Mestilbol

Base Information

• Chemical Name: Mestilbol
• CAS No.: 18839-90-2
• Deprecated CAS: 633-60-3
• Molecular Formula: C18H20O2
• Molecular Weight: 282.382
• Hs Code.: 2909500000
• UNII: N44U12UW5N
• DSSTox Substance ID: DTXSID90860231
• Nikkaji Number: J8.968K
• Wikipedia: Mestilbol
• Wikidata: Q27116232
• ChEMBL ID: CHEMBL74517
• Mol file: 18839-90-2.mol

Synonyms:DES monomethyl ether;diethylstilbestrol monomethyl ether;diethylstilbestrol monomethyl ether, (E)-isomer

Chemical Property of Mestilbol

Chemical Property:

• Vapor Pressure: 2.06E-07mmHg at 25°C
• Melting Point: 116-117.5°
• Refractive Index: 1.571
• Boiling Point: 413.1°Cat760mmHg
• Flash Point: 192.2°C
• PSA: 29.46000
• Density: 1.054g/cm³
• LogP: 5.13160
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 282.161979940
• Heavy Atom Count: 21
• Complexity: 332

Purity/Quality:

99% ^*data from raw suppliers

Diethylstilbestrol monomethyl ether ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=C(CC)C1=CC=C(C=C1)OC)C2=CC=C(C=C2)O
• Isomeric SMILES: CC/C(=C(/CC)\C1=CC=C(C=C1)OC)/C2=CC=C(C=C2)O
• Uses: Diethylstilbestrol Monomethyl Ether was synthesized by methylation of diethylstilbestrol (DES) to show attractant activity to zoospores. The attracted zoospores were encysted and then germinated in the presence of Diethylstilbestrol Dimethyl Ether.

Technology Process of Mestilbol

There total 13 articles about Mestilbol 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: 70.0%

diethylstilbestrol (56-53-1,8053-00-7) + methyl iodide (74-88-4) → (E)-4-[1-ethyl-2-(4-methoxyphenyl)-1-butenyl]-phenol (18839-90-2,633-60-3,7773-60-6)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1016/j.steroids.2004.11.005

Reference yield:

Diethylstilbestrol dimethyl ether (130-79-0) → diethylstilbestrol (56-53-1,8053-00-7) + (E)-4-[1-ethyl-2-(4-methoxyphenyl)-1-butenyl]-phenol (18839-90-2,633-60-3,7773-60-6)

Guidance literature:

With potassium hydroxide; ethoxyethoxyethanol;

DOI:10.1021/ja01218a012

Reference yield:

Diethylstilbestrol dimethyl ether (130-79-0) → diethylstilbestrol (56-53-1,8053-00-7) + (E)-4-[1-ethyl-2-(4-methoxyphenyl)-1-butenyl]-phenol (18839-90-2,633-60-3,7773-60-6)

Guidance literature:

With Diethylene glycol monobutyl ether;

upstream raw materials:

diazomethane

propan-1-ol

diethyl ether

diethylstilbestrol

Downstream raw materials:

4-[(2R,3S)-2,3-Diethyl-3-(4-methoxy-phenyl)-oxiranyl]-phenol

(+)-(1S,1'S)-diethylstilbestrol 5-methyl ether

(-)-(1R,1'R)-diethylstilbestrol 5-methyl ether

(+/-)-erythro-3-(3,4-dihydroxy-phenyl)-4-(4-hydroxy-phenyl)-hexane

Refernces

• 1、 Oda, Taiko,Watanuki, Mitsuru,Sato, Yoshihiro,Hata, Tadashi. "Optically Active trans-Diethylstilbesterol Oxide Monomethyl Ether". . p. 810 - 815. Retrieved 2007/10/02.