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Sinoway Industrial Co., Ltd.

Why is SINOWAY: 1) Specialized in pharmaceutical and healthcare industrial for 34 years. 2) ISO 9001:2015 & SGS audited supplier . 3) Accept various payment terms : T.T 30-60 days. 4) We have warehouse in USA with quickly shipment . 5) We c

99% up GMP DMF Raloxifene 84449-90-1

Cas:84449-90-1

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

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Kono Chem Co.,Ltd

Specifications CAS No.: 84449-90-1 Other Names: Raloxifene hydrochloride MF: C28H27NO4S EINECS No.:

Raloxifene

Cas:84449-90-1

Min.Order:500 Gram

Negotiable

Type:Other

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Wuhan Fortuna Chemical Co.,Ltd

1. Guaranteed purity; 2. Large quantity in stock; 3. Largest manufacturer; 4. Best service after shipment with email; 5. High quality & competitive price; ...... Appearance:Light yellow powder Storage:Desiccate at +4°C Package:1kg/foi

Best price Raloxifene CAS 84449-90-1 with good quality

Cas:84449-90-1

Min.Order:500 Gram

FOB Price: $10.0

Type:Trading Company

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Xi'an Quanao Biotech Co., Ltd.

Xi’an Quanao Biotech Co., Ltd. with 18 years experience in plant extract filed. Product grade: Medicine, Health care product, Cosmetics, Food, Beverage, Feed. Hot selling market: Europe, North America, South America, Middle East, Asia Pacifi

Anti-Cancer Ingredients 99% Raloxifene Powder Cas:84449-90-1

Cas:84449-90-1

Min.Order:1 Kilogram

FOB Price: $259.0 / 269.0

Type:Manufacturers

inquiry

Xi'an Xszo Chem Co., Ltd.

1. Factory price and high quality must be guaranteed, base on 8 years of production and R&D experience2. Free samples will be provided,ensure specifications and quality are right for customer3. Customers will receive the most professional technical s

Factory Price API 99% Raloxifene 84449-90-1 GMP Manufacturer

Cas:84449-90-1

Min.Order:1 Gram

FOB Price: $0.1

Type:Manufacturers

inquiry

Shanghai Seasonsgreen Chemical Co.,Ltd

Shanghai Seasonsgreen Chemical is a high-tech research and development, production, sale and custom synthesis set in one high-tech chemical products enterprises. Our sales and marketing division is located in Shanghai, serving international pharmaceu

lower price High quality raloxifene

Cas:84449-90-1

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Manufacturers

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Chemwill Asia Co., Ltd.

Our main production base is located in Xuzhou industry park. We are certified both to the ISO 9001 and ISO 14001 Standards, have a safety management system in place.Our R&D team masters core technology for process-design of target building block

Raloxifene

Cas:84449-90-1

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

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Ality Chemical Corporation

Raloxifene Basic information Application in Particular Diseases Product Name: Raloxifene Synonyms: [6-Hydroxy-2-(4-hydroxyphenyl)benzo[b]thien-3-y1][4-[2-(1-piperidinyl)ethoxy]phenyl]methamone;Evista;[4-[2-(1-Piperidinyl) Ethoxy] Phenyl]methano

Factory Supply Evista

Cas:84449-90-1

Min.Order:1 Gram

Negotiable

Type:Other

inquiry

Hebei Nengqian Chemical Import and Export Co., LTD

Our advantages: 1, High quality with competitive price: 1) Standard:BP/USP/EP/Enterprise standard 2) All Purity≥99% 3) We are manufacturer and can provide high quality products with factory price. 2, Fast and safe delivery 1) Parcel can be sent

Raloxifene

Cas:84449-90-1

Min.Order:1 Kilogram

FOB Price: $9.0 / 99.0

Type:Trading Company

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Henan Sinotech Import&Export Corporation

Name: Raloxifene CAS No.: 84449-90-1 Formula: C28H27NO4S Molecular Weight: 473.58 Synonyms: Keoxifene;LY 139481;[2-(4-Hydroxyphenyl)-6-hydroxybenzo[b]thien-3-yl][4-(2-(1-piperidinyl)ethoxy)phenyl]methanone; Density: 1.289 g/cm3 Solubility: DM

Raloxifene 84449-90-1

Cas:84449-90-1

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Other

inquiry

Hubei Langyou International Trading Co., Ltd

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

Raloxifene Cancer Treatment Steroids Yellow Powder CAS 84449-90-1Pharmaceutical

Cas:84449-90-1

Min.Order:100 Gram

Negotiable

Type:Other

inquiry

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

Methanone,[6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]- 84449-90-1

Cas:84449-90-1

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Qingdao Beluga Import and Export Co., LTD

Raloxifene CAS:84449-90-1 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,

Raloxifene CAS:84449-90-1

Cas:84449-90-1

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

Methanone,[6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]-

Cas:84449-90-1

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Triumph International Development Limilted

Triumph has the complete production of G- KG - MT service chain,we can make the new technology into productivity quickly in the research and development of new products. Main Business Custom Synthesis: Trading(Raw M

Raloxifene

Cas:84449-90-1

Min.Order:0 Metric Ton

FOB Price: $18.0 / 20.0

Type:Lab/Research institutions

inquiry

Shanghai Terui OP New Material Technology Co., Ltd.

We have overseas warehouses in California, Nuevo Laredo, Mexico, Vancouver, Canada, Amsterdam, The Netherlands and Melbourne, Australia. Overseas warehouses can provide some of the best selling products. We look forward to cooperating with strong loc

Raloxifene cas 84449-90-1 Secure delivery

Cas:84449-90-1

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

inquiry

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

High quality 99% Raloxifene CAS:84449-90-1

Cas:84449-90-1

Min.Order:10 Kilogram

Negotiable

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

Raloxifene

Cas:84449-90-1

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Shaanxi New nine Material Technology Co., Ltd.

