Acetic acid (1S,2S)-3-acetoxy-2-(2-{[6-{2-[(1S,2S)-2-acetoxy-1-acetoxymethyl-2-(4-methylsulfanyl-phenyl)-ethylcarbamoyl]-phenylcarbamoyl}-4-(2-amino-benzoylamino)-pyridine-2-carbonyl]-amino}-benzoylamino)-1-