3-Chlorocarbonylmethyl-indole-1-carboxylic acid benzyl ester

Base Information

• Chemical Name: 3-Chlorocarbonylmethyl-indole-1-carboxylic acid benzyl ester
• CAS No.: 202932-18-1
• Molecular Formula: C₁₈H₁₄ClNO₃
• Molecular Weight: 327.767
• Mol file: 202932-18-1.mol

Synonyms:3-Chlorocarbonylmethyl-indole-1-carboxylic acid benzyl ester

Chemical Property of 3-Chlorocarbonylmethyl-indole-1-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Chlorocarbonylmethyl-indole-1-carboxylic acid benzyl ester

There total 4 articles about 3-Chlorocarbonylmethyl-indole-1-carboxylic acid benzyl 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-(benzyloxycarbonyl)indol-3-yl acetic acid (187244-70-8) → 3-Chlorocarbonylmethyl-indole-1-carboxylic acid benzyl ester (202932-18-1)

Guidance literature:

With thionyl chloride; at 20 ℃; for 14h; Yield given;

DOI:10.1039/a706163c

Reference yield:

indole-3-acetic acid (87-51-4) → 3-Chlorocarbonylmethyl-indole-1-carboxylic acid benzyl ester (202932-18-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: (Me₃Si)2NLi / tetrahydrofuran / 0.5 h / -78 °C

1.2: 86 percent / tetrahydrofuran / 1 h / -78 °C

2.1: oxalyl chloride; DMF / tetrahydrofuran / 1 h

With oxalyl dichloride; N,N-dimethyl-formamide; lithium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1021/jm060631p

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → 3-Chlorocarbonylmethyl-indole-1-carboxylic acid benzyl ester (202932-18-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: (Me₃Si)2NLi / tetrahydrofuran / 0.5 h / -78 °C

1.2: 86 percent / tetrahydrofuran / 1 h / -78 °C

2.1: oxalyl chloride; DMF / tetrahydrofuran / 1 h

With oxalyl dichloride; N,N-dimethyl-formamide; lithium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1021/jm060631p

upstream raw materials:

1-(benzyloxycarbonyl)indol-3-yl acetic acid

indole-3-acetic acid

benzyl chloroformate

Downstream raw materials:

3-(3-diazo-2-oxo-propyl)-indole-1-carboxylic acid benzyl ester

3-[(S)-1-tert-Butoxycarbonylmethyl-2-((4S,5R)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-yl)-2-oxo-ethyl]-indole-1-carboxylic acid benzyl ester

3-[(R)-1-(Benzyloxycarbonylamino-methyl)-2-((4S,5R)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-yl)-2-oxo-ethyl]-indole-1-carboxylic acid benzyl ester

benzyl 3-(3-acetoxy-2-oxopropyl)-1H-indole-1-carboxylate