(2R)-N-(2''-methyl-4'',5''-dimethoxy-8''-naphthyl)-1-(3',5'-dimethoxyphenyl)-2-aminopropane

Base Information

• Chemical Name: (2R)-N-(2''-methyl-4'',5''-dimethoxy-8''-naphthyl)-1-(3',5'-dimethoxyphenyl)-2-aminopropane
• CAS No.: 1206475-97-9
• Molecular Formula: C₂₄H₂₉NO₄
• Molecular Weight: 395.499
• Mol file: 1206475-97-9.mol

Synonyms:(2R)-N-(2''-methyl-4'',5''-dimethoxy-8''-naphthyl)-1-(3',5'-dimethoxyphenyl)-2-aminopropane

Chemical Property of (2R)-N-(2''-methyl-4'',5''-dimethoxy-8''-naphthyl)-1-(3',5'-dimethoxyphenyl)-2-aminopropane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R)-N-(2''-methyl-4'',5''-dimethoxy-8''-naphthyl)-1-(3',5'-dimethoxyphenyl)-2-aminopropane

There total 3 articles about (2R)-N-(2''-methyl-4'',5''-dimethoxy-8''-naphthyl)-1-(3',5'-dimethoxyphenyl)-2-aminopropane 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: 63.0%

(1R)-2-(3,5-dimethoxyphenyl)-1-methylethylamine (177971-34-5) + 1-bromo-4,5-dimethoxy-7-methylnaphthalene (177971-26-5) → (2R)-N-(2''-methyl-4'',5''-dimethoxy-8''-naphthyl)-1-(3',5'-dimethoxyphenyl)-2-aminopropane (1206475-97-9)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium tert-butylate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In toluene; at 110 ℃; for 36h; Inert atmosphere;

DOI:10.1021/ja9097687

Reference yield:

4,5-dimethoxy-7-methyl-naphthalen-1-ylamine (882657-86-5) + (3,5-dimethoxyphenyl)acetone (18917-77-6) → (2R)-N-(2''-methyl-4'',5''-dimethoxy-8''-naphthyl)-1-(3',5'-dimethoxyphenyl)-2-aminopropane (1206475-97-9) + 2S-N-(2''-methyl-4'',5''-dimethoxy-8''naphthyl)-1-(3',5'-dimethoxyphenyl)-2-aminopropane (1206475-86-6)

Guidance literature:

With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; C₅₄H₄₉O₄P; In tert-butyl methyl ether; at 40 ℃; Reagent/catalyst; Solvent; Temperature; Overall yield = 78 %; Overall yield = 0.31 g; enantioselective reaction; Molecular sieve; Inert atmosphere;

DOI:10.1002/adsc.201600472

Reference yield:

t-butyl (1,8-dimethoxy-3-methylnaphthalene-5-yl)carbamate → (2R)-N-(2''-methyl-4'',5''-dimethoxy-8''-naphthyl)-1-(3',5'-dimethoxyphenyl)-2-aminopropane (1206475-97-9) + 2S-N-(2''-methyl-4'',5''-dimethoxy-8''naphthyl)-1-(3',5'-dimethoxyphenyl)-2-aminopropane (1206475-86-6)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane / 20 °C / Inert atmosphere

2: diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; C₅₄H₄₉O₄P / tert-butyl methyl ether / 40 °C / Molecular sieve; Inert atmosphere

With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; C₅₄H₄₉O₄P; trifluoroacetic acid; In dichloromethane; tert-butyl methyl ether;

DOI:10.1002/adsc.201600472

upstream raw materials:

(1R)-2-(3,5-dimethoxyphenyl)-1-methylethylamine

1-bromo-4,5-dimethoxy-7-methylnaphthalene

4,5-dimethoxy-7-methyl-naphthalen-1-ylamine

(3,5-dimethoxyphenyl)acetone

Downstream raw materials:

(2R)-N-(2''-methyl-4'',5''-dimethoxy-8''-naphthyl)-N-acetyl-1-(3',5'-dimethoxyphenyl)-2-aminopropane