2-Methoxyequilenin

Base Information

• Chemical Name: 2-Methoxyequilenin
• CAS No.: 116506-54-8
• Molecular Formula: C₁₉H₂₀O₃
• Molecular Weight: 296.366
• DSSTox Substance ID: DTXSID70922083
• Nikkaji Number: J1.834.773C
• Mol file: 116506-54-8.mol

Synonyms:2-methoxyequilenin

Chemical Property of 2-Methoxyequilenin

Chemical Property:

• Vapor Pressure: 2.46E-10mmHg at 25°C
• Boiling Point: 492.8°C at 760 mmHg
• Flash Point: 180.4°C
• PSA: 46.53000
• Density: 1.243g/cm³
• LogP: 3.95300
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 296.14124450
• Heavy Atom Count: 22
• Complexity: 462

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3=C(C1CCC2=O)C=CC4=CC(=C(C=C34)OC)O
• Isomeric SMILES: C[C@]12CCC3=C([C@@H]1CCC2=O)C=CC4=CC(=C(C=C34)OC)O

Technology Process of 2-Methoxyequilenin

There total 17 articles about 2-Methoxyequilenin 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: 95.0%

3-hydroxy-2-methoxy-17-ethylenedioxy-1,3,5(10),6,8-estrapentaene (116506-53-7) → 2-methoxyequilenin (116506-54-8)

Guidance literature:

In tetrahydrofuran; water; acetic acid; for 0.25h; Heating;

DOI:10.1016/0039-128X(87)90015-8

Reference yield: 39.5%

2-methoxy-3-hydroxyestra-1,3,5(10),7-tetraen-17-one (116506-46-8) → 2-methoxyequilenin (116506-54-8)

Guidance literature:

With selenium(IV) oxide; In pyridine; tert-butyl alcohol; for 1.5h; Heating;

DOI:10.1021/tx980189g

Reference yield:

equilin (474-86-2) → 2-methoxyequilenin (116506-54-8)

Guidance literature:

Multi-step reaction with 6 steps

1: I₂ / aq. NH₃; methanol

2: ascorbic acid / formic acid; dimethylformamide

3: crown ether / CuCl₂ / dimethylformamide

4: 150 mg / Acid hydrolysis

5: 39.5 percent / SeO₂ / 2-methyl-propan-2-ol; pyridine / 1.5 h / Heating

With selenium(IV) oxide; crown ether; iodine; ascorbic acid; copper dichloride; In pyridine; methanol; ammonium hydroxide; formic acid; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1021/tx980189g

upstream raw materials:

(+/-)-3-benzyloxy-2-methoxyestra-1,3,5⁽¹⁰⁾,6,8,14-hexaen-17-one

2-Methylcyclopentane-1,3-dione

(+/-)-3-benzyloxy-2-methoxyestra-1,3,5⁽¹⁰⁾,8,14-pentaen-17-one

(+/-)-2-<6-(3-benzyloxy-4-methoxyphenyl)-3-oxohexyl>-2-methylcyclopentane-1,3-dione

Refernces

• 1、 Ikegawa,Kurosawa,Tohma. "Synthesis of C-2 catecholic equilin and equilenin derivatives for use in metabolic studies.". . p. 2993 - 2999. Retrieved 2007/10/02.