Our Advantage & Service 1.Top quality: Using high quality material and establishing a strict quality control system,assigning specific persons in charge of each part of production,from raw material purchase to assembly. 2 Professional R&D

99% up GMP DMF Raloxifene 84449-90-1 CAS NO.84449-90-1

Cas:84449-90-1

Min.Order:10 Gram

FOB Price: $8.0 / 10.0

Type:Trading Company

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

High quality 99% Raloxifene

Cas:84449-90-1

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

inquiry

HANGZHOU YUNUO CHEMICAL CO.,LTD

Superior quality, moderate price & quick delivery. Appearance:white powder Storage:Stored in cool, dry and ventilation place; Away from fire and heat Package:10g/bag,or as your request Application:Used as Pharmaceutical Intermediates Transporta

TaiChem Taizhou Limited

Established in May 2015, TaiChem Ltd. is initially invested by a British research and development company and started by PhDs back from aboard. The company is registered in China Medical City (CMC), Taizhou, Jiangsu Province, and the production site

Raloxifene

Cas:84449-90-1

Min.Order:10 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Henan Tianfu Chemical Co., Ltd.

Our company was built in 2009 with an ISO certificate.In the past 6 years, we have grown up as a famous fine chemicals supplier in China and we had established stable business relationships with Samsung,LG,Merck,Thermo Fisher Scientific and so on.O

84449-90-1 Raloxifene

Cas:84449-90-1

Min.Order:1 Kilogram

FOB Price: $1000.0

Type:Lab/Research institutions

inquiry

Zibo Dorne chemical technology co. LTD

Product Details Grade: pharmaceutical grade Purity:99%+ ProductionCapacity: 1000 Kilogram/Month Scope of use: For scientific research only(The product must be used legally) Our Advantage 1. Best quality with competitive price. 2. Quick shipping,

Raloxifene

Cas:84449-90-1

Min.Order:1 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

Jiangsu Qianyu Molecular Technology Co., LTD.

Our Advantages A. International Top level TechnologyOur company owned biomedicine experts are famous at home and abroad with rich experience in research and development in the field of efficient chiral functional molecules research and development an

High Purity Raloxifene

Cas:84449-90-1

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Xiamen Jenny Chemical Technology Co., Ltd.

GMP standard, high purity, competitive price, in stock 1. Quick Response: within 6 hours after receiving your email. 2. Quality Guarantee: All products are strictly tested by our QC, confirmed by QA, and approved by a third-party lab in China, USA,

Raloxifene

Cas:84449-90-1

Min.Order:1 Milligram

Negotiable

Type:Trading Company

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

High quality 99% Raloxifene CAS:84449-90-1

Cas:84449-90-1

Min.Order:1 Kilogram

FOB Price: $18.0 / 20.0

Type:Trading Company

inquiry

TAIZHOU ZHENYU BIOTECHNOLOGY CO., LTD

Zhenyu biotech exported this product to many countries and regions at best price. if you are looking for the material's manufacturer or supplier in china, zhenyu biotech is your best choice. pls contact with us freely for getting detailed

Raloxifene

Cas:84449-90-1

Min.Order:1 Kilogram

FOB Price: $2.0

Type:Lab/Research institutions

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

High quality 99% Raloxifene CAS:84449-90-1

Cas:84449-90-1

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

High quality 99% Raloxifene CAS:84449-90-1

Cas:84449-90-1

Min.Order:1 Metric Ton

FOB Price: $1.5

Type:Trading Company

inquiry

Synthetic route

raloxifene hydrochloride
82640-04-8

raloxifene hydrochloride

Raloxifen
84449-90-1

Raloxifen

Conditions
ConditionsYield
Stage #1: raloxifene hydrochloride With sodium hydroxide In water; acetone at 20℃;
Stage #2: With acetic acid In water; acetone at 16 - 20℃; for 1.75h; pH=8;
100%
Stage #1: raloxifene hydrochloride With sodium hydroxide In water; acetone at 20℃;
Stage #2: With acetic acid In water; acetone at 16 - 18℃; for 0.75h; pH=8;
100%
With sodium hydroxide; water; isopropyl alcohol at 20℃; for 5h; pH=9;
With sodium hydroxide In methanol; water at 15 - 30℃; for 12.5h; pH=8 - 8.5;180 g
1-(2-(4-[6-Hydroxy-2-(4-hydroxy-phenyl)-benzo[b]thiophene-3-carbonyl]-phenoxy)-ethyl)-piperidinium bromide
1293408-87-3

1-(2-(4-[6-Hydroxy-2-(4-hydroxy-phenyl)-benzo[b]thiophene-3-carbonyl]-phenoxy)-ethyl)-piperidinium bromide

Raloxifen
84449-90-1

Raloxifen

Conditions
ConditionsYield
Stage #1: 1-(2-(4-[6-Hydroxy-2-(4-hydroxy-phenyl)-benzo[b]thiophene-3-carbonyl]-phenoxy)-ethyl)-piperidinium bromide With sodium hydroxide In water; acetone at 20℃;
Stage #2: With acetic acid In water; acetone at 12℃; for 1h; pH=8 - 9;
100%
Stage #1: 1-(2-(4-[6-Hydroxy-2-(4-hydroxy-phenyl)-benzo[b]thiophene-3-carbonyl]-phenoxy)-ethyl)-piperidinium bromide With sodium hydroxide In 1,4-dioxane; water at 16 - 20℃;
Stage #2: With acetic acid In 1,4-dioxane; water for 0.166667h; pH=8; Product distribution / selectivity;
85.8%
[6-Methoxy-2-(4-Methoxyphenyl)benzo[b]thien-3-yl]-[4-[2-(1-Piperidinyl)ethoxy]phenyl] Methanone
84541-38-8

