7-<(N-tosylalanyl)amino>-4-chloro-3-methoxyisocoumarin

Base Information

• Chemical Name: 7-<(N-tosylalanyl)amino>-4-chloro-3-methoxyisocoumarin
• CAS No.: 138695-75-7
• Molecular Formula: C₂₀H₁₉ClN₂O₆S
• Molecular Weight: 450.9
• Mol file: 138695-75-7.mol

Synonyms:7-<(N-tosylalanyl)amino>-4-chloro-3-methoxyisocoumarin

Chemical Property of 7-<(N-tosylalanyl)amino>-4-chloro-3-methoxyisocoumarin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-<(N-tosylalanyl)amino>-4-chloro-3-methoxyisocoumarin

There total 3 articles about 7-<(N-tosylalanyl)amino>-4-chloro-3-methoxyisocoumarin 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: 60.0%

JLK 6 (62252-26-0) + (S)-2-(4-methylbenzenesulfonylamino)propionyl chloride (56271-34-2,106148-56-5,31981-97-2) → 7-<(N-tosylalanyl)amino>-4-chloro-3-methoxyisocoumarin (138695-75-7)

Guidance literature:

With triethylamine; In tetrahydrofuran; dichloromethane; for 2h; Ambient temperature;

DOI:10.1021/jm00084a018

Reference yield:

4-chloro-3-methoxy-7-nitroisocoumarin (62252-25-9) → 7-<(N-tosylalanyl)amino>-4-chloro-3-methoxyisocoumarin (138695-75-7)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 5percent Pd/C / ethyl acetate; methanol

2: 60 percent / Et₃N / CH₂Cl₂; tetrahydrofuran / 2 h / Ambient temperature

With hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;

DOI:10.1021/jm00084a018

Reference yield:

p-tosyl-L-alanine (4816-81-3,21957-58-4,85471-45-0) → 7-<(N-tosylalanyl)amino>-4-chloro-3-methoxyisocoumarin (138695-75-7)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / 0.67 h / Heating

2: 60 percent / Et₃N / CH₂Cl₂; tetrahydrofuran / 2 h / Ambient temperature

With thionyl chloride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm00084a018

upstream raw materials:

JLK 6

(S)-2-(4-methylbenzenesulfonylamino)propionyl chloride

p-tosyl-L-alanine

4-chloro-3-methoxy-7-nitroisocoumarin