(+)-<1'S,2'S>-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-2-(3,4-dimethoxyphenyl)-N-methylacetamide

Base Information

• Chemical Name: (+)-<1'S,2'S>-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-2-(3,4-dimethoxyphenyl)-N-methylacetamide
• CAS No.: 234089-44-2
• Molecular Formula: C₂₀H₂₅NO₄
• Molecular Weight: 343.423
• Mol file: 234089-44-2.mol

Synonyms:(+)-<1'S,2'S>-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-2-(3,4-dimethoxyphenyl)-N-methylacetamide

Chemical Property of (+)-<1'S,2'S>-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-2-(3,4-dimethoxyphenyl)-N-methylacetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-<1'S,2'S>-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-2-(3,4-dimethoxyphenyl)-N-methylacetamide

There total 2 articles about (+)-<1'S,2'S>-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-2-(3,4-dimethoxyphenyl)-N-methylacetamide 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:

pseudoephedrine (90-82-4,7009-81-6,90-83-5,6912-63-6) + 3,4-dimethoxyphenylacetyl chloride (10313-60-7) → (+)-<1'S,2'S>-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-2-(3,4-dimethoxyphenyl)-N-methylacetamide (234089-44-2)

Guidance literature:

With triethylamine; In tetrahydrofuran; at -10 ℃; for 1h; Yield given;

DOI:10.1021/jo982008l DOI:10.1016/S0957-4166(99)00167-6

Reference yield:

(3,4-Dimethoxyphenyl)acetic acid (93-40-3) → (+)-<1'S,2'S>-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-2-(3,4-dimethoxyphenyl)-N-methylacetamide (234089-44-2)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / toluene / 3 h / Heating

2: Et₃N / tetrahydrofuran / 1 h / -10 °C

With thionyl chloride; triethylamine; In tetrahydrofuran; toluene;

DOI:10.1021/jo982008l DOI:10.1016/S0957-4166(99)00167-6

Reference yield: 89.0%

(Z)-N-[(tert-butoxy)carbonyl]imino(tert-butoxy)formamide (870-50-8) + (+)-<1'S,2'S>-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-2-(3,4-dimethoxyphenyl)-N-methylacetamide (234089-44-2) → [2S,1'S,2'S]-(+)-2-(3,4-dimethoxyphenyl)-2-[N,N'-bis(1,1-dimethylethoxycarbonyl)hydrazino]-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methylacetamide (250665-92-0)

Guidance literature:

(+)-<1'S,2'S>-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-2-(3,4-dimethoxyphenyl)-N-methylacetamide; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;

(Z)-N-[(tert-butoxy)carbonyl]imino(tert-butoxy)formamide; In tetrahydrofuran; at -105 ℃;

DOI:10.1016/S0040-4039(99)01475-6

upstream raw materials:

pseudoephedrine

3,4-dimethoxyphenylacetyl chloride

(3,4-Dimethoxyphenyl)acetic acid

Downstream raw materials:

(+)-<2S,1'S,2'S>-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methyl-2-(3,4-dimethoxyphenyl)-4-pentenamide

[2S,1'S,2'S]-(+)-2-(3,4-dimethoxyphenyl)-2-[N,N'-bis(1,1-dimethylethoxycarbonyl)hydrazino]-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methylacetamide