(2S,3R)-1-(3-(2,5-dihydroxy-3,6-dioxocyclohexa-1,4-dienyl)propylamino)-3-hydroxy-1-oxobutan-2-aminium chloride

Base Information

Chemical Name:(2S,3R)-1-(3-(2,5-dihydroxy-3,6-dioxocyclohexa-1,4-dienyl)propylamino)-3-hydroxy-1-oxobutan-2-aminium chloride
CAS No.:1380092-53-4
Molecular Formula:C₁₃H₁₈N₂O₆*ClH
Molecular Weight:334.757
Hs Code.:

Synonyms:(2S,3R)-1-(3-(2,5-dihydroxy-3,6-dioxocyclohexa-1,4-dienyl)propylamino)-3-hydroxy-1-oxobutan-2-aminium chloride

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Chemical Property of (2S,3R)-1-(3-(2,5-dihydroxy-3,6-dioxocyclohexa-1,4-dienyl)propylamino)-3-hydroxy-1-oxobutan-2-aminium chloride

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Technology Process of (2S,3R)-1-(3-(2,5-dihydroxy-3,6-dioxocyclohexa-1,4-dienyl)propylamino)-3-hydroxy-1-oxobutan-2-aminium chloride

There total 9 articles about (2S,3R)-1-(3-(2,5-dihydroxy-3,6-dioxocyclohexa-1,4-dienyl)propylamino)-3-hydroxy-1-oxobutan-2-aminium chloride 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: 80.0%

: 1380092-44-3
tert-butyl (2S,3R)-3-tert-butoxy-1-(3-(2,5-dimethoxy-3,6-dioxocyclohexa-1,4-dienyl)propylamino)-1-oxobutan-2-ylcarbamate

: 1380092-53-4
(2S,3R)-1-(3-(2,5-dihydroxy-3,6-dioxocyclohexa-1,4-dienyl)propylamino)-3-hydroxy-1-oxobutan-2-aminium chloride

Guidance literature:: With hydrogenchloride; In methanol; at 20 ℃; for 48h;
DOI:10.1016/j.tet.2012.04.024

Reference yield:

: 1380092-17-0
(E)-3-(2-(tert-butyldimethylsilyloxy)-3,5,6-trimethoxyphenyl)acrylonitrile

: 1380092-53-4
(2S,3R)-1-(3-(2,5-dihydroxy-3,6-dioxocyclohexa-1,4-dienyl)propylamino)-3-hydroxy-1-oxobutan-2-aminium chloride

Guidance literature:: Multi-step reaction with 4 steps

1.1: platinum(IV) oxide; hydrogen / ethanol; chloroform / 20 h / 20 °C

2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0 - 20 °C

2.2: 1 h / 20 °C

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

4.1: hydrogenchloride / methanol / 48 h / 20 °C

With hydrogenchloride; platinum(IV) oxide; [bis(acetoxy)iodo]benzene; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In methanol; ethanol; chloroform; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tet.2012.04.024

Reference yield:

: 1380092-16-9
2-(tert-butyldimethylsilyloxy)-3,5,6-trimethoxybenzaldehyde

: 1380092-53-4
(2S,3R)-1-(3-(2,5-dihydroxy-3,6-dioxocyclohexa-1,4-dienyl)propylamino)-3-hydroxy-1-oxobutan-2-aminium chloride

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydroxide / dichloromethane; water / 0.5 h / 25 °C

2.1: platinum(IV) oxide; hydrogen / ethanol; chloroform / 20 h / 20 °C

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0 - 20 °C

3.2: 1 h / 20 °C

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

5.1: hydrogenchloride / methanol / 48 h / 20 °C

With hydrogenchloride; platinum(IV) oxide; [bis(acetoxy)iodo]benzene; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In methanol; ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetonitrile; 1.1: Wittig reaction;
DOI:10.1016/j.tet.2012.04.024