Estriol methyl ether

Base Information

• Chemical Name: Estriol methyl ether
• CAS No.: 1474-53-9
• Molecular Formula: C19H26 O3
• Molecular Weight: 302.414
• DSSTox Substance ID: DTXSID90933116
• Mol file: 1474-53-9.mol

Synonyms:Estriol methyl ether;ESTRA-1,3,5(10)-TRIENE-16-alpha,17-beta-DIOL, 3-METHOXY-;DTXSID90933116;LS-64776;3-Methoxyestra-1(10),2,4-triene-16,17-diol

Chemical Property of Estriol methyl ether

Chemical Property:

• Vapor Pressure: 6.48E-09mmHg at 25°C
• Boiling Point: 450.8°Cat760mmHg
• Flash Point: 226.4°C
• PSA: 49.69000
• Density: 1.185g/cm³
• LogP: 2.88300
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly, Sonicated)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 302.18819469
• Heavy Atom Count: 22
• Complexity: 425

Purity/Quality:

98% ^*data from raw suppliers

EstriolMethylEther ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 40
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CC(C2O)O)CCC4=C3C=CC(=C4)OC
• Isomeric SMILES: CC12CCC3C(C1C[C@H]([C@@H]2O)O)CCC4=C3C=CC(=C4)OC
• Uses: Estriol Methyl Ether (Estriol EP Impurity C) is a metabolite (1,2) of Estriol (E888960), which is a produced naturally and also a metabolite of Estradiol (E888000). Estriol is a GPR3 antagonist in estrogen receptor-negative breast cancer cells displaying anti-proliferative effects (3).

Technology Process of Estriol methyl ether

There total 11 articles about Estriol methyl 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:

→ 16α,17α-Dihydroxy-3-methoxy-1,3,5(10)-oestratrien (1474-53-9,3434-78-4,3434-79-5,7004-98-0,21610-96-8,53648-58-1,100101-63-1)

Guidance literature:

3-Methoxy-estra-1,3,5(10),16-tetraen, Osmium(IV)-oxid, Ae., wenig Pyridin;

DOI:10.1016/S0040-4020(01)98571-0

Reference yield:

→ 3-O-Methyl-oestra-1,3,5(10)-trien-3,16α,17β-triol (1474-53-9,3434-78-4,3434-79-5,7004-98-0,21610-96-8,53648-58-1,100101-63-1)

Guidance literature:

Oestriol, CH3I, methanol. KOH-Lsg.;

DOI:10.1021/ja00870a042

Reference yield:

→ 3-Methoxy-oestratrien-(1,3,5(10))-diol-(16β,17β) (1474-53-9,3434-78-4,3434-79-5,7004-98-0,21610-96-8,53648-58-1,100101-63-1)

Guidance literature:

16β-Epioestriol, CH3I, methanol. KOH-Lsg.;

DOI:10.1021/ja00870a042

upstream raw materials:

diazomethane

Estriol

3-methoxy-17β-hydroxy-estra-1,3,5(10)-trien-16-one

dimethyl sulfate

Downstream raw materials:

estrone 3-methyl ether

Estriol

estriol triacetate

3-methoxy-1,3,5(10)-estratriene

Refernces

• 1、 MacGee,Allen. "O-methylation of estrogens by thermal degradation of their tetramethylammonium salts.". . p. 79 - 84. Retrieved 1970.
• 2、 Freudenhammer, Christoph,Grotemeyer, Juergen. "Rearrangement and fragmentation of estrogen ether ions: New aspects found with Fourier transform ion cyclotron resonance mass spectrometry". experimental part. p. 489 - 501. Retrieved 2011/10/31.