methyl (S)-{2-[(S)-3-(1H-indol-3-yl)-2-(2-nitrobenzamido)propanamido]propanoate}

Base Information

Chemical Name:methyl (S)-{2-[(S)-3-(1H-indol-3-yl)-2-(2-nitrobenzamido)propanamido]propanoate}
CAS No.:1602783-25-4
Molecular Formula:C₂₂H₂₂N₄O₆
Molecular Weight:438.44
Hs Code.:

Synonyms:methyl (S)-{2-[(S)-3-(1H-indol-3-yl)-2-(2-nitrobenzamido)propanamido]propanoate}

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Chemical Property of methyl (S)-{2-[(S)-3-(1H-indol-3-yl)-2-(2-nitrobenzamido)propanamido]propanoate}

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Technology Process of methyl (S)-{2-[(S)-3-(1H-indol-3-yl)-2-(2-nitrobenzamido)propanamido]propanoate}

There total 3 articles about methyl (S)-{2-[(S)-3-(1H-indol-3-yl)-2-(2-nitrobenzamido)propanamido]propanoate} 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: 93.0%

: 2491-20-5
L-alanine methyl ester hydrochloride

: 27261-93-4
(S)-3-(1H-indol-3-yl)-2-(2-nitrobenzamido)propanoic acid

: 1602783-25-4
methyl (S)-{2-[(S)-3-(1H-indol-3-yl)-2-(2-nitrobenzamido)propanamido]propanoate}

Guidance literature:: (S)-3-(1H-indol-3-yl)-2-(2-nitrobenzamido)propanoic acid; With tert-butyl chloroformate; trimethyl orthoformate; In tetrahydrofuran; at -30 ℃; for 1h; Inert atmosphere;

L-alanine methyl ester hydrochloride; With 4-methyl-morpholine; In tetrahydrofuran; at -78 - -20 ℃; for 12h; Inert atmosphere;
DOI:10.1039/c4ob00314d

Reference yield:

: 552-16-9,104810-18-6
ortho-nitrobenzoic acid

: 1602783-25-4
methyl (S)-{2-[(S)-3-(1H-indol-3-yl)-2-(2-nitrobenzamido)propanamido]propanoate}

Guidance literature:: Multi-step reaction with 3 steps

1.1: thionyl chloride / 3 h

2.1: sodium hydroxide / tetrahydrofuran / 2 h

2.2: pH 3

3.1: trimethyl orthoformate; tert-butyl chloroformate / tetrahydrofuran / 1 h / -30 °C / Inert atmosphere

3.2: 12 h / -78 - -20 °C / Inert atmosphere

With thionyl chloride; tert-butyl chloroformate; sodium hydroxide; trimethyl orthoformate; In tetrahydrofuran;
DOI:10.1039/c4ob00314d

Reference yield:

: 610-14-0
2-nitrobenzyl chloride

: 1602783-25-4
methyl (S)-{2-[(S)-3-(1H-indol-3-yl)-2-(2-nitrobenzamido)propanamido]propanoate}

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydroxide / tetrahydrofuran / 2 h

1.2: pH 3

2.1: trimethyl orthoformate; tert-butyl chloroformate / tetrahydrofuran / 1 h / -30 °C / Inert atmosphere

2.2: 12 h / -78 - -20 °C / Inert atmosphere

With tert-butyl chloroformate; sodium hydroxide; trimethyl orthoformate; In tetrahydrofuran;
DOI:10.1039/c4ob00314d