[6-Methoxy-2-(4-Methoxyphenyl)benzo[b]thien-3-yl]-[4-[2-(1-Piperidinyl)ethoxy]phenyl] Methanone

Raloxifen
84449-90-1

Raloxifen

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at 50℃;90%
With aluminium trichloride; ethanethiol demethylation;78%
In dichloromethane for 6h; Ionic liquid; Reflux;61%
1-piperidinoethanol
3040-44-6

1-piperidinoethanol

[2-(4-hydroxyphenyl)-6-hydroxybenzo[b]thien-3-yl] [4-fluorophenyl]methanone
202336-25-2

[2-(4-hydroxyphenyl)-6-hydroxybenzo[b]thien-3-yl] [4-fluorophenyl]methanone

Raloxifen
84449-90-1

Raloxifen

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 50℃; for 5h;86%
<6-<(methylsulfonyl)oxy>-2-<4-<(methylsulfonyl)oxy>phenyl>benzothien-3-yl><4-<2-(1-pyrrolidinyl)ethoxy>phenyl>methanone hydrochloride
84449-85-4

<6-<(methylsulfonyl)oxy>-2-<4-<(methylsulfonyl)oxy>phenyl>benzothien-3-yl><4-<2-(1-pyrrolidinyl)ethoxy>phenyl>methanone hydrochloride

Raloxifen
84449-90-1

Raloxifen

Conditions
ConditionsYield
Stage #1: <6-<(methylsulfonyl)oxy>-2-<4-<(methylsulfonyl)oxy>phenyl>benzothien-3-yl><4-<2-(1-pyrrolidinyl)ethoxy>phenyl>methanone hydrochloride With potassium hydroxide; water In dimethyl sulfoxide at 60 - 62℃; for 4h;
Stage #2: With acetic acid In water; dimethyl sulfoxide at 20℃;
Stage #3: With ammonia In water; dimethyl sulfoxide at 20℃; Product distribution / selectivity;
70.5%
Stage #1: <6-<(methylsulfonyl)oxy>-2-<4-<(methylsulfonyl)oxy>phenyl>benzothien-3-yl><4-<2-(1-pyrrolidinyl)ethoxy>phenyl>methanone hydrochloride With potassium hydroxide; water In dimethyl sulfoxide at 60 - 62℃; for 4h;
Stage #2: With hydrogenchloride In water; dimethyl sulfoxide at 20℃; for 1h;
Stage #3: With ammonia In water; dimethyl sulfoxide at 20℃; Product distribution / selectivity;
66.33%
With sodium hydroxide In ethanol for 1.5h; Heating;42%
6-methanesulfonyloxy-2-(4-methanesulfonyloxyphenyl)-3-[4-(2-piperidinoethoxy)-benzoyl]benzo[b]thiophene

6-methanesulfonyloxy-2-(4-methanesulfonyloxyphenyl)-3-[4-(2-piperidinoethoxy)-benzoyl]benzo[b]thiophene

Raloxifen
84449-90-1

Raloxifen

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide Inert atmosphere;67%
Stage #1: 6-methanesulfonyloxy-2-(4-methanesulfonyloxyphenyl)-3-[4-(2-piperidinoethoxy)-benzoyl]benzo[b]thiophene With sodium hydroxide; ethanol; water for 1.5h;
Stage #2: In water Acidic aqueous solution;
Stage #3: With sodium hydrogencarbonate In water Product distribution / selectivity;
42.2%
With sodium hydroxide In tetrahydrofuran; methanol; chloroform
With sodium hydroxide In tetrahydrofuran; methanol; chloroform
With sodium hydroxide In tetrahydrofuran; methanol; chloroform
1-piperidinoethanol
3040-44-6

1-piperidinoethanol

Raloxifen
84449-90-1

Raloxifen

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 90 percent / NaH / dimethylformamide / 0.5 h / 20 °C
2: 78 percent / AlCl3; ethanethiol
View Scheme
Multi-step reaction with 3 steps
1: 97 percent / NaH / dimethylformamide / 0.25 h / 20 °C
2: 90 percent / tetrahydrofuran / 2 h / 5 - 23 °C
3: 78 percent / AlCl3; ethanethiol
View Scheme
4-fluorobenzoyl chloride
403-43-0

4-fluorobenzoyl chloride

Raloxifen
84449-90-1

Raloxifen

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 70 percent / chlorobenzene / 20 °C
2: 97 percent / NaH / dimethylformamide / 0.25 h / 20 °C
3: 90 percent / tetrahydrofuran / 2 h / 5 - 23 °C
4: 78 percent / AlCl3; ethanethiol
View Scheme
Multi-step reaction with 4 steps
1: 70 percent / chlorobenzene / 20 °C
2: 83 percent / tetrahydrofuran / 1 h / 5 - 23 °C
3: 90 percent / NaH / dimethylformamide / 0.5 h / 20 °C
4: 78 percent / AlCl3; ethanethiol
View Scheme
Multi-step reaction with 4 steps
1: 70 percent / chlorobenzene / 20 °C
2: 97 percent / dimethylformamide / 0.25 h / 20 °C
3: 90 percent / tetrahydrofuran / 2 h / 5 - 23 °C
4: 78 percent / AlCl3; ethanethiol
View Scheme
Multi-step reaction with 3 steps
1: 74 percent / AlCl3 / CH2Cl2
2: 81 percent / BBr3 / CH2Cl2 / 3 h / 5 °C
3: 86 percent / NaH / dimethylformamide / 5 h / 50 °C
View Scheme
6-methoxy-N,N-dimethylbenzo[b]thiophen-2-amine
111359-29-6

