[(2-Benzyl-6-methoxy-5-trifluoromethyl-naphthalene-1-carbonyl)-methyl-amino]-acetic acid

Base Information

• Chemical Name: [(2-Benzyl-6-methoxy-5-trifluoromethyl-naphthalene-1-carbonyl)-methyl-amino]-acetic acid
• CAS No.: 134057-65-1
• Molecular Formula: C₂₃H₂₀F₃NO₄
• Molecular Weight: 431.411
• Mol file: 134057-65-1.mol

Synonyms:[(2-Benzyl-6-methoxy-5-trifluoromethyl-naphthalene-1-carbonyl)-methyl-amino]-acetic acid

Chemical Property of [(2-Benzyl-6-methoxy-5-trifluoromethyl-naphthalene-1-carbonyl)-methyl-amino]-acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(2-Benzyl-6-methoxy-5-trifluoromethyl-naphthalene-1-carbonyl)-methyl-amino]-acetic acid

There total 9 articles about [(2-Benzyl-6-methoxy-5-trifluoromethyl-naphthalene-1-carbonyl)-methyl-amino]-acetic 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:

benzaldehyde (100-52-7) → [(2-Benzyl-6-methoxy-5-trifluoromethyl-naphthalene-1-carbonyl)-methyl-amino]-acetic acid (134057-65-1)

Guidance literature:

Multi-step reaction with 8 steps

1: 1.) sec-BuLi, TMEDA / 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, hexane, from -78 deg C to RT, 2 h

2: p-toluenesulfonic acid hydrate / toluene / 3 h / Heating

3: 92 percent / H₂ / 5percent Pd/C / acetic acid / 4 h / 95 °C / 760 Torr

4: COCl₂ / dimethylformamide; CH₂Cl₂ / 1 h / Ambient temperature

5: Et₃N / tetrahydrofuran / 0.5 h / Ambient temperature

6: Br₂, HOAc

7: CuI / various solvent(s) / 2.5 h / 180 °C

8: 2.5 N aq. NaOH / tetrahydrofuran; ethanol / 0.42 h / Ambient temperature

With sodium hydroxide; copper(l) iodide; N,N,N,N,-tetramethylethylenediamine; hydrogen; bromine; sec.-butyllithium; toluene-4-sulfonic acid; acetic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00112a029

Reference yield:

6-methoxy-1-naphthoic acid diethylamide (114326-25-9) → [(2-Benzyl-6-methoxy-5-trifluoromethyl-naphthalene-1-carbonyl)-methyl-amino]-acetic acid (134057-65-1)

Guidance literature:

Multi-step reaction with 8 steps

1: 1.) sec-BuLi, TMEDA / 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, hexane, from -78 deg C to RT, 2 h

2: p-toluenesulfonic acid hydrate / toluene / 3 h / Heating

3: 92 percent / H₂ / 5percent Pd/C / acetic acid / 4 h / 95 °C / 760 Torr

4: COCl₂ / dimethylformamide; CH₂Cl₂ / 1 h / Ambient temperature

5: Et₃N / tetrahydrofuran / 0.5 h / Ambient temperature

6: Br₂, HOAc

7: CuI / various solvent(s) / 2.5 h / 180 °C

8: 2.5 N aq. NaOH / tetrahydrofuran; ethanol / 0.42 h / Ambient temperature

With sodium hydroxide; copper(l) iodide; N,N,N,N,-tetramethylethylenediamine; hydrogen; bromine; sec.-butyllithium; toluene-4-sulfonic acid; acetic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00112a029

Reference yield:

7-methoxy-3-phenylnaphtho<1,2-c>furan-1(3H)-one (134057-92-4) → [(2-Benzyl-6-methoxy-5-trifluoromethyl-naphthalene-1-carbonyl)-methyl-amino]-acetic acid (134057-65-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 92 percent / H₂ / 5percent Pd/C / acetic acid / 4 h / 95 °C / 760 Torr

2: COCl₂ / dimethylformamide; CH₂Cl₂ / 1 h / Ambient temperature

3: Et₃N / tetrahydrofuran / 0.5 h / Ambient temperature

4: Br₂, HOAc

5: CuI / various solvent(s) / 2.5 h / 180 °C

6: 2.5 N aq. NaOH / tetrahydrofuran; ethanol / 0.42 h / Ambient temperature

With sodium hydroxide; copper(l) iodide; hydrogen; bromine; acetic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;

DOI:10.1021/jm00112a029

upstream raw materials:

benzaldehyde

6-methoxy-1-naphthoic acid diethylamide

6-methoxy-2-(phenylmethyl)-1-naphthalenecarboxylic acid

7-methoxy-3-phenylnaphtho<1,2-c>furan-1(3H)-one

Refernces