(2S)-2-[(tert-butoxycarbonyl)amino]-5-oxo-5-[(2,4,6-trimethoxybenzyl)amino]-4-(tritylsulfanyl)pentanoic acid

Base Information

Chemical Name:(2S)-2-[(tert-butoxycarbonyl)amino]-5-oxo-5-[(2,4,6-trimethoxybenzyl)amino]-4-(tritylsulfanyl)pentanoic acid
CAS No.:1362019-29-1
Molecular Formula:C₃₉H₄₄N₂O₈S
Molecular Weight:700.853
Hs Code.:

Synonyms:(2S)-2-[(tert-butoxycarbonyl)amino]-5-oxo-5-[(2,4,6-trimethoxybenzyl)amino]-4-(tritylsulfanyl)pentanoic acid

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Chemical Property of (2S)-2-[(tert-butoxycarbonyl)amino]-5-oxo-5-[(2,4,6-trimethoxybenzyl)amino]-4-(tritylsulfanyl)pentanoic acid

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Technology Process of (2S)-2-[(tert-butoxycarbonyl)amino]-5-oxo-5-[(2,4,6-trimethoxybenzyl)amino]-4-(tritylsulfanyl)pentanoic acid

There total 8 articles about (2S)-2-[(tert-butoxycarbonyl)amino]-5-oxo-5-[(2,4,6-trimethoxybenzyl)amino]-4-(tritylsulfanyl)pentanoic acid 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: 92.0%

: 1362019-28-0
methyl (2S)-2-[(tert-butoxycarbonyl)amino]-5-oxo-5-[(2,4,6-trimethoxybenzyl)-amino]-4-(tritylsulfanyl)pentanoate

: 1362019-29-1
(2S)-2-[(tert-butoxycarbonyl)amino]-5-oxo-5-[(2,4,6-trimethoxybenzyl)amino]-4-(tritylsulfanyl)pentanoic acid

Guidance literature:: methyl (2S)-2-[(tert-butoxycarbonyl)amino]-5-oxo-5-[(2,4,6-trimethoxybenzyl)-amino]-4-(tritylsulfanyl)pentanoate; With lithium hydroxide; In tetrahydrofuran; water; at 0 ℃; for 1h; Inert atmosphere;

With citric acid; In tetrahydrofuran; water; pH=5; Inert atmosphere;
DOI:10.1021/ol300254y

Reference yield:

: 1362019-24-6
methyl (2S)-4-[(2-bromoacetyl)oxy]-2-[(tert-butoxycarbonyl)amino]-5-oxo-5-[(2,4,6-trimethoxybenzyl)amino]pentanoate

: 1362019-29-1
(2S)-2-[(tert-butoxycarbonyl)amino]-5-oxo-5-[(2,4,6-trimethoxybenzyl)amino]-4-(tritylsulfanyl)pentanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydrogencarbonate; thiourea / tetrahydrofuran; ethanol / 1 h / 50 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

3.1: N,N-dimethyl-formamide / 14 h / 20 °C / Inert atmosphere

4.1: sodium hydroxide / methanol; water / 0.25 h / 0 °C / Inert atmosphere

4.2: 0 °C / Inert atmosphere

5.1: triethylamine / dichloromethane / 1 h / 20 °C / Inert atmosphere

6.1: lithium hydroxide / tetrahydrofuran; water / 1 h / 0 °C / Inert atmosphere

6.2: pH 5 / Inert atmosphere

With sodium hydrogencarbonate; triethylamine; thiourea; sodium hydroxide; lithium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ol300254y

Reference yield:

: 480438-26-4
2-(isocyanomethyl)-1,3,5-trimethoxybenzene

: 1362019-29-1
(2S)-2-[(tert-butoxycarbonyl)amino]-5-oxo-5-[(2,4,6-trimethoxybenzyl)amino]-4-(tritylsulfanyl)pentanoic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: dichloromethane / 2 h / 20 °C / Inert atmosphere

2.1: sodium hydrogencarbonate; thiourea / tetrahydrofuran; ethanol / 1 h / 50 °C / Inert atmosphere

3.1: triethylamine / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

4.1: N,N-dimethyl-formamide / 14 h / 20 °C / Inert atmosphere

5.1: sodium hydroxide / methanol; water / 0.25 h / 0 °C / Inert atmosphere

5.2: 0 °C / Inert atmosphere

6.1: triethylamine / dichloromethane / 1 h / 20 °C / Inert atmosphere

7.1: lithium hydroxide / tetrahydrofuran; water / 1 h / 0 °C / Inert atmosphere

7.2: pH 5 / Inert atmosphere

With sodium hydrogencarbonate; triethylamine; thiourea; sodium hydroxide; lithium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; 1.1: Passerini reaction;
DOI:10.1021/ol300254y