Raloxifene Bismethyl Ether

Base Information

• Chemical Name: Raloxifene Bismethyl Ether
• CAS No.: 84541-38-8
• Molecular Formula: C30H31 N O4 S
• Molecular Weight: 501.646
• DSSTox Substance ID: DTXSID00444581
• Nikkaji Number: J1.034.298H
• Wikidata: Q82262759
• ChEMBL ID: CHEMBL1195663
• Mol file: 84541-38-8.mol

Synonyms:Raloxifene Bismethyl Ether;84541-38-8;[6-methoxy-2-(4-methoxyphenyl)-1-benzothiophen-3-yl]-[4-(2-piperidin-1-ylethoxy)phenyl]methanone;Methanone,[6-methoxy-2-(4-methoxyphenyl)benzo[b]thien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]-;SCHEMBL1665661;CHEMBL1195663;DTXSID00444581;AKOS030255850;[6-Methoxy-2-(4-methoxyphenyl)benzo[b]thien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]methanone;6-Methoxy-2-(4-methoxyphenyl)benzo[b]thien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]-methanone;HY-135580;CS-0113546;FT-0674307;FT-0674308;2-(4-Methoxyphenyl)-3-[4-(2-piperidinoethoxy)benzoyl]-6-methoxybenzo[b]thiophene;6-methoxy-2-(4-methoxyphenyl)-3-[4-(2-piperidinoethoxy)benzoyl]benzo[b]thiophene;6-methoxy-2-(4-methoxyphenyl)-3-[4-(2-piperidinylethoxy)benzoyl]benzo[b]thiophene;(4-(2-(piperidin-1-yl)ethoxy)phenyl)(6-methoxy-2-(4-methoxyphenyl)benzo[b]thiophen-3-yl)methanone;[6-Methoxy-2-(4-methoxyphenyl)-1-benzothiophen-3-yl]{4-[2-(piperidin-1-yl)ethoxy]phenyl}methanone;[6-methoxy-2-(4-methoxyphenyl)-benzo-[b]-thien-3-yl] [4-[2-(1-piperidinyl)ethoxy]phenyl] methanone;[6-Methoxy-2-(4-Methoxyphenyl)benzo[b]thien-3-yl]-[4-[2-(1-Piperidinyl)ethoxy]phenyl] Methanone

Chemical Property of Raloxifene Bismethyl Ether

Chemical Property:

• Melting Point: 75-85°C
• PSA: 76.24000
• LogP: 6.61910
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• XLogP3: 6.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 501.19737964
• Heavy Atom Count: 36
• Complexity: 684

Purity/Quality:

99% ^*data from raw suppliers

RaloxifeneBismethylEther ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=C(C3=C(S2)C=C(C=C3)OC)C(=O)C4=CC=C(C=C4)OCCN5CCCCC5
• Uses: An intermediate in the synthesis of Raloxifene, a nonsteroidal estrogen receptor mixed agonist/antagonist.

Technology Process of Raloxifene Bismethyl Ether

There total 45 articles about Raloxifene Bismethyl Ether 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: 100.0%

[6-methoxy-2-(4-methoxyphenyl)benzo[b]thiophen-3-yl](4-hydroxyphenyl)methanone (63676-19-7) + N-chloroethylpiperidine hydrochloride (2008-75-5) → [6-Methoxy-2-(4-Methoxyphenyl)benzo[b]thien-3-yl]-[4-[2-(1-Piperidinyl)ethoxy]phenyl] Methanone (84541-38-8)

Guidance literature:

In dichloromethane; water; at 16 - 20 ℃; for 6.5h; Product distribution / selectivity; Reflux;

Reference yield: 97.3%

[2-(4-methoxyphenyl)-6-methoxybenzo[b]thien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]methanone hydrochloride (84541-36-6) → [6-Methoxy-2-(4-Methoxyphenyl)benzo[b]thien-3-yl]-[4-[2-(1-Piperidinyl)ethoxy]phenyl] Methanone (84541-38-8)

Guidance literature:

With sodium hydroxide; In dichloromethane; water; at 18 ℃; for 0.166667h;

Reference yield: 94.0%

piperidine (110-89-4) + [4-(2-chloro-ethoxy)-phenyl]-[6-methoxy-2-(4-methoxy-phenyl)-benzo[b]thiophen-3-yl]-methanone → [6-Methoxy-2-(4-Methoxyphenyl)benzo[b]thien-3-yl]-[4-[2-(1-Piperidinyl)ethoxy]phenyl] Methanone (84541-38-8)

Guidance literature:

In neat liquid; for 12h; Solvent; Inert atmosphere; Reflux;

DOI:10.1080/00397911.2014.943348

upstream raw materials:

1-piperidinoethanol

4-Bromophenyl-[6-methoxy-2-(4-methoxy-phenyl)benzo[b]thien-3-yl]methanone

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

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

Downstream raw materials:

[2-(4-Methoxyphenyl)-6-methoxybenzo[b]thien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]methanone N-oxide

[2-(4-methoxyphenyl)-6-methoxybenzo[b]thien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]methanone hydrochloride

1-(2-{4-[6-Methoxy-2-(4-methoxy-phenyl)-benzo[b]thiophene-3-carbonyl]-phenoxy}-ethyl)-piperidinium bromide

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

Refernces

• 1、 -. "Method for synthesizing D-Diphenyl formyl-tartaric acid and co-producing methyl benzoate". Paragraph 0048-0050; 0070-0073; 0079. . Retrieved 2019/03/23.
• 2、 Petho, Bálint,Vangel, Dóra,Csenki, János T.,Zwillinger, Márton,Novák, Zoltán. "Palladium catalyzed chloroethoxylation of aromatic and heteroaromatic chlorides: An orthogonal functionalization of a chloroethoxy linker". . p. 4895 - 4899. Retrieved 2018/07/15.