6-methoxy-N,N-dimethylbenzo[b]thiophen-2-amine

Raloxifen
84449-90-1

Raloxifen

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 70 percent / chlorobenzene / 20 °C
2: 97 percent / NaH / dimethylformamide / 0.25 h / 20 °C
3: 90 percent / tetrahydrofuran / 2 h / 5 - 23 °C
4: 78 percent / AlCl3; ethanethiol
View Scheme
Multi-step reaction with 4 steps
1: 70 percent / chlorobenzene / 20 °C
2: 83 percent / tetrahydrofuran / 1 h / 5 - 23 °C
3: 90 percent / NaH / dimethylformamide / 0.5 h / 20 °C
4: 78 percent / AlCl3; ethanethiol
View Scheme
Multi-step reaction with 4 steps
1: 70 percent / chlorobenzene / 20 °C
2: 97 percent / dimethylformamide / 0.25 h / 20 °C
3: 90 percent / tetrahydrofuran / 2 h / 5 - 23 °C
4: 78 percent / AlCl3; ethanethiol
View Scheme
[2-dimethylamino-6-methoxybenzothien-3-yl] [4-[2-(1-piperidinyl)ethoxy]phenyl]-methanone
165742-76-7

[2-dimethylamino-6-methoxybenzothien-3-yl] [4-[2-(1-piperidinyl)ethoxy]phenyl]-methanone

Raloxifen
84449-90-1

Raloxifen

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 90 percent / tetrahydrofuran / 2 h / 5 - 23 °C
2: 78 percent / AlCl3; ethanethiol
View Scheme
6-methoxy-2-(4-methoxyphenyl)-3-(4-fluorobenzoyl)benzo[b]thiophene
206434-77-7

6-methoxy-2-(4-methoxyphenyl)-3-(4-fluorobenzoyl)benzo[b]thiophene

Raloxifen
84449-90-1

Raloxifen

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 90 percent / NaH / dimethylformamide / 0.5 h / 20 °C
2: 78 percent / AlCl3; ethanethiol
View Scheme
Multi-step reaction with 2 steps
1: 81 percent / BBr3 / CH2Cl2 / 3 h / 5 °C
2: 86 percent / NaH / dimethylformamide / 5 h / 50 °C
View Scheme
(2-dimethylamino-6-methoxy-benzo[b]thiophen-3-yl)-(4-fluoro-phenyl)-methanone
243845-88-7

(2-dimethylamino-6-methoxy-benzo[b]thiophen-3-yl)-(4-fluoro-phenyl)-methanone

Raloxifen
84449-90-1

Raloxifen

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 97 percent / NaH / dimethylformamide / 0.25 h / 20 °C
2: 90 percent / tetrahydrofuran / 2 h / 5 - 23 °C
3: 78 percent / AlCl3; ethanethiol
View Scheme
Multi-step reaction with 3 steps
1: 83 percent / tetrahydrofuran / 1 h / 5 - 23 °C
2: 90 percent / NaH / dimethylformamide / 0.5 h / 20 °C
3: 78 percent / AlCl3; ethanethiol
View Scheme
Multi-step reaction with 3 steps
1: 97 percent / dimethylformamide / 0.25 h / 20 °C
2: 90 percent / tetrahydrofuran / 2 h / 5 - 23 °C
3: 78 percent / AlCl3; ethanethiol
View Scheme
2-(4'-methoxyphenyl)-6-methoxybenzothiophene
63675-74-1

2-(4'-methoxyphenyl)-6-methoxybenzothiophene

Raloxifen
84449-90-1

Raloxifen

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 74 percent / AlCl3 / CH2Cl2
2: 81 percent / BBr3 / CH2Cl2 / 3 h / 5 °C
3: 86 percent / NaH / dimethylformamide / 5 h / 50 °C
View Scheme
Multi-step reaction with 4 steps
1: 71 percent / pyridine hydrochloride / 6 h / 220 °C
2: 99 percent / 4-(dimethylamino)pyridine, pyridine / Ambient temperature
3: 93 percent / trifluoromethanesulfonic acid / 1,2-dichloro-ethane / Heating
4: 42 percent / 5 N aq. NaOH / ethanol / 1.5 h / Heating
View Scheme
3-methoxybenzenethiol
15570-12-4

3-methoxybenzenethiol

Raloxifen
84449-90-1

Raloxifen

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 80.4 percent / KOH / ethanol; H2O; ethyl acetate / Ambient temperature
2: 69 percent / PPA / 1 h / 85 - 90 °C
3: 71 percent / pyridine hydrochloride / 6 h / 220 °C
4: 99 percent / 4-(dimethylamino)pyridine, pyridine / Ambient temperature
5: 93 percent / trifluoromethanesulfonic acid / 1,2-dichloro-ethane / Heating
6: 42 percent / 5 N aq. NaOH / ethanol / 1.5 h / Heating
View Scheme
6-hydroxy-2-(4-hydroxyphenyl)benzo[B]-thiophene
63676-22-2

6-hydroxy-2-(4-hydroxyphenyl)benzo[B]-thiophene

Raloxifen
84449-90-1

Raloxifen

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 99 percent / 4-(dimethylamino)pyridine, pyridine / Ambient temperature
2: 93 percent / trifluoromethanesulfonic acid / 1,2-dichloro-ethane / Heating
3: 42 percent / 5 N aq. NaOH / ethanol / 1.5 h / Heating
View Scheme
4-(2-(piperidin-1-yl)ethoxy)benzoyl chloride
166975-76-4

4-(2-(piperidin-1-yl)ethoxy)benzoyl chloride

Raloxifen
84449-90-1

Raloxifen

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 93 percent / trifluoromethanesulfonic acid / 1,2-dichloro-ethane / Heating
2: 42 percent / 5 N aq. NaOH / ethanol / 1.5 h / Heating
View Scheme
α-(3-methoxyphenyl-thio)-4-methoxyacetophenone
63675-73-0

