(R)-2-[(S)-(1-3,4-dimethoxybenzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-N-isopropyl-2-phenylacetamide

Base Information

• Chemical Name: (R)-2-[(S)-(1-3,4-dimethoxybenzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-N-isopropyl-2-phenylacetamide
• CAS No.: 1354039-86-3
• Molecular Formula: C₃₁H₃₈N₂O₅
• Molecular Weight: 518.653

Synonyms:(R)-2-[(S)-(1-3,4-dimethoxybenzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-N-isopropyl-2-phenylacetamide

Chemical Property of (R)-2-[(S)-(1-3,4-dimethoxybenzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-N-isopropyl-2-phenylacetamide

Chemical Property:

Purity/Quality:

≥98% by HPLC ^*data from raw suppliers

ACT 335827 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: ACT 335827 is an orally available, brain penetrant orexin receptor type 1 selective antagonist and elicits anxiolytic-like effects without promoting sleep.

Technology Process of (R)-2-[(S)-(1-3,4-dimethoxybenzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-N-isopropyl-2-phenylacetamide

There total 6 articles about (R)-2-[(S)-(1-3,4-dimethoxybenzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-N-isopropyl-2-phenylacetamide 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:

(S)-toluene-4-sulfonic acid isopropylcarbamoyl-phenyl-methyl ester (1354039-87-4) + (S)-1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-1,2,3.4-tetrahydroisoquinoline hydrochloride (54417-52-6,66820-84-6) → (R)-2-[(S)-(1-3,4-dimethoxybenzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-N-isopropyl-2-phenylacetamide (1354039-86-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In butanone; at 70 ℃; for 48h;

Reference yield:

N-(3,4-dimethoxyphenethyl)-2-(3,4-dimethoxyphenyl)acetamide (139-76-4) → (R)-2-[(S)-(1-3,4-dimethoxybenzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-N-isopropyl-2-phenylacetamide (1354039-86-3)

Guidance literature:

Multi-step reaction with 3 steps

1: trichlorophosphate / acetonitrile / 17 h / 20 - 80 °C

2: triethylamine; formic acid/triethylamine complex 5:2 / (p-cymene)ruthenium(II) chloride; N-(2-amino-1,2-diphenyl-ethyl)2,4,6-trimethyl-benzenesulfonamide / dichloromethane / 16 h / 760.05 Torr

3: N-ethyl-N,N-diisopropylamine / butanone / 48 h / 70 °C

With formic acid/triethylamine complex 5:2; triethylamine; N-ethyl-N,N-diisopropylamine; trichlorophosphate; (p-cymene)ruthenium(II) chloride; N-(2-amino-1,2-diphenyl-ethyl)2,4,6-trimethyl-benzenesulfonamide; In dichloromethane; acetonitrile; butanone;

Reference yield:

(3,4-Dimethoxyphenyl)acetic acid (93-40-3) → (R)-2-[(S)-(1-3,4-dimethoxybenzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-N-isopropyl-2-phenylacetamide (1354039-86-3)

Guidance literature:

Multi-step reaction with 4 steps

1: toluene / 12 h / Reflux

2: trichlorophosphate / acetonitrile / 17 h / 20 - 80 °C

3: triethylamine; formic acid/triethylamine complex 5:2 / (p-cymene)ruthenium(II) chloride; N-(2-amino-1,2-diphenyl-ethyl)2,4,6-trimethyl-benzenesulfonamide / dichloromethane / 16 h / 760.05 Torr

4: N-ethyl-N,N-diisopropylamine / butanone / 48 h / 70 °C

With formic acid/triethylamine complex 5:2; triethylamine; N-ethyl-N,N-diisopropylamine; trichlorophosphate; (p-cymene)ruthenium(II) chloride; N-(2-amino-1,2-diphenyl-ethyl)2,4,6-trimethyl-benzenesulfonamide; In dichloromethane; toluene; acetonitrile; butanone;

upstream raw materials:

(S)-Mandelic acid

N-(3,4-dimethoxyphenethyl)-2-(3,4-dimethoxyphenyl)acetamide

(3,4-Dimethoxyphenyl)acetic acid

1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-3.4-dihydroisoquinoline hydrochloride

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