1-[[[(S)-2-[bis(1-methylethyl)amino]ethyl]amino]carbonyl]-3,4-dihydro-6-(phenylmethoxy)-2-(1H)-isoquinoline-carboxylic acid 1,1-dimethylethyl ester

Base Information

• Chemical Name: 1-[[[(S)-2-[bis(1-methylethyl)amino]ethyl]amino]carbonyl]-3,4-dihydro-6-(phenylmethoxy)-2-(1H)-isoquinoline-carboxylic acid 1,1-dimethylethyl ester
• CAS No.: 373633-80-8
• Molecular Formula: C₃₀H₄₃N₃O₄
• Molecular Weight: 509.689
• Mol file: 373633-80-8.mol

Synonyms:

Chemical Property of 1-[[[(S)-2-[bis(1-methylethyl)amino]ethyl]amino]carbonyl]-3,4-dihydro-6-(phenylmethoxy)-2-(1H)-isoquinoline-carboxylic acid 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[[[(S)-2-[bis(1-methylethyl)amino]ethyl]amino]carbonyl]-3,4-dihydro-6-(phenylmethoxy)-2-(1H)-isoquinoline-carboxylic acid 1,1-dimethylethyl ester

There total 8 articles about 1-[[[(S)-2-[bis(1-methylethyl)amino]ethyl]amino]carbonyl]-3,4-dihydro-6-(phenylmethoxy)-2-(1H)-isoquinoline-carboxylic acid 1,1-dimethylethyl ester 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:

1-[[[2-[Bis(1-methylethyl)amino]ethyl]amino]carbonyl]-3,4-dihydro-6-(phenylmethoxy)-2(1H)-isoquinoline-carboxylic acid,1,1-dimethylethyl ester (373633-77-3) → 1-[[[(R)-2-[bis(1-methylethyl)amino]ethyl]amino]carbonyl]-3,4-dihydro-6-(phenylmethoxy)-2-(1H)-isoquinoline-carboxylic acid 1,1-dimethylethyl ester (373638-23-4) + 1-[[[(S)-2-[bis(1-methylethyl)amino]ethyl]amino]carbonyl]-3,4-dihydro-6-(phenylmethoxy)-2-(1H)-isoquinoline-carboxylic acid 1,1-dimethylethyl ester (373633-80-8)

Guidance literature:

Resolution of racemate;

Reference yield:

2-(3-methoxyphenyl)-1-ethanamine (2039-67-0) → 1-[[[(R)-2-[bis(1-methylethyl)amino]ethyl]amino]carbonyl]-3,4-dihydro-6-(phenylmethoxy)-2-(1H)-isoquinoline-carboxylic acid 1,1-dimethylethyl ester (373638-23-4) + 1-[[[(S)-2-[bis(1-methylethyl)amino]ethyl]amino]carbonyl]-3,4-dihydro-6-(phenylmethoxy)-2-(1H)-isoquinoline-carboxylic acid 1,1-dimethylethyl ester (373633-80-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: water; hydrogen bromide / 72 h / Heating / reflux

2.1: hydrogenchloride / water / 8 h / 80 °C

2.2: 12 h / 49 °C

3.1: triethylamine / tetrahydrofuran / 2 h / 20 °C

4.1: potassium carbonate / DMF (N,N-dimethyl-formamide)

5.1: sodium hydroxide; water / tetrahydrofuran; methanol / 2.67 h / 23 - 40 °C

6.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / DMF (N,N-dimethyl-formamide) / 20 °C

7.1: Resolution of racemate

With hydrogenchloride; sodium hydroxide; 1-hydroxy-7-aza-benzotriazole; water; hydrogen bromide; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; methanol; DMF (N,N-dimethyl-formamide); water;

Reference yield:

1,2,3,4-Tetrahydro-6-hydroxy-1-isoquinolinecarboxylic acid methyl ester (350014-18-5) → 1-[[[(R)-2-[bis(1-methylethyl)amino]ethyl]amino]carbonyl]-3,4-dihydro-6-(phenylmethoxy)-2-(1H)-isoquinoline-carboxylic acid 1,1-dimethylethyl ester (373638-23-4) + 1-[[[(S)-2-[bis(1-methylethyl)amino]ethyl]amino]carbonyl]-3,4-dihydro-6-(phenylmethoxy)-2-(1H)-isoquinoline-carboxylic acid 1,1-dimethylethyl ester (373633-80-8)

Guidance literature:

Multi-step reaction with 5 steps

1: triethylamine / tetrahydrofuran / 2 h / 20 °C

2: potassium carbonate / DMF (N,N-dimethyl-formamide)

3: sodium hydroxide; water / tetrahydrofuran; methanol / 2.67 h / 23 - 40 °C

4: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / DMF (N,N-dimethyl-formamide) / 20 °C

5: Resolution of racemate

With sodium hydroxide; 1-hydroxy-7-aza-benzotriazole; water; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; methanol; DMF (N,N-dimethyl-formamide);

upstream raw materials:

1-[[[2-[Bis(1-methylethyl)amino]ethyl]amino]carbonyl]-3,4-dihydro-6-(phenylmethoxy)-2(1H)-isoquinoline-carboxylic acid,1,1-dimethylethyl ester

C₂₁H₂₉NO₇

m-tyramine

2-(3-methoxyphenyl)-1-ethanamine