7-[4-(2-Piperidinyl)ethoxy]benzoyl Raloxifene

Base Information

• Chemical Name: 7-[4-(2-Piperidinyl)ethoxy]benzoyl Raloxifene
• CAS No.: 1159977-58-8
• Molecular Formula: C42H44N2O6S
• Molecular Weight: 704.887
• UNII: POP5974Q1I
• DSSTox Substance ID: DTXSID10151254
• Wikidata: Q27286674
• Mol file: 1159977-58-8.mol

Synonyms:1159977-58-8;7-[4-(2-Piperidinyl)ethoxy]benzoyl Raloxifene;(Raloxifene Impurity);7-(4-(2-Piperidinyl)ethoxy)benzoyl raloxifene;POP5974Q1I;[6-hydroxy-2-(4-hydroxyphenyl)-7-[4-(2-piperidin-1-ylethoxy)benzoyl]-1-benzothiophen-3-yl]-[4-(2-piperidin-1-ylethoxy)phenyl]methanone;7-[4-(2-Piperidinyl)ethoxy]benzoyl Raloxifene (Raloxifene Impurity);(6-Hydroxy-2-(4-hydroxyphenyl)-7-(4-(2-(piperidin-1-yl)ethoxy)benzoyl)-1-benzothiophen-3-yl)(4-(2-(piperidin-1-yl)ethoxy)phenyl)methanone;Methanone, 1,1'-(6-hydroxy-2-(4-hydroxyphenyl)benzo(b)thiophene-3,7-diyl)bis(1-(4-(2-(1-piperidinyl)ethoxy)phenyl)-;(6-Hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophene-3,7-diyl)bis((4-(2-(piperidin-1-yl)ethoxy)phenyl)methanone);Raloxifene Impurity I;UNII-POP5974Q1I;(Raloxifene Impurity)";Raloxifene hydrochloride specified impurity A [EP];SCHEMBL7622271;DTXSID10151254;BCP28113;Raloxifene hydrochloride impurity, raloxifene 3,7-diketone- [USP];AKOS040732345;MS-31181;PD171121;HY-135589;CS-0113558;G14134;Q27286674;RALOXIFENE HYDROCHLORIDE IMPURITY A [EP IMPURITY];Raloxifene Diketone;7-(4-(2-piperidinyl)ethoxy)benzoyl raloxifene;RALOXIFENE HYDROCHLORIDE IMPURITY, RALOXIFENE 3,7-DIKETONE- [USP IMPURITY]

Chemical Property of 7-[4-(2-Piperidinyl)ethoxy]benzoyl Raloxifene

Chemical Property:

• Melting Point: 122-127°C (dec.)
• PSA: 127.78000
• LogP: 8.04670
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (sparingly)
• XLogP3: 8.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 13
• Exact Mass: 704.29200830
• Heavy Atom Count: 51
• Complexity: 1090

Purity/Quality:

99%+, ^*data from raw suppliers

7-[4-(2-Piperidinyl)ethoxy]benzoylRaloxifene(RaloxifeneImpurity) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(CC1)CCOC2=CC=C(C=C2)C(=O)C3=C(SC4=C3C=CC(=C4C(=O)C5=CC=C(C=C5)OCCN6CCCCC6)O)C7=CC=C(C=C7)O
• Uses: Raloxifene Impurity I.

Technology Process of 7-[4-(2-Piperidinyl)ethoxy]benzoyl Raloxifene

There total 4 articles about 7-[4-(2-Piperidinyl)ethoxy]benzoyl Raloxifene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 52.0%

1-piperidinoethanol (3040-44-6) + C28H16F2O4S (1430407-59-2) → C42H44N2O6S (1159977-58-8)

Guidance literature:

1-piperidinoethanol; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 0.0833333h; Inert atmosphere;

C₂₈H₁₆F₂O₄S; In N,N-dimethyl-formamide; mineral oil; at 50 ℃; for 5h; Inert atmosphere;

DOI:10.1002/cmdc.201200307

Reference yield:

α-(3-methoxyphenyl-thio)-4-methoxyacetophenone (63675-73-0) → C42H44N2O6S (1159977-58-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: polyphosphoric acid / 1 h / 90 °C / Inert atmosphere

2.1: aluminum (III) chloride / dichloromethane / 18 h / 20 °C / Inert atmosphere

3.1: boron tribromide / dichloromethane / 3 h / 0 °C / Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.08 h / 20 °C / Inert atmosphere

4.2: 5 h / 50 °C / Inert atmosphere

With aluminum (III) chloride; boron tribromide; sodium hydride; In dichloromethane; N,N-dimethyl-formamide; mineral oil; 2.1: |Friedel-Crafts Acylation;

DOI:10.1002/cmdc.201200307

Reference yield:

2-Bromo-4'-methoxyacetophenone (2632-13-5) → C42H44N2O6S (1159977-58-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium hydroxide / ethanol; water / 18 h / 20 °C / Inert atmosphere

2.1: polyphosphoric acid / 1 h / 90 °C / Inert atmosphere

3.1: aluminum (III) chloride / dichloromethane / 18 h / 20 °C / Inert atmosphere

4.1: boron tribromide / dichloromethane / 3 h / 0 °C / Inert atmosphere

5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.08 h / 20 °C / Inert atmosphere

5.2: 5 h / 50 °C / Inert atmosphere

With aluminum (III) chloride; boron tribromide; sodium hydride; potassium hydroxide; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; mineral oil; 3.1: |Friedel-Crafts Acylation;

DOI:10.1002/cmdc.201200307

upstream raw materials:

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

1-piperidinoethanol

C₂₈H₁₆F₂O₄S

3-methoxybenzenethiol

Refernces