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

Base Information

• Chemical Name: (+)-<2S,1'S,2'S>-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methyl-2-(3,4-dimethoxyphenyl)-4-pentenamide
• CAS No.: 247118-53-2
• Molecular Formula: C₂₃H₂₉NO₄
• Molecular Weight: 383.488
• Mol file: 247118-53-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

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

(3,4-Dimethoxyphenyl)acetic acid (93-40-3) → (+)-<2S,1'S,2'S>-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methyl-2-(3,4-dimethoxyphenyl)-4-pentenamide (247118-53-2)

Guidance literature:

Multi-step reaction with 3 steps

1: SOCl₂ / toluene / 3 h / Heating

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

3: 1.) LDA, LiCl / 1.) THF, a) -78 deg C, 1 h, b)0 deg C, 15 min, 2.) THF, 0 deg C, 3 h

With thionyl chloride; triethylamine; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; toluene;

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

Reference yield:

3,4-dimethoxyphenylacetyl chloride (10313-60-7) → (+)-<2S,1'S,2'S>-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methyl-2-(3,4-dimethoxyphenyl)-4-pentenamide (247118-53-2)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 1.) LDA, LiCl / 1.) THF, a) -78 deg C, 1 h, b)0 deg C, 15 min, 2.) THF, 0 deg C, 3 h

With triethylamine; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran;

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

Reference yield:

allyl bromide (106-95-6) + (+)-<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>-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methyl-2-(3,4-dimethoxyphenyl)-4-pentenamide (247118-53-2)

Guidance literature:

With lithium chloride; lithium diisopropyl amide; Yield given; Multistep reaction; 1.) THF, a) -78 deg C, 1 h, b)0 deg C, 15 min, 2.) THF, 0 deg C, 3 h;

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

upstream raw materials:

allyl bromide

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

(3,4-Dimethoxyphenyl)acetic acid

3,4-dimethoxyphenylacetyl chloride

Downstream raw materials:

(+)-(S)-1,2-bis(3,4-dimethoxyphenyl)-4-penten-1-one

(+)-(S)-2-(3,4-dimethoxyphenyl)-1-(3,4-methylenedioxyphenyl)-4-penten-1-one

(-)-(1S,2S)-N-benzyl-2-(3,4-dimethoxyphenyl)-1-(3,4-methylenedioxyphenyl)-4-pentenylamine

(-)-(1S,2S)-N-benzyl-1,2-bis(3,4-dimethoxyphenyl)-4-pentenylamine