2-Hydroxyestradiol-3-methyl ether

Base Information

• Chemical Name: 2-Hydroxyestradiol-3-methyl ether
• CAS No.: 5976-65-8
• Molecular Formula: C19H26O3
• Molecular Weight: 302.414
• ChEMBL ID: CHEMBL4101296
• DSSTox Substance ID: DTXSID60347887
• Metabolomics Workbench ID: 35309
• Nikkaji Number: J517.870C
• Wikidata: Q27161454
• Mol file: 5976-65-8.mol

Synonyms:2-hydroxy-3-methoxyestradiol;2-OH-3-MeOE2

Chemical Property of 2-Hydroxyestradiol-3-methyl ether

Chemical Property:

• PSA: 49.69000
• LogP: 3.61780
• XLogP3: 4
• 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:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2O)CCC4=CC(=C(C=C34)O)OC
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=CC(=C(C=C34)O)OC

Technology Process of 2-Hydroxyestradiol-3-methyl ether

There total 17 articles about 2-Hydroxyestradiol-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:

diazomethane (186581-53-3,908094-01-9,334-88-3) + 2-Hydroxyestradiol (362-05-0) → 2-Methoxyestradiol (362-07-2) + 2-Hydroxy-Estradiol-3-methyl ether (5976-65-8) + 17beta-Estradiol 2,3-dimethyl ether (5976-67-0)

Guidance literature:

In methanol; diethyl ether; at 30 ℃; Rate constant;

DOI:10.1248/cpb.31.3309

Reference yield:

2-formyl-3-methoxyestra-1,3,5(10)-trien-17β-acetate (1028058-66-3) → 2-Hydroxy-Estradiol-3-methyl ether (5976-65-8)

Guidance literature:

2-formyl-3-methoxyestra-1,3,5(10)-trien-17β-acetate; With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 18h;

With potassium hydroxide; In methanol;

DOI:10.1016/j.steroids.2006.03.005

Reference yield:

Sodium; (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-((8R,9S,13S,14S,17S)-17-hydroxy-3-methoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-2-yloxy)-tetrahydro-pyran-2-carboxylate (116382-71-9) → 2-Hydroxy-Estradiol-3-methyl ether (5976-65-8)

Guidance literature:

With β-glucuronidase; at 37 ℃; for 24h; 0.1 M acetate buffer pH 4.0;

DOI:10.1248/cpb.36.419

upstream raw materials:

diazomethane

2-Hydroxyestradiol

Sodium; (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-((8R,9S,13S,14S,17S)-17-hydroxy-3-methoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-2-yloxy)-tetrahydro-pyran-2-carboxylate

potassium <2-hydroxy-3-methoxyestra-1,3,5(10)-trien-17β-yl-β-D-glucopyranosid>uronate

Downstream raw materials:

17beta-Estradiol 2,3-dimethyl ether

2-benzoyloxy-3-methoxyestra-1,3,5(10)-trien-17β-ol

2-Hydroxyestradiol

2-hydroxyestrone