6-tert-Butyldimethylsilyl-4'-hydroxy Raloxifene

Base Information

• Chemical Name: 6-tert-Butyldimethylsilyl-4'-hydroxy Raloxifene
• CAS No.: 174264-47-2
• Molecular Formula: C34H41NO4SSi
• Molecular Weight: 587.855
• DSSTox Substance ID: DTXSID70443288
• Wikidata: Q82261035
• Mol file: 174264-47-2.mol

Synonyms:6-tert-Butyldimethylsilyl-4'-hydroxy Raloxifene;174264-47-2;[6-[tert-butyl(dimethyl)silyl]oxy-2-(4-hydroxyphenyl)-1-benzothiophen-3-yl]-[4-(2-piperidin-1-ylethoxy)phenyl]methanone;Methanone, [6-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-(4-hydroxyphenyl)benzo[b]thien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]-;SCHEMBL2407930;DTXSID70443288;6-tert-Butyldimethylsilyl-4 inverted exclamation mark -hydroxy Raloxifene;AKOS030240615;[6-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-2-(4-hydroxyphenyl)benzo[b]thien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]methanone;FT-0664055;6-Tert-Butyldimethylsilyl-4-Hydroxyraloxifene;6-Tert-Butyldimethylsilyl-4/'-hydroxy Raloxifene

Chemical Property of 6-tert-Butyldimethylsilyl-4'-hydroxy Raloxifene

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 98-100°C
• Boiling Point: 706.195°C at 760 mmHg
• Flash Point: 380.893°C
• PSA: 87.24000
• Density: 1.15g/cm³
• LogP: 8.69150
• Storage Temp.: -20?C Freezer
• Solubility.: Acetone, Chloroform, Dichloromethane, Ethanol, Methanol
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 587.25255650
• Heavy Atom Count: 41
• Complexity: 842

Purity/Quality:

98%Min ^*data from raw suppliers

6-tert-Butyldimethylsilyl-4’-hydroxyRaloxifene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1)C(=C(S2)C3=CC=C(C=C3)O)C(=O)C4=CC=C(C=C4)OCCN5CCCCC5

Technology Process of 6-tert-Butyldimethylsilyl-4'-hydroxy Raloxifene

There total 3 articles about 6-tert-Butyldimethylsilyl-4'-hydroxy 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: 20.0%

Raloxifen (84449-90-1) + tert-butyldimethylsilyl chloride (18162-48-6) → (6-((tert-butyldimethylsilyl)oxy)-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)(4-(2-(piperidin-1-yl)ethoxy)phenyl)methanone (174264-47-2) + 2-[4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]phenyl]-6-hydroxybenzo[b]thiophen-3-yl 4-[2-(1-piperidinyl)ethoxy]phenyl ketone (174264-46-1) + {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

Guidance literature:

With dmap; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(97)00130-3

Reference yield: 12.0%

tert-butyldimethylsilyl chloride (18162-48-6) + raloxifene hydrochloride (82640-04-8) → (6-((tert-butyldimethylsilyl)oxy)-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)(4-(2-(piperidin-1-yl)ethoxy)phenyl)methanone (174264-47-2)

Guidance literature:

raloxifene hydrochloride; With dmap; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

tert-butyldimethylsilyl chloride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 2.5h;

Reference yield:

Raloxifen (84449-90-1) + tert-butyldimethylsilyl chloride (18162-48-6) → (6-((tert-butyldimethylsilyl)oxy)-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)(4-(2-(piperidin-1-yl)ethoxy)phenyl)methanone (174264-47-2) + 2-[4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]phenyl]-6-hydroxybenzo[b]thiophen-3-yl 4-[2-(1-piperidinyl)ethoxy]phenyl ketone (174264-46-1)

Guidance literature:

With dmap; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, DMF, RT, 1 h, 2.) THF, DMF, RT, 72 h;

DOI:10.1021/jm9606352

upstream raw materials:

Raloxifen

tert-butyldimethylsilyl chloride

raloxifene hydrochloride

Downstream raw materials:

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

4-{6-(tert-Butyl-dimethyl-silanyloxy)-3-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-benzo[b]thiophen-2-yl}-N-methyl-benzamide

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

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

Refernces

• 1、 Grese, Timothy A.,Cho, Stephen,Finley, Don R.,Godfrey, Alexander G.,Jones, Charles D.,Lugar III, Charles W.,Martin, Michael J.,Matsumoto, Ken,Pennington, Lewis D.,Winter, Mark A.,Adrian, M. Dee,Cole, Harlan W.,Magee, David E.,Phillips, D. Lynn,Rowley, Ellen R.,Short, Lorri L.,Glasebrook, Andrew L.,Bryant, Henry U.. "Structure-activity relationships of selective estrogen receptor modulators: Modifications to the 2-arylbenzothiophene core of raloxifene". . p. 146 - 167. Retrieved 2007/10/03.
• 2、 Martin, Michael J.,Grese, Timothy A.,Glasebrook, Andrew L.,Matsumoto, Ken,Pennington, Lewis D.,Phillips, D. Lynn,Short, Lorri L.. "Versatile raloxifene triflates". . p. 887 - 892. Retrieved 2007/10/03.