{[3,5-Bis-(carboxymethyl-carbamoyl)-1,3,5-trimethyl-cyclohexanecarbonyl]-amino}-acetic acid

Base Information

• Chemical Name: {[3,5-Bis-(carboxymethyl-carbamoyl)-1,3,5-trimethyl-cyclohexanecarbonyl]-amino}-acetic acid
• CAS No.: 183888-51-9
• Molecular Formula: C₁₈H₂₇N₃O₉
• Molecular Weight: 429.427

Synonyms:{[3,5-Bis-(carboxymethyl-carbamoyl)-1,3,5-trimethyl-cyclohexanecarbonyl]-amino}-acetic acid

Chemical Property of {[3,5-Bis-(carboxymethyl-carbamoyl)-1,3,5-trimethyl-cyclohexanecarbonyl]-amino}-acetic acid

Chemical Property:

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Technology Process of {[3,5-Bis-(carboxymethyl-carbamoyl)-1,3,5-trimethyl-cyclohexanecarbonyl]-amino}-acetic acid

There total 2 articles about {[3,5-Bis-(carboxymethyl-carbamoyl)-1,3,5-trimethyl-cyclohexanecarbonyl]-amino}-acetic 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: 97.0%

{[3,5-Bis-(benzyloxycarbonylmethyl-carbamoyl)-1,3,5-trimethyl-cyclohexanecarbonyl]-amino}-acetic acid benzyl ester (183888-50-8) → {[3,5-Bis-(carboxymethyl-carbamoyl)-1,3,5-trimethyl-cyclohexanecarbonyl]-amino}-acetic acid (183888-51-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1021/ja961260c

Reference yield:

Kemp's triacid (79410-20-1) → {[3,5-Bis-(carboxymethyl-carbamoyl)-1,3,5-trimethyl-cyclohexanecarbonyl]-amino}-acetic acid (183888-51-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) HOBt, TEA, 2.) EDC / 1.) DMF, 0 deg C, 5 min, 2.) DMF, RT, 4 h

2: 97 percent / H₂ / 10percent Pd/C / methanol

With TEA; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In methanol;

DOI:10.1021/ja961260c

Reference yield:

{[3,5-Bis-(carboxymethyl-carbamoyl)-1,3,5-trimethyl-cyclohexanecarbonyl]-amino}-acetic acid (183888-51-9) + (2S,4R)-4-Benzyloxy-1-[(S)-1-(2-tert-butoxycarbonylamino-acetyl)-pyrrolidine-2-carbonyl]-pyrrolidine-2-carboxylic acid (191537-40-3) → 1,3,5-Trimethyl-cyclohexane-1,3,5-tricarboxylic acid tris-[({2-[(S)-2-((2S,4R)-2-carbamoyl-4-hydroxy-pyrrolidine-1-carbonyl)-pyrrolidin-1-yl]-2-oxo-ethylcarbamoyl}-methyl)-amide]

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1021/ja961260c

upstream raw materials:

{[3,5-Bis-(benzyloxycarbonylmethyl-carbamoyl)-1,3,5-trimethyl-cyclohexanecarbonyl]-amino}-acetic acid benzyl ester

Kemp's triacid

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