1-methyl-3-phenyl-1,4-dihydro-5-oxa-1-aza-cyclopenta[a]naphthalene-2-carboxylic acid methyl ester

Base Information

• Chemical Name: 1-methyl-3-phenyl-1,4-dihydro-5-oxa-1-aza-cyclopenta[a]naphthalene-2-carboxylic acid methyl ester
• CAS No.: 627541-35-9
• Molecular Formula: C₂₀H₁₇NO₃
• Molecular Weight: 319.36
• Mol file: 627541-35-9.mol

Synonyms:1-methyl-3-phenyl-1,4-dihydro-5-oxa-1-aza-cyclopenta[a]naphthalene-2-carboxylic acid methyl ester

Chemical Property of 1-methyl-3-phenyl-1,4-dihydro-5-oxa-1-aza-cyclopenta[a]naphthalene-2-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-methyl-3-phenyl-1,4-dihydro-5-oxa-1-aza-cyclopenta[a]naphthalene-2-carboxylic acid methyl ester

There total 2 articles about 1-methyl-3-phenyl-1,4-dihydro-5-oxa-1-aza-cyclopenta[a]naphthalene-2-carboxylic acid methyl ester 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%

N-methylglycine methylester (5473-12-1) + 2-<(3-phenyl-2-propynyl)oxy>benzaldehyde (73179-67-6) → 1-methyl-3-phenyl-1,4-dihydro-5-oxa-1-aza-cyclopenta[a]naphthalene-2-carboxylic acid methyl ester (627541-35-9)

Guidance literature:

N-methylglycine methylester; 2-<(3-phenyl-2-propynyl)oxy>benzaldehyde; at 130 ℃; for 0.166667h; microwave irradiation;

With sulfur; at 130 ℃; for 0.166667h; microwave irradiation;

DOI:10.1021/ol0361195

Reference yield:

2-methyl-benzyl alcohol (89-95-2) → 1-methyl-3-phenyl-1,4-dihydro-5-oxa-1-aza-cyclopenta[a]naphthalene-2-carboxylic acid methyl ester (627541-35-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 94 percent / K₂CO₃ / dimethylformamide / 20 °C

2.1: 0.17 h / 130 °C / microwave irradiation

2.2: 74 percent / sulphur / 0.17 h / 130 °C / microwave irradiation

With potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1021/ol0361195

Reference yield: 71.0%

1-methyl-3-phenyl-1,4-dihydro-5-oxa-1-aza-cyclopenta[a]naphthalene-2-carboxylic acid methyl ester (627541-35-9) → 1-methyl-4-oxo-3-phenyl-1,4-dihydro-5-oxa-1-aza-cyclopenta[a]naphthalene-2-carboxylic acid methyl ester

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; for 17h; Heating;

DOI:10.1016/j.tetlet.2003.09.099

upstream raw materials:

N-methylglycine methylester

2-<(3-phenyl-2-propynyl)oxy>benzaldehyde

2-methyl-benzyl alcohol