(S)-tert-butyl 1-(2-(2,5-dimethoxy-3,6-dioxocyclohexa-1,4-dienyl)ethylamino)-1-oxopropan-2-ylcarbamate

Base Information

Chemical Name:(S)-tert-butyl 1-(2-(2,5-dimethoxy-3,6-dioxocyclohexa-1,4-dienyl)ethylamino)-1-oxopropan-2-ylcarbamate
CAS No.:1380092-22-7
Molecular Formula:C₁₈H₂₆N₂O₇
Molecular Weight:382.414
Hs Code.:

Synonyms:(S)-tert-butyl 1-(2-(2,5-dimethoxy-3,6-dioxocyclohexa-1,4-dienyl)ethylamino)-1-oxopropan-2-ylcarbamate

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Chemical Property of (S)-tert-butyl 1-(2-(2,5-dimethoxy-3,6-dioxocyclohexa-1,4-dienyl)ethylamino)-1-oxopropan-2-ylcarbamate

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Technology Process of (S)-tert-butyl 1-(2-(2,5-dimethoxy-3,6-dioxocyclohexa-1,4-dienyl)ethylamino)-1-oxopropan-2-ylcarbamate

There total 8 articles about (S)-tert-butyl 1-(2-(2,5-dimethoxy-3,6-dioxocyclohexa-1,4-dienyl)ethylamino)-1-oxopropan-2-ylcarbamate 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: 64.0%

: 1380092-19-2
(S)-tert-butyl 1-(2-hydroxy-3,5,6-trimethoxyphenethylamino)-1-oxopropan-2-ylcarbamate

: 1380092-22-7
(S)-tert-butyl 1-(2-(2,5-dimethoxy-3,6-dioxocyclohexa-1,4-dienyl)ethylamino)-1-oxopropan-2-ylcarbamate

Guidance literature:: With [bis(acetoxy)iodo]benzene; In water; acetonitrile; at 0 ℃; for 0.25h;
DOI:10.1016/j.tet.2012.04.024

Reference yield:

: 1-(allyloxy)-2,4,5-trimethoxybenzene

: 1380092-22-7
(S)-tert-butyl 1-(2-(2,5-dimethoxy-3,6-dioxocyclohexa-1,4-dienyl)ethylamino)-1-oxopropan-2-ylcarbamate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 0.5 h / 190 °C / Microwave irradiation; neat (no solvent)

2.1: 1H-imidazole / N,N-dimethyl-formamide / 20 h / 20 °C

3.1: sodium periodate; osmium(VIII) oxide / diethyl ether; water; tert-butyl alcohol / 40 h / 20 °C

4.1: tert-butyldimethylsilane; trifluoroacetic acid / acetonitrile / 18 h / 20 °C

5.1: tetrabutyl ammonium fluoride; triethylamine / tetrahydrofuran / 1 h / 20 °C

6.1: trifluoroacetic acid / dichloromethane / 0.5 h / 0 °C

6.2: 0 - 20 °C

7.1: [bis(acetoxy)iodo]benzene / water; acetonitrile / 0.25 h / 0 °C

With 1H-imidazole; sodium periodate; osmium(VIII) oxide; [bis(acetoxy)iodo]benzene; tert-butyldimethylsilane; tetrabutyl ammonium fluoride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol; 1.1: Claisen rearrangement / 3.1: Lemieux-Johnson oxidative cleavage;
DOI:10.1016/j.tet.2012.04.024

Reference yield:

: 1380092-12-5
2-(2-(tert-butyldimethylsilyloxy)-3,5,6-trimethoxyphenyl)acetaldehyde

: 1380092-22-7
(S)-tert-butyl 1-(2-(2,5-dimethoxy-3,6-dioxocyclohexa-1,4-dienyl)ethylamino)-1-oxopropan-2-ylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: tert-butyldimethylsilane; trifluoroacetic acid / acetonitrile / 18 h / 20 °C

2.1: tetrabutyl ammonium fluoride; triethylamine / tetrahydrofuran / 1 h / 20 °C

3.1: trifluoroacetic acid / dichloromethane / 0.5 h / 0 °C

3.2: 0 - 20 °C

4.1: [bis(acetoxy)iodo]benzene / water; acetonitrile / 0.25 h / 0 °C

With [bis(acetoxy)iodo]benzene; tert-butyldimethylsilane; tetrabutyl ammonium fluoride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1016/j.tet.2012.04.024