benzyl (S)-2-(2-methylmercaptoethyl)-2-(isoquinoline-3-carboxamido)acetate

Base Information

Chemical Name:benzyl (S)-2-(2-methylmercaptoethyl)-2-(isoquinoline-3-carboxamido)acetate
CAS No.:1184612-53-0
Molecular Formula:C₂₂H₂₂N₂O₃S
Molecular Weight:394.494
Hs Code.:

Synonyms:benzyl (S)-2-(2-methylmercaptoethyl)-2-(isoquinoline-3-carboxamido)acetate

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Chemical Property of benzyl (S)-2-(2-methylmercaptoethyl)-2-(isoquinoline-3-carboxamido)acetate

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Technology Process of benzyl (S)-2-(2-methylmercaptoethyl)-2-(isoquinoline-3-carboxamido)acetate

There total 3 articles about benzyl (S)-2-(2-methylmercaptoethyl)-2-(isoquinoline-3-carboxamido)acetate 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: 83.0%

: 6624-49-3
isoquinoline-3-carboxylic acid

: 63649-07-0
methionine benzyl ester

: 1184612-53-0
benzyl (S)-2-(2-methylmercaptoethyl)-2-(isoquinoline-3-carboxamido)acetate

Guidance literature:: With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 0 - 20 ℃; for 14h; Inert atmosphere;
DOI:10.1016/j.ejmech.2011.02.017

Reference yield:

: 63-91-2,25191-15-5,658-69-5,67675-33-6
L-phenylalanine

: 1184612-53-0
benzyl (S)-2-(2-methylmercaptoethyl)-2-(isoquinoline-3-carboxamido)acetate

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogenchloride / chloroform; water / 10 h / 80 - 90 °C / Inert atmosphere

2: potassium permanganate / N,N-dimethyl-formamide / 100.5 h / 0 - 20 °C / Inert atmosphere

3: benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide / tetrahydrofuran / 14 h / 0 - 20 °C / Inert atmosphere

With hydrogenchloride; potassium permanganate; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; chloroform; water; N,N-dimethyl-formamide; 1: Pictet-Spengler cyclisation;
DOI:10.1016/j.ejmech.2011.02.017

Reference yield:

: 74163-81-8
L-Tic-OH

: 1184612-53-0
benzyl (S)-2-(2-methylmercaptoethyl)-2-(isoquinoline-3-carboxamido)acetate

Guidance literature:: Multi-step reaction with 2 steps

1: potassium permanganate / N,N-dimethyl-formamide / 100.5 h / 0 - 20 °C / Inert atmosphere

2: benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide / tetrahydrofuran / 14 h / 0 - 20 °C / Inert atmosphere

With potassium permanganate; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.ejmech.2011.02.017