(S,S,S)-cyclohexane-cis,cis-1,3,5-tricarboxylic acid tris(1-carboxy-3-methylsulfanyl-propyl)amide

Base Information

Chemical Name:(S,S,S)-cyclohexane-cis,cis-1,3,5-tricarboxylic acid tris(1-carboxy-3-methylsulfanyl-propyl)amide
CAS No.:613243-58-6
Molecular Formula:C₂₄H₃₉N₃O₉S₃
Molecular Weight:609.786
Hs Code.:

Synonyms:(S,S,S)-cyclohexane-cis,cis-1,3,5-tricarboxylic acid tris(1-carboxy-3-methylsulfanyl-propyl)amide

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Chemical Property of (S,S,S)-cyclohexane-cis,cis-1,3,5-tricarboxylic acid tris(1-carboxy-3-methylsulfanyl-propyl)amide

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Technology Process of (S,S,S)-cyclohexane-cis,cis-1,3,5-tricarboxylic acid tris(1-carboxy-3-methylsulfanyl-propyl)amide

There total 3 articles about (S,S,S)-cyclohexane-cis,cis-1,3,5-tricarboxylic acid tris(1-carboxy-3-methylsulfanyl-propyl)amide 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: 91.0%

: (S)-2-{[3,5-Bis-((S)-1-methoxycarbonyl-3-methylsulfanyl-propylcarbamoyl)-cyclohexanecarbonyl]-amino}-4-methylsulfanyl-butyric acid methyl ester

: 613243-58-6
(S,S,S)-cyclohexane-cis,cis-1,3,5-tricarboxylic acid tris(1-carboxy-3-methylsulfanyl-propyl)amide

Guidance literature:: With sodium hydroxide; In methanol; at 20 ℃; for 20h;
DOI:10.1021/ja036954h

Reference yield:

: 147365-19-3
(1S,3S,5S)-cyclohexane-1,3,5-tricarbonyl trichloride

: 613243-58-6
(S,S,S)-cyclohexane-cis,cis-1,3,5-tricarboxylic acid tris(1-carboxy-3-methylsulfanyl-propyl)amide

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / Et₃N / CH₂Cl₂ / 0 - 20 °C

2: 91 percent / aq. NaOH / methanol / 20 h / 20 °C

With sodium hydroxide; triethylamine; In methanol; dichloromethane;
DOI:10.1021/ja036954h

Reference yield:

: 16526-68-4
cis-1,3,5-cyclohexane tricarboxylic acid

: 613243-58-6
(S,S,S)-cyclohexane-cis,cis-1,3,5-tricarboxylic acid tris(1-carboxy-3-methylsulfanyl-propyl)amide

Guidance literature:: Multi-step reaction with 3 steps

1: thionyl chloride / 20 h / Reflux

2: trimethylamine / dichloromethane / 24 h / 0 - 20 °C

3: sodium hydroxide / methanol; water / 20 h / 0 - 20 °C

With thionyl chloride; sodium hydroxide; trimethylamine; In methanol; dichloromethane; water;
DOI:10.1039/c7cc00017k