α-(3-methoxyphenyl-thio)-4-methoxyacetophenone

Raloxifen
84449-90-1

Raloxifen

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 69 percent / PPA / 1 h / 85 - 90 °C
2: 71 percent / pyridine hydrochloride / 6 h / 220 °C
3: 99 percent / 4-(dimethylamino)pyridine, pyridine / Ambient temperature
4: 93 percent / trifluoromethanesulfonic acid / 1,2-dichloro-ethane / Heating
5: 42 percent / 5 N aq. NaOH / ethanol / 1.5 h / Heating
View Scheme
6-<(methylsulfonyl)oxy>-2-<4-<(methylsulfonyl)oxy>phenyl>benzothiophene
84449-65-0

6-<(methylsulfonyl)oxy>-2-<4-<(methylsulfonyl)oxy>phenyl>benzothiophene

Raloxifen
84449-90-1

Raloxifen

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 93 percent / trifluoromethanesulfonic acid / 1,2-dichloro-ethane / Heating
2: 42 percent / 5 N aq. NaOH / ethanol / 1.5 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: aluminum (III) chloride / 1,2-dichloro-ethane / 20.5 h / 20 °C / Inert atmosphere
2: sodium t-butanolate / acetonitrile / 16 h / 80 °C / Inert atmosphere
3: potassium hydroxide / dimethyl sulfoxide / Inert atmosphere
View Scheme
4-(2-piperidin-1-ylethoxy)benzoic acid hydrochloride
84449-80-9

4-(2-piperidin-1-ylethoxy)benzoic acid hydrochloride

Raloxifen
84449-90-1

Raloxifen

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: SOCl2, DMF / toluene
2: 93 percent / trifluoromethanesulfonic acid / 1,2-dichloro-ethane / Heating
3: 42 percent / 5 N aq. NaOH / ethanol / 1.5 h / Heating
View Scheme
2-Bromo-4'-methoxyacetophenone
2632-13-5

2-Bromo-4'-methoxyacetophenone

Raloxifen
84449-90-1

Raloxifen

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 80.4 percent / KOH / ethanol; H2O; ethyl acetate / Ambient temperature
2: 69 percent / PPA / 1 h / 85 - 90 °C
3: 71 percent / pyridine hydrochloride / 6 h / 220 °C
4: 99 percent / 4-(dimethylamino)pyridine, pyridine / Ambient temperature
5: 93 percent / trifluoromethanesulfonic acid / 1,2-dichloro-ethane / Heating
6: 42 percent / 5 N aq. NaOH / ethanol / 1.5 h / Heating
View Scheme
6-acetoxy-2-(4-acetoxyphenyl)-3-[4-(2-piperidinoethoxy)benzoyl]benzo[b]thiophene, hydrochloride
84449-82-1

6-acetoxy-2-(4-acetoxyphenyl)-3-[4-(2-piperidinoethoxy)benzoyl]benzo[b]thiophene, hydrochloride

Raloxifen
84449-90-1

Raloxifen

Conditions
ConditionsYield
With sodium hydroxide In methanol; chloroform; water
With sodium hydroxide In methanol; chloroform; water
6-benzoyloxy-2-(4-benzoyloxyphenyl)-3-[4-(2-piperidinoethoxy)benzoyl]benzo[b]thiophene, hydrochloride
84449-83-2

6-benzoyloxy-2-(4-benzoyloxyphenyl)-3-[4-(2-piperidinoethoxy)benzoyl]benzo[b]thiophene, hydrochloride

Raloxifen
84449-90-1

Raloxifen

Conditions
ConditionsYield
With methanesulfonic acid In ethanol; water
6-methanesulfonyloxy-2-(4-methanesulfonyloxyphenyl)-3-[4-(2-piperidinoethoxy)-benzoyl]benzo[b]thiophene

6-methanesulfonyloxy-2-(4-methanesulfonyloxyphenyl)-3-[4-(2-piperidinoethoxy)-benzoyl]benzo[b]thiophene

A

C29H29NO6S2
1100049-65-7

C29H29NO6S2

B

C29H29NO6S2
1100049-66-8

C29H29NO6S2

C

Raloxifen
84449-90-1

Raloxifen

Conditions
ConditionsYield
Stage #1: 6-methanesulfonyloxy-2-(4-methanesulfonyloxyphenyl)-3-[4-(2-piperidinoethoxy)-benzoyl]benzo[b]thiophene With sodium hydroxide; water In N,N-dimethyl-formamide at 80 - 90℃; for 3h;
Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide at 20℃; for 1h;
Stage #3: With ammonia In water; N,N-dimethyl-formamide Product distribution / selectivity;
Stage #1: 6-methanesulfonyloxy-2-(4-methanesulfonyloxyphenyl)-3-[4-(2-piperidinoethoxy)-benzoyl]benzo[b]thiophene With sodium hydroxide; water In tetrahydrofuran at 60 - 62℃; for 14h;
Stage #2: With acetic acid In tetrahydrofuran; water at 20℃; for 0.333333h;
Stage #3: With ammonia In tetrahydrofuran; water Product distribution / selectivity;
C24H20O10S4
1390631-69-2

C24H20O10S4

Raloxifen
84449-90-1

Raloxifen

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium t-butanolate / acetonitrile / 16 h / 80 °C / Inert atmosphere
2: potassium hydroxide / dimethyl sulfoxide / Inert atmosphere
View Scheme
methanesulfonic acid 4-chlorocarbonyl-phenyl ester
89938-63-6

methanesulfonic acid 4-chlorocarbonyl-phenyl ester

Raloxifen
84449-90-1

Raloxifen

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: aluminum (III) chloride / 1,2-dichloro-ethane / 20.5 h / 20 °C / Inert atmosphere
2: sodium t-butanolate / acetonitrile / 16 h / 80 °C / Inert atmosphere
3: potassium hydroxide / dimethyl sulfoxide / Inert atmosphere
View Scheme
methyl 4-hydroxylbenzoate
99-76-3

methyl 4-hydroxylbenzoate

Raloxifen
84449-90-1

Raloxifen

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: potassium carbonate / acetone / Reflux
2: hydrogenchloride; water / tetrahydrofuran
3: thionyl chloride / dichloromethane
4: aluminum (III) chloride / dichloromethane / 12 h / 50 °C / Inert atmosphere
5: neat liquid / 12 h / Inert atmosphere; Reflux
6: aluminum (III) chloride / dichloromethane / 50 °C
View Scheme
4-(2-Chloroethoxy)benzoic acid methyl ester
38567-00-9

