxy)estra-1,3,5(10)-triene-15,16,17-triol

(15α,16α,17β)-3-(benzyloxy)estra-1,3,5(10)-triene-15,16,17-triol

15α-hydroxyestriol
15183-37-6

15α-hydroxyestriol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triethylamine; dmap / dichloromethane / 2 h / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / ethyl acetate / 3 h / 20 - 25 °C / 760.05 Torr
3: potassium carbonate / methanol / 3 h / 20 - 25 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: acetic anhydride; pyridine / 1.42 h / 0 - 10 °C
2: palladium 10% on activated carbon; hydrogen / ethyl acetate / 4 h / 20 - 25 °C / 760.05 Torr
3: potassium carbonate / methanol / 3 h / 20 - 25 °C / Inert atmosphere
View Scheme
4-bromoethylbutanoate
2969-81-5

4-bromoethylbutanoate

15α-hydroxyestriol
15183-37-6

15α-hydroxyestriol

4-O-[15α,16α,17β-trihydroxyestra-1,3,5(10)-trien-3-yl]butanoic acid ethyl ester

4-O-[15α,16α,17β-trihydroxyestra-1,3,5(10)-trien-3-yl]butanoic acid ethyl ester

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 80℃; for 1h; Alkylation;206 mg
15α-hydroxyestriol
15183-37-6

15α-hydroxyestriol

4-O-[15α,16α,17β-trihydroxyestra-1,3,5(10)-trien-3-yl]butanoic acid

4-O-[15α,16α,17β-trihydroxyestra-1,3,5(10)-trien-3-yl]butanoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 206 mg / K2CO3 / dimethylsulfoxide / 1 h / 80 °C
2: 151 mg / 5 N aq. NaOH / methanol / 14 h / 4 °C
View Scheme

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