methyl 7-chloro-(3S)-3-(2-{[2-(2-methoxy-2-oxoethyl)phenyl]amino}-2-oxoethyl)-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylate

Base Information

• Chemical Name: methyl 7-chloro-(3S)-3-(2-{[2-(2-methoxy-2-oxoethyl)phenyl]amino}-2-oxoethyl)-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylate
• CAS No.: 502481-66-5
• Molecular Formula: C₂₄H₂₃ClN₂O₅
• Molecular Weight: 454.91

Synonyms:methyl 7-chloro-(3S)-3-(2-{[2-(2-methoxy-2-oxoethyl)phenyl]amino}-2-oxoethyl)-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylate

Chemical Property of methyl 7-chloro-(3S)-3-(2-{[2-(2-methoxy-2-oxoethyl)phenyl]amino}-2-oxoethyl)-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylate

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Technology Process of methyl 7-chloro-(3S)-3-(2-{[2-(2-methoxy-2-oxoethyl)phenyl]amino}-2-oxoethyl)-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylate

There total 2 articles about methyl 7-chloro-(3S)-3-(2-{[2-(2-methoxy-2-oxoethyl)phenyl]amino}-2-oxoethyl)-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylate 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: 79.0%

2-aminophenylacetic acid methyl ester (35613-44-6) + methyl (3S)-(-)-7-chloro-3-carboxymethyl-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylate → methyl 7-chloro-(3S)-3-(2-{[2-(2-methoxy-2-oxoethyl)phenyl]amino}-2-oxoethyl)-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylate (502481-66-5)

Guidance literature:

With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1021/jm020239l

Reference yield:

methyl (2-nitrophenyl)acetate (30095-98-8) → methyl 7-chloro-(3S)-3-(2-{[2-(2-methoxy-2-oxoethyl)phenyl]amino}-2-oxoethyl)-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylate (502481-66-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / H₂ / 10 percent Pd/C contd. 50percent water / ethyl acetate / 20 °C / atmospheric pressure

2: 79 percent / BOP-Cl; Et₃N / CH₂Cl₂ / 16 h / 20 °C

With hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; 10 percent Pd/C contd. 50percent water; In dichloromethane; ethyl acetate;

DOI:10.1021/jm020239l

Reference yield: 100.0%

methyl 7-chloro-(3S)-3-(2-{[2-(2-methoxy-2-oxoethyl)phenyl]amino}-2-oxoethyl)-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylate (502481-66-5) → 3-[(2-carboxymethyl-phenylcarbamoyl)-methyl]-7-chloro-1,3,4,5-tetrahydro-benzo[cd]indole-2-carboxylic acid

Guidance literature:

With sodium hydroxide; In 1,2-dimethoxyethane; at 20 ℃; for 4h;

DOI:10.1021/jm020239l

upstream raw materials:

2-aminophenylacetic acid methyl ester

methyl (2-nitrophenyl)acetate

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