4-(2-Chloroethoxy)benzoic acid methyl ester

Raloxifen
84449-90-1

Raloxifen

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: hydrogenchloride; water / tetrahydrofuran
2: thionyl chloride / dichloromethane
3: aluminum (III) chloride / dichloromethane / 12 h / 50 °C / Inert atmosphere
4: neat liquid / 12 h / Inert atmosphere; Reflux
5: aluminum (III) chloride / dichloromethane / 50 °C
View Scheme
4-(2-chloroethoxy)benzoic acid
65136-51-8

4-(2-chloroethoxy)benzoic acid

Raloxifen
84449-90-1

Raloxifen

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: thionyl chloride / dichloromethane
2: aluminum (III) chloride / dichloromethane / 12 h / 50 °C / Inert atmosphere
3: neat liquid / 12 h / Inert atmosphere; Reflux
4: aluminum (III) chloride / dichloromethane / 50 °C
View Scheme
4-(2-chloro-ethoxy)-benzoyl chloride
65136-50-7

4-(2-chloro-ethoxy)-benzoyl chloride

Raloxifen
84449-90-1

Raloxifen

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: aluminum (III) chloride / dichloromethane / 12 h / 50 °C / Inert atmosphere
2: neat liquid / 12 h / Inert atmosphere; Reflux
3: aluminum (III) chloride / dichloromethane / 50 °C
View Scheme
Raloxifen
84449-90-1

Raloxifen

[6-hydroxy-2-(4-hydroxyphenyl)-benzothiophene-3-yl]-[4-[2-(1-piperidyl)ethoxy]phenyl]methanone sulfamate
1326716-58-8

[6-hydroxy-2-(4-hydroxyphenyl)-benzothiophene-3-yl]-[4-[2-(1-piperidyl)ethoxy]phenyl]methanone sulfamate

Conditions
ConditionsYield
With aminosulfonic acid In water; acetonitrile at 80℃; Product distribution / selectivity;96.4%
Raloxifen
84449-90-1

Raloxifen

[2-(4-Hydroxyphenyl)-6-hydroxybenzo[b]thien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]methanol
174731-13-6

[2-(4-Hydroxyphenyl)-6-hydroxybenzo[b]thien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]methanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 6h;91%
Raloxifen
84449-90-1

Raloxifen

1-(2-(4-[6-Hydroxy-2-(4-hydroxy-phenyl)-benzo[b]thiophene-3-carbonyl]-phenoxy)-ethyl)-piperidinium bromide
1293408-87-3

1-(2-(4-[6-Hydroxy-2-(4-hydroxy-phenyl)-benzo[b]thiophene-3-carbonyl]-phenoxy)-ethyl)-piperidinium bromide

Conditions
ConditionsYield
With hydrogen bromide In methanol; water at 1 - 35℃; pH=1.5; Reflux;87.4%
With hydrogen bromide In methanol; water at 35℃; pH=1.5; Reflux;87.4%
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

Raloxifen
84449-90-1

Raloxifen

Trifluoro-methanesulfonic acid 3-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-2-(4-trifluoromethanesulfonyloxy-phenyl)-benzo[b]thiophen-6-yl ester

Trifluoro-methanesulfonic acid 3-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-2-(4-trifluoromethanesulfonyloxy-phenyl)-benzo[b]thiophen-6-yl ester

Conditions
ConditionsYield
With triethylamine In 1,2-dichloro-ethane51%
With pyridine In dichloromethane at 0 - 20℃; for 1h;0.16 g
benzyl chloride
100-44-7

benzyl chloride

Raloxifen
84449-90-1

Raloxifen

A

[6-Benzyloxy-2-(4-hydroxy-phenyl)-benzo[b]thiophen-3-yl]-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone
189940-64-5

[6-Benzyloxy-2-(4-hydroxy-phenyl)-benzo[b]thiophen-3-yl]-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone

B

[2-(4-Benzyloxy-phenyl)-6-hydroxy-benzo[b]thiophen-3-yl]-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone

[2-(4-Benzyloxy-phenyl)-6-hydroxy-benzo[b]thiophen-3-yl]-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone

C

6-benzyloxy-2-(4-benzyloxyphenyl)-3-[4-(2-piperidinoethoxy)benzoyl]benzo[b]thiophene

6-benzyloxy-2-(4-benzyloxyphenyl)-3-[4-(2-piperidinoethoxy)benzoyl]benzo[b]thiophene

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamideA 20%
B 20%
C 20%
Raloxifen
84449-90-1

Raloxifen

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

A

(6-((tert-butyldimethylsilyl)oxy)-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)(4-(2-(piperidin-1-yl)ethoxy)phenyl)methanone
174264-47-2

(6-((tert-butyldimethylsilyl)oxy)-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)(4-(2-(piperidin-1-yl)ethoxy)phenyl)methanone

B

2-[4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]phenyl]-6-hydroxybenzo[b]thiophen-3-yl 4-[2-(1-piperidinyl)ethoxy]phenyl ketone
174264-46-1

2-[4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]phenyl]-6-hydroxybenzo[b]thiophen-3-yl 4-[2-(1-piperidinyl)ethoxy]phenyl ketone

