16beta-Estradiol-3-methyl ether

Base Information

• Chemical Name: 16beta-Estradiol-3-methyl ether
• CAS No.: 1229-33-0
• Molecular Formula: C19H26 O2
• Molecular Weight: 286.414
• NSC Number: 19449
• UNII: 8H078980J4
• DSSTox Substance ID: DTXSID20924315
• Wikidata: Q27148896
• Mol file: 1229-33-0.mol

Synonyms:1229-33-0;UNII-8H078980J4;16.beta.-Estradiol-3-methyl ether;3-Methoxy-estra-1,3,5(10)-trien-16-ol,(16beta)-;8H078980J4;NSC 19449;NSC-19449;Estra-1,3,5(10)-trien-16.beta.-ol, 3-methoxy-;Estra-1,3,5(10)-trien-16-ol, 3-methoxy-, (16.beta.)-;NSC19449;SCHEMBL11219740;CHEBI:79764;DTXSID20924315;3-Methoxyestra-1(10),2,4-trien-16-ol;Estra-1,5(10)-trien-16.beta.-ol, 3-methoxy-;16beta-hydroxy-3-methoxy-estra-1,3,5(10)-triene;Q27148896;Estra-1,5(10)-trien-16-ol, 3-methoxy-, (16.beta.)-;3-METHOXY-ESTRA-1,3,5(10)-TRIEN-16-OL,(16.BETA.)-

Chemical Property of 16beta-Estradiol-3-methyl ether

Chemical Property:

• Vapor Pressure: 4.07E-08mmHg at 25°C
• Boiling Point: 428.8°Cat760mmHg
• Flash Point: 187.9°C
• Density: 1.109g/cm³
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 286.193280068
• Heavy Atom Count: 21
• Complexity: 395

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CC(C2)O)CCC4=C3C=CC(=C4)OC
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1C[C@@H](C2)O)CCC4=C3C=CC(=C4)OC

Technology Process of 16beta-Estradiol-3-methyl ether

There total 9 articles about 16beta-Estradiol-3-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:

17α-bromo-3-methoxy-1,3,5(10)-estratrien-16β-ol (28336-33-6) → 16β-hydroxy-3-methoxyestra-1,3,5(10)-triene (1229-33-0)

Guidance literature:

With nickel; hydrazine hydrate; In ethanol; for 6h; Yield given; Heating;

DOI:10.1016/0039-128X(80)90077-X

Reference yield:

3-methoxyestra-1,3,5(10),16-tetraene (28336-31-4) → 16β-hydroxy-3-methoxyestra-1,3,5(10)-triene (1229-33-0)

Guidance literature:

Multi-step reaction with 2 steps

1: NBS / dimethylsulfoxide; H₂O / 0.5 h / 8 °C

2: Raney-Ni, 80 percent NH₂NH₂*H₂O / ethanol / 6 h / Heating

With N-Bromosuccinimide; nickel; hydrazine hydrate; In ethanol; water; dimethyl sulfoxide;

DOI:10.1016/0039-128X(80)90077-X

Reference yield:

3-methoxyestra-1,3,5(10)-trien-16-one (6038-22-8) → 16β-hydroxy-3-methoxyestra-1,3,5(10)-triene (1229-33-0)

Guidance literature:

With sodium tetrahydroborate; anschliessendes Behandeln mit wss. NaOH;

upstream raw materials:

3-methoxyestra-1,3,5⁽¹⁰⁾-trien-16-one

16β-acetoxy-3-methoxy-estra-1,3,5(10)-triene

1,3,5(10)-Estratriene-3,16β-diol

dimethyl sulfate

Downstream raw materials:

1,3,5(10)-Estratriene-3,16β-diol

16α-Hydroxy-oestratrien-3-methylether

3-methoxy-16β-tosyloxyestra-1,3,5(10)-triene