3-(7-Methoxy-2-methyl-9,10-dihydrophenanthren-1-yl)propanoic acid

Base Information

• Chemical Name: 3-(7-Methoxy-2-methyl-9,10-dihydrophenanthren-1-yl)propanoic acid
• CAS No.: 6733-82-0
• Molecular Formula: C19H20O3
• Molecular Weight: 296.3603
• NSC Number: 86462
• DSSTox Substance ID: DTXSID40292922
• Wikidata: Q82031430
• Mol file: 6733-82-0.mol

Synonyms:6733-82-0;3-(7-methoxy-2-methyl-9,10-dihydrophenanthren-1-yl)propanoic acid;NSC86462;DTXSID40292922;NSC-86462

Chemical Property of 3-(7-Methoxy-2-methyl-9,10-dihydrophenanthren-1-yl)propanoic acid

Chemical Property:

• Vapor Pressure: 1.97E-10mmHg at 25°C
• Boiling Point: 490.4°Cat760mmHg
• Flash Point: 177.8°C
• Density: 1.184g/cm³
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 296.14124450
• Heavy Atom Count: 22
• Complexity: 394

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C2=C(C=C1)C3=C(CC2)C=C(C=C3)OC)CCC(=O)O

Technology Process of 3-(7-Methoxy-2-methyl-9,10-dihydrophenanthren-1-yl)propanoic acid

There total 5 articles about 3-(7-Methoxy-2-methyl-9,10-dihydrophenanthren-1-yl)propanoic acid 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: 74.0%

2‐hydroxyethyl 3‐(7‐methoxy‐2‐methyl‐9,10‐dihydrophenanthren‐1‐yl)propanoate (6733-81-9) → 3‐(7‐methoxy‐2‐methyl‐9,10‐dihydrophenanthren‐1‐yl)propanoic acid (6733-82-0)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 1h;

DOI:10.1002/cmdc.201800295

Reference yield: 56.0%

5-(7-methoxy-2-methyl-9,10-dihydrophenanthren-1-yl)pent-1-yn-3-one → 3‐(7‐methoxy‐2‐methyl‐9,10‐dihydrophenanthren‐1‐yl)propanoic acid (6733-82-0)

Guidance literature:

With lithium azide; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 60 ℃; for 3h;

Reference yield:

estrone 3-methyl ether (1624-62-0) → 3‐(7‐methoxy‐2‐methyl‐9,10‐dihydrophenanthren‐1‐yl)propanoic acid (6733-82-0)

Guidance literature:

Multi-step reaction with 3 steps

1: orthoformic acid triethyl ester; toluene-4-sulfonic acid / 1 h / 70 °C

2: 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 20 °C

3: lithium hydroxide / tetrahydrofuran; water / 1 h / 20 °C

With toluene-4-sulfonic acid; orthoformic acid triethyl ester; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium hydroxide; In tetrahydrofuran; water; benzene;

DOI:10.1002/cmdc.201800295

upstream raw materials:

estrone 3-methyl ether

17,17-ethylenedioxy-3-methoxyoestra-1,3,5⁽¹⁰⁾-triene

2‐hydroxyethyl 3‐(7‐methoxy‐2‐methyl‐9,10‐dihydrophenanthren‐1‐yl)propanoate