methyl (2S)-4-(acetylsulfanyl)-2-[(tert-butoxycarbonyl)amino]-5-oxo-5-[(2,4,6-trimethoxybenzyl)amino]pentanoate

Base Information

Chemical Name:methyl (2S)-4-(acetylsulfanyl)-2-[(tert-butoxycarbonyl)amino]-5-oxo-5-[(2,4,6-trimethoxybenzyl)amino]pentanoate
CAS No.:1362019-27-9
Molecular Formula:C₂₃H₃₄N₂O₉S
Molecular Weight:514.597
Hs Code.:

Synonyms:methyl (2S)-4-(acetylsulfanyl)-2-[(tert-butoxycarbonyl)amino]-5-oxo-5-[(2,4,6-trimethoxybenzyl)amino]pentanoate

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Chemical Property of methyl (2S)-4-(acetylsulfanyl)-2-[(tert-butoxycarbonyl)amino]-5-oxo-5-[(2,4,6-trimethoxybenzyl)amino]pentanoate

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Technology Process of methyl (2S)-4-(acetylsulfanyl)-2-[(tert-butoxycarbonyl)amino]-5-oxo-5-[(2,4,6-trimethoxybenzyl)amino]pentanoate

There total 4 articles about methyl (2S)-4-(acetylsulfanyl)-2-[(tert-butoxycarbonyl)amino]-5-oxo-5-[(2,4,6-trimethoxybenzyl)amino]pentanoate 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: 98.0%

: DBU thioacetate

: 1362019-26-8
methyl (2S)-2-[(tert-butoxycarbonyl)amino]-4-[(methylsulfonyl)oxy]-5-oxo-5-[(2,4,6-trimethoxybenzyl)amino]pentanoate

: 1362019-27-9
methyl (2S)-4-(acetylsulfanyl)-2-[(tert-butoxycarbonyl)amino]-5-oxo-5-[(2,4,6-trimethoxybenzyl)amino]pentanoate

Guidance literature:: In N,N-dimethyl-formamide; at 20 ℃; for 14h; 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

: 1362019-27-9
methyl (2S)-4-(acetylsulfanyl)-2-[(tert-butoxycarbonyl)amino]-5-oxo-5-[(2,4,6-trimethoxybenzyl)amino]pentanoate

Guidance literature:: Multi-step reaction with 3 steps

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

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

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

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

Reference yield:

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

: 1362019-27-9
methyl (2S)-4-(acetylsulfanyl)-2-[(tert-butoxycarbonyl)amino]-5-oxo-5-[(2,4,6-trimethoxybenzyl)amino]pentanoate

Guidance literature:: Multi-step reaction with 4 steps

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

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

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

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

With sodium hydrogencarbonate; triethylamine; thiourea; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; 1: Passerini reaction;
DOI:10.1021/ol300254y