Diethylstilbestrol dimethyl ether

Base Information

• Chemical Name: Diethylstilbestrol dimethyl ether
• CAS No.: 130-79-0
• Molecular Formula: C20H24 O2
• Molecular Weight: 296.409
• Hs Code.: 2909309090
• European Community (EC) Number: 204-994-9,231-872-2
• UNII: 6H0MA01FTS
• DSSTox Substance ID: DTXSID60860026
• Nikkaji Number: J48.676K,J5.552B
• Wikipedia: Dimestrol
• Wikidata: Q24883282
• ChEMBL ID: CHEMBL113650
• Mol file: 130-79-0.mol

Synonyms:DES dimethyl ether;diethylstilbestrol dimethyl ether;dimestrol

Chemical Property of Diethylstilbestrol dimethyl ether

Chemical Property:

• Melting Point: 124°
• Boiling Point: 390.7°Cat760mmHg
• Flash Point: 134.6°C
• PSA: 18.46000
• Density: 0.999g/cm³
• LogP: 5.43460
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 296.177630004
• Heavy Atom Count: 22
• Complexity: 311

Purity/Quality:

98%Min ^*data from raw suppliers

DIETHYLSTILBESTROL DIMETHYL 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)OC
• Isomeric SMILES: CC/C(=C(/CC)\C1=CC=C(C=C1)OC)/C2=CC=C(C=C2)OC
• Uses: Diethylstilbestrol Dimethyl 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.
• Therapeutic Function: Estrogen

Technology Process of Diethylstilbestrol dimethyl ether

There total 46 articles about Diethylstilbestrol dimethyl 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: 35.0%

4-methoxyphenylboronic acid (5720-07-0) + (3E)-3,4-diiodo-3-hexene (87161-05-5) → Diethylstilbestrol dimethyl ether (130-79-0) + (E)-1-(1-Ethyl-2-iodobut-1-enyl)-4-methoxybenzene

Guidance literature:

With water; sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 100 ℃;

DOI:10.1039/a906832e

Reference yield: 26.0%

4-Methoxypropiophenone (121-97-1) → Diethylstilbestrol dimethyl ether (130-79-0) + (Z)-3,4-Bis(4-methoxyphenyl)-3-hexen (42565-25-3) + 3,4-Bis(4-methoxyphenyl)-3,4-hexandiol (24530-01-6,42565-19-5,51690-65-4,7499-29-8)

Guidance literature:

With titanium tetrachloride; zinc; In tetrahydrofuran; for 20h; Yields of byproduct given; Heating;

Reference yield:

→ Diethylstilbestrol dimethyl ether (130-79-0)

Guidance literature:

Irradiation_.Sonnenlicht;

upstream raw materials:

diazomethane

propan-1-ol

diethyl ether

diethylstilbestrol

Downstream raw materials:

diethylstilbestrol

(E)-4-[1-ethyl-2-(4-methoxyphenyl)-1-butenyl]-phenol

racem.-3,4-bis-(4-methoxy-phenyl)-hexane

meso-hexestrol dimethyl ether

Refernces

• 1、 Henaff, Nadine,Whiting, Andrew. "Stereoselective formation of 1,2-diiodoalkenes and their application in the stereoselective synthesis of highly functionalised alkenes via Suzuki and Stille coupling reactions". . p. 395 - 400. Retrieved 2000.
• 2、 Oda, Taiko,Watanuki, Mitsuru,Sato, Yoshihiro,Hata, Tadashi. "Optically Active trans-Diethylstilbesterol Oxide Monomethyl Ether". . p. 810 - 815. Retrieved 2007/10/02.