(Z)-4-HYDROXYTAMOXIFEN

Base Information

• Chemical Name: (Z)-4-HYDROXYTAMOXIFEN
• CAS No.: 65213-48-1
• Molecular Formula: C₂₆H₂₉NO₂
• Molecular Weight: 387.522
• Hs Code.: 2922509090
• Mol file: 65213-48-1.mol

Synonyms:4-OH-TAM;trans-Hydroxytamoxifen;

Chemical Property of (Z)-4-HYDROXYTAMOXIFEN

Chemical Property:

• Vapor Pressure: 3.35E-11mmHg at 25°C
• Melting Point: 137 - 143°C
• Boiling Point: 514.4oC at 760 mmHg
• Flash Point: 264.9oC
• PSA: 32.70000
• Density: 1.092g/cm3
• LogP: 5.70170
• Storage Temp.: 2-8°C
• Solubility.: 95% ethanol: 20 mg/mL

Purity/Quality:

99%min ^*data from raw suppliers

(Z)-4-Hydroxytamoxifen ≥98%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-63
• Safety Statements: 22-23-36

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (Z)-4-Hydroxy Tamoxifen is a metabolite of Tamoxifen (T006000). (Z)-4-Hydroxy Tamoxifen is a hydroxylated analogue of Tamoxifen. (Z)-4-Hydroxy Tamoxifen is a metabolite of Tamoxifen with anti-estrogenic properties.

Technology Process of (Z)-4-HYDROXYTAMOXIFEN

There total 77 articles about (Z)-4-HYDROXYTAMOXIFEN 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%

(E)-1-[4-(benzyloxy)phenyl]-1-[4-(2-dimethylaminoethoxy)phenyl]-2-phenylbut-1-ene (109517-76-2) → Z-1-<4-(2-dimethylaminoethoxy)phenyl>-1-(4-hydroxyphenyl)-2-phenyl-1-butene (68047-06-3,65213-48-1)

Guidance literature:

With hydrogen; 10percent palladium on carbon; In ethyl acetate; for 2.5h; under 760.051 Torr;

DOI:10.1021/jo0255328

Reference yield: 66.0%

2,2-Dimethyl-propionic acid 4-{(E)-1-[4-(2-dimethylamino-ethoxy)-phenyl]-2-phenyl-but-1-enyl}-phenyl ester (177748-19-5) → Z-1-<4-(2-dimethylaminoethoxy)phenyl>-1-(4-hydroxyphenyl)-2-phenyl-1-butene (68047-06-3,65213-48-1) + trans 4-hydroxytamoxifen (174592-47-3,65213-48-1)

Guidance literature:

With methyllithium; In tetrahydrofuran; diethyl ether; at -78 ℃; for 2h; Yields of byproduct given;

DOI:10.1021/jo952279l

Reference yield: 66.0%

2,2-Dimethyl-propionic acid 4-{(E)-1-[4-(2-dimethylamino-ethoxy)-phenyl]-2-phenyl-but-1-enyl}-phenyl ester (177748-19-5) → Z-1-<4-(2-dimethylaminoethoxy)phenyl>-1-(4-hydroxyphenyl)-2-phenyl-1-butene (68047-06-3,65213-48-1) + trans 4-hydroxytamoxifen (174592-47-3,65213-48-1)

Guidance literature:

With methyllithium; In tetrahydrofuran; diethyl ether; at -78 ℃; for 2h; Yields of byproduct given;

DOI:10.1021/jo952279l

upstream raw materials:

1-[4-(2-Dimethylamino-ethoxy)-phenyl]-2-phenyl-1-[4-(tetrahydro-pyran-2-yloxy)-phenyl]-butan-1-ol

1-bromo-1-(4-<(2-tetrahydropyranyl)oxy>phenyl)-2-phenyl-1-butene

(E)-1-<4-(2-chloroethoxy)phenyl>-1-<4-<2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenoxy>phenyl>-2-phenyl-1-butene

dimethyl amine

Refernces

• 1、 Fr?hlich, Tony,Mai, Christina,Bogautdinov, Roman P.,Morozkina, Svetlana N.,Shavva, Alexander G.,Friedrich, Oliver,Gilbert, Daniel F.,Tsogoeva, Svetlana B.. "Synthesis of Tamoxifen-Artemisinin and Estrogen-Artemisinin Hybrids Highly Potent Against Breast and Prostate Cancer". . p. 1473 - 1479. Retrieved 2020/07/06.
• 2、 Wong, Pamela T.,Roberts, Edward W.,Tang, Shengzhuang,Mukherjee, Jhindan,Cannon, Jayme,Nip, Alyssa J.,Corbin, Kaitlin,Krummel, Matthew F.,Choi, Seok Ki. "Control of an Unusual Photo-Claisen Rearrangement in Coumarin Caged Tamoxifen through an Extended Spacer". . p. 1001 - 1010. Retrieved 2017/04/27.