C

{6-(tert-Butyl-dimethyl-silanyloxy)-2-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-benzo[b]thiophen-3-yl}-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone

{6-(tert-Butyl-dimethyl-silanyloxy)-2-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-benzo[b]thiophen-3-yl}-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone

Conditions
ConditionsYield
With dmap In tetrahydrofuran; N,N-dimethyl-formamideA 20%
B 20%
C 20%
benzoyl chloride
98-88-4

benzoyl chloride

Raloxifen
84449-90-1

Raloxifen

4-(6-hydroxy-3-(4-(2-(piperidin-1-yl)ethoxy)phenylcarbonyl)benzo[b]thiophen-2-yl)phenyl benzoate
1248544-66-2

4-(6-hydroxy-3-(4-(2-(piperidin-1-yl)ethoxy)phenylcarbonyl)benzo[b]thiophen-2-yl)phenyl benzoate

Conditions
ConditionsYield
Stage #1: Raloxifen With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.0833333h;
Stage #2: benzoyl chloride In N,N-dimethyl-formamide at 20℃; for 0.25h;
7.8%
Raloxifen
84449-90-1

Raloxifen

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

A

(6-((tert-butyldimethylsilyl)oxy)-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)(4-(2-(piperidin-1-yl)ethoxy)phenyl)methanone
174264-47-2

(6-((tert-butyldimethylsilyl)oxy)-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)(4-(2-(piperidin-1-yl)ethoxy)phenyl)methanone

B

2-[4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]phenyl]-6-hydroxybenzo[b]thiophen-3-yl 4-[2-(1-piperidinyl)ethoxy]phenyl ketone
174264-46-1

2-[4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]phenyl]-6-hydroxybenzo[b]thiophen-3-yl 4-[2-(1-piperidinyl)ethoxy]phenyl ketone

Conditions
ConditionsYield
With dmap 1.) THF, DMF, RT, 1 h, 2.) THF, DMF, RT, 72 h; Yield given. Multistep reaction. Yields of byproduct given;
With dmap In tetrahydrofuran; N,N-dimethyl-formamide
Raloxifen
84449-90-1

Raloxifen

[2-(4-hydroxyphenyl)-6-hydroxybenzo[b]thien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]methane
166975-45-7

[2-(4-hydroxyphenyl)-6-hydroxybenzo[b]thien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]methane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 91 percent / LiAlH4 / tetrahydrofuran / 6 h / 0 °C
2: 72 percent / Et3SiH, CF3CO2H / CH2Cl2 / 16 h / 0 °C
View Scheme
Raloxifen
84449-90-1

Raloxifen

[6-Hydroxy-2-(4-vinyl-phenyl)-benzo[b]thiophen-3-yl]-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone

[6-Hydroxy-2-(4-vinyl-phenyl)-benzo[b]thiophen-3-yl]-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 20 percent / DMAP / tetrahydrofuran; dimethylformamide
2: 85 percent / Et3N / CH2Cl2
3: 1.) Pd(OAc)2, bis-diphenylphosphinopropane, Et3N, 2.) TBAF / 1) DMF; 2) CH2Cl2
View Scheme
Multi-step reaction with 4 steps
1: 1.) DMAP / 1.) THF, DMF, RT, 1 h, 2.) THF, DMF, RT, 72 h
2: 88 percent / Et3N / 1,2-dichloro-ethane / Ambient temperature
3: Et3N, Pd(OAc)2, 1,3-bis(diphenylphosphino)propane / dimethylformamide / 4 h / 100 °C
4: tetra-N-butylammoium fluoride / tetrahydrofuran / 3 h
View Scheme
Raloxifen
84449-90-1

Raloxifen

[2-(4-Ethynyl-phenyl)-6-hydroxy-benzo[b]thiophen-3-yl]-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone

[2-(4-Ethynyl-phenyl)-6-hydroxy-benzo[b]thiophen-3-yl]-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 20 percent / DMAP / tetrahydrofuran; dimethylformamide
2: 85 percent / Et3N / CH2Cl2
3: 1.) Pd(OAc)2, bis-diphenylphosphinopropane, Et3N, 2.) TBAF / 1) DMF; 2) CH2Cl2
View Scheme
Multi-step reaction with 4 steps
1: 1.) DMAP / 1.) THF, DMF, RT, 1 h, 2.) THF, DMF, RT, 72 h
2: 88 percent / Et3N / 1,2-dichloro-ethane / Ambient temperature
3: Et3N, Pd(OAc)2, 1,3-bis(diphenylphosphino)propane / dimethylformamide / 10 h / 75 °C
4: tetra-N-butylammonium fluoride / tetrahydrofuran
View Scheme
Raloxifen
84449-90-1

Raloxifen

1-(4-{6-Hydroxy-3-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-benzo[b]thiophen-2-yl}-phenyl)-ethanone

1-(4-{6-Hydroxy-3-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-benzo[b]thiophen-2-yl}-phenyl)-ethanone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 20 percent / DMAP / tetrahydrofuran; dimethylformamide
2: 85 percent / Et3N / CH2Cl2
3: 1.) Pd(OAc)2, bis-diphenylphosphinopropane, Et3N, 2.) TBAF / 1) DMF; 2) CH2Cl2
View Scheme
Multi-step reaction with 4 steps
1: 1.) DMAP / 1.) THF, DMF, RT, 1 h, 2.) THF, DMF, RT, 72 h
2: 88 percent / Et3N / 1,2-dichloro-ethane / Ambient temperature
3: Et3N, Pd(OAc)2, 1,3-bis(diphenylphosphino)propane / dimethylformamide / 19 h / 80 °C
4: tetra-N-butylammonium fluoride / tetrahydrofuran / 3 h
View Scheme
Raloxifen
84449-90-1

