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

Base Information

Chemical Name:methyl (3S)-3-(2-{[4-{[(tert-butoxycarbonyl)amino]methyl}-2-(2-tert-butoxy-2-oxoethyl)phenyl]amino}-2-oxoethyl)-7-chloro-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylate
CAS No.:502481-73-4
Molecular Formula:C₃₃H₄₀ClN₃O₇
Molecular Weight:626.149
Hs Code.:

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

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

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

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

There total 7 articles about methyl (3S)-3-(2-{[4-{[(tert-butoxycarbonyl)amino]methyl}-2-(2-tert-butoxy-2-oxoethyl)phenyl]amino}-2-oxoethyl)-7-chloro-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: 71.0%

: methyl (3S)-(-)-7-chloro-3-carboxymethyl-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylate

: 502481-72-3
tert-butyl (2-amino-5-{[(tert-butoxycarbonyl)amino]methyl}phenyl)acetate

: 502481-73-4
methyl (3S)-3-(2-{[4-{[(tert-butoxycarbonyl)amino]methyl}-2-(2-tert-butoxy-2-oxoethyl)phenyl]amino}-2-oxoethyl)-7-chloro-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylate

Guidance literature:: With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1021/jm020239l

Reference yield:

: 107-59-5
tert-Butyl chloroacetate

: 502481-73-4
methyl (3S)-3-(2-{[4-{[(tert-butoxycarbonyl)amino]methyl}-2-(2-tert-butoxy-2-oxoethyl)phenyl]amino}-2-oxoethyl)-7-chloro-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 51 percent / t-BuOK / dimethylformamide / 6 h / 0 °C

2: 84 percent / (Ph₃P)4Pd / dimethylformamide / 3 h / 80 °C

3: (MeO)3B; BH₃*THF / tetrahydrofuran / 5 h / 20 °C

4: 5.60 g / tetrahydrofuran / 15 h / 20 °C

5: 100 percent / H₂ / 10 percent Pd/C contd. 50 percent water / ethyl acetate / 20 °C / atmospheric pressure

6: 71 percent / BOP-Cl; Et₃N / CH₂Cl₂ / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; borane-THF; Trimethyl borate; potassium tert-butylate; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; 10 percent Pd/C contd. 50 percent water; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm020239l

Reference yield:

: 636-98-6
p-nitrobenzene iodide

: 502481-73-4
methyl (3S)-3-(2-{[4-{[(tert-butoxycarbonyl)amino]methyl}-2-(2-tert-butoxy-2-oxoethyl)phenyl]amino}-2-oxoethyl)-7-chloro-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 51 percent / t-BuOK / dimethylformamide / 6 h / 0 °C

2: 84 percent / (Ph₃P)4Pd / dimethylformamide / 3 h / 80 °C

3: (MeO)3B; BH₃*THF / tetrahydrofuran / 5 h / 20 °C

4: 5.60 g / tetrahydrofuran / 15 h / 20 °C

5: 100 percent / H₂ / 10 percent Pd/C contd. 50 percent water / ethyl acetate / 20 °C / atmospheric pressure

6: 71 percent / BOP-Cl; Et₃N / CH₂Cl₂ / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; borane-THF; Trimethyl borate; potassium tert-butylate; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; 10 percent Pd/C contd. 50 percent water; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm020239l