(E/Z)-N,N-Didesmethyl-4-hydroxy Tamoxifen

Base Information

• Chemical Name: (E/Z)-N,N-Didesmethyl-4-hydroxy Tamoxifen
• CAS No.: 1217237-98-3
• Molecular Formula: C24H25NO2
• Molecular Weight: 359.468
• Mol file: 1217237-98-3.mol

Synonyms:(E/Z)-N,N-Didesmethyl-4-hydroxy Tamoxifen;4-[1-[4-(2-AMinoethoxy)phenyl]-2-phenyl-1-buten-1-yl]phenol

Chemical Property of (E/Z)-N,N-Didesmethyl-4-hydroxy Tamoxifen

Chemical Property:

• Melting Point: 185-192°C
• PSA: 55.48000
• LogP: 5.79910
• Storage Temp.: -20?C Freezer
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

(E/Z)-N,N-Didesmethyl-4-hydroxyTamoxifen ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A metabolite of Tamoxifen.

Technology Process of (E/Z)-N,N-Didesmethyl-4-hydroxy Tamoxifen

There total 8 articles about (E/Z)-N,N-Didesmethyl-4-hydroxy Tamoxifen 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: 63.0%

(E,Z)-2-(4-(1-(4-hydroxyphenyl)-2-phenylbut-1-enyl)phenoxy)acetamide → 4-(1-(4-(2-aminoethoxy)phenyl)-2-phenylbut-1-en-1-yl)phenol (1217237-98-3)

Guidance literature:

With aluminum (III) chloride; lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 5h; Inert atmosphere;

Reference yield: 58.6%

E/Z-1-[4-(2-bromoethoxy)phenyl]-1-(4-hydroxyphenyl)-2-phenylbutene (147323-02-2) → 4-(1-(4-(2-aminoethoxy)phenyl)-2-phenylbut-1-en-1-yl)phenol (1217237-98-3)

Guidance literature:

With ammonium hydroxide; sodium iodide; In tetrahydrofuran; at 70 ℃; for 16h; Autoclave;

Reference yield:

1,1-bis(4-hydroxyphenyl)-2-phenyl-1-butene (91221-46-4) → 4-(1-(4-(2-aminoethoxy)phenyl)-2-phenylbut-1-en-1-yl)phenol (1217237-98-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetone

2: lithium aluminium tetrahydride; aluminum (III) chloride / tetrahydrofuran

With aluminum (III) chloride; lithium aluminium tetrahydride; potassium carbonate; In tetrahydrofuran; acetone;

DOI:10.1016/j.bmc.2016.08.064

upstream raw materials:

1-(1,1-dibromobut-1-en-2-yl)benzene

1-phenyl-propan-1-one

1-(1-phenylpropylidene)hydrazine

1,1-bis(4-hydroxyphenyl)-2-phenyl-1-butene

Downstream raw materials:

(E)-4-(1-(4-(2-aminoethoxy)phenyl)-2-phenylbut-1-enyl)phenol

Refernces

• 1、 Zhao, Li-Ming,Jin, Hai-Shan,Liu, Jinzhong,Skaar, Todd C.,Ipe, Joseph,Lv, Wei,Flockhart, David A.,Cushman, Mark. "A new Suzuki synthesis of triphenylethylenes that inhibit aromatase and bind to estrogen receptors α and β". . p. 5400 - 5409. Retrieved 2016/10/24.