Raloxifen

4-{6-Hydroxy-3-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-benzo[b]thiophen-2-yl}-benzamide

4-{6-Hydroxy-3-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-benzo[b]thiophen-2-yl}-benzamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 20 percent / DMAP / tetrahydrofuran; dimethylformamide
2: 85 percent / Et3N / CH2Cl2
3: 1.) Pd(OAc)2, bis-diphenylphosphinopropane, Et3N, 2.) TBAF / 1) DMF; 2) CH2Cl2
4: NH3 / methanol
View Scheme
Multi-step reaction with 5 steps
1: 1.) DMAP / 1.) THF, DMF, RT, 1 h, 2.) THF, DMF, RT, 72 h
2: 88 percent / Et3N / 1,2-dichloro-ethane / Ambient temperature
3: 54 percent / Et3N, Pd(OAc)2, 1,3-bis(diphenylphosphino)propane / dimethylformamide / 4.5 h / 70 °C
4: MeAl(Cl)NH2 / toluene / Ambient temperature
5: 1N aq. HCl / tetrahydrofuran / 5 h / Heating
View Scheme
Raloxifen
84449-90-1

Raloxifen

4-{6-Hydroxy-3-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-benzo[b]thiophen-2-yl}-benzoic acid methyl ester
185416-94-8

4-{6-Hydroxy-3-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-benzo[b]thiophen-2-yl}-benzoic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 20 percent / DMAP / tetrahydrofuran; dimethylformamide
2: 85 percent / Et3N / CH2Cl2
3: 1.) Pd(OAc)2, bis-diphenylphosphinopropane, Et3N, 2.) TBAF / 1) DMF; 2) CH2Cl2
View Scheme
Multi-step reaction with 3 steps
1: 1.) DMAP / 1.) THF, DMF, RT, 1 h, 2.) THF, DMF, RT, 72 h
2: 88 percent / Et3N / 1,2-dichloro-ethane / Ambient temperature
3: 27 percent / Et3N, Pd(OAc)2, 1,3-bis(diphenylphosphino)propane / dimethylformamide / 4.5 h / 70 °C
View Scheme
Multi-step reaction with 4 steps
1: 1.) DMAP / 1.) THF, DMF, RT, 1 h, 2.) THF, DMF, RT, 72 h
2: 88 percent / Et3N / 1,2-dichloro-ethane / Ambient temperature
3: 54 percent / Et3N, Pd(OAc)2, 1,3-bis(diphenylphosphino)propane / dimethylformamide / 4.5 h / 70 °C
4: tetra-n-butylammonium fluoride / tetrahydrofuran
View Scheme
Raloxifen
84449-90-1

Raloxifen

4-{6-Hydroxy-3-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-benzo[b]thiophen-2-yl}-N,N-dimethyl-benzamide

4-{6-Hydroxy-3-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-benzo[b]thiophen-2-yl}-N,N-dimethyl-benzamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 20 percent / DMAP / tetrahydrofuran; dimethylformamide
2: 85 percent / Et3N / CH2Cl2
3: 1.) Pd(OAc)2, bis-diphenylphosphinopropane, Et3N, 2.) TBAF / 1) DMF; 2) CH2Cl2
4: Me3Al / toluene
View Scheme
Multi-step reaction with 5 steps
1: 1.) DMAP / 1.) THF, DMF, RT, 1 h, 2.) THF, DMF, RT, 72 h
2: 88 percent / Et3N / 1,2-dichloro-ethane / Ambient temperature
3: 54 percent / Et3N, Pd(OAc)2, 1,3-bis(diphenylphosphino)propane / dimethylformamide / 4.5 h / 70 °C
4: Me3Al / toluene / 21 h / 50 °C
5: tetra-N-butylammonium fluoride / tetrahydrofuran / 3 h
View Scheme
Raloxifen
84449-90-1

Raloxifen

4-{6-Hydroxy-3-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-benzo[b]thiophen-2-yl}-benzoic acid ethyl ester

4-{6-Hydroxy-3-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-benzo[b]thiophen-2-yl}-benzoic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 20 percent / DMAP / tetrahydrofuran; dimethylformamide
2: 85 percent / Et3N / CH2Cl2
3: 1.) Pd(OAc)2, bis-diphenylphosphinopropane, Et3N, 2.) TBAF / 1) DMF; 2) CH2Cl2
View Scheme
Multi-step reaction with 4 steps
1: 1.) DMAP / 1.) THF, DMF, RT, 1 h, 2.) THF, DMF, RT, 72 h
2: 88 percent / Et3N / 1,2-dichloro-ethane / Ambient temperature
3: Et3N, Pd(OAc)2, 1,3-bis(diphenylphosphino)propane / dimethylformamide / 4.5 h / 70 °C
4: tetra-N-butylammonium fluoride / tetrahydrofuran / 3 h
View Scheme
Raloxifen
84449-90-1

Raloxifen

(4-{6-Hydroxy-3-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-benzo[b]thiophen-2-yl}-phenyl)-phosphonic acid diethyl ester

(4-{6-Hydroxy-3-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-benzo[b]thiophen-2-yl}-phenyl)-phosphonic acid diethyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 20 percent / DMAP / tetrahydrofuran; dimethylformamide
2: 85 percent / Et3N / CH2Cl2
3: 1.) Pd(PPh3)4, 2.) TBAF / 1) MeCN; 2) CH2Cl2
View Scheme
Multi-step reaction with 4 steps
1: 1.) DMAP / 1.) THF, DMF, RT, 1 h, 2.) THF, DMF, RT, 72 h
2: 88 percent / Et3N / 1,2-dichloro-ethane / Ambient temperature
3: Pd(PPh3)4, 2,6-lutidine / acetonitrile / 16 h / 70 °C
4: tetra-N-butylammonium fluoride / tetrahydrofuran / 3 h
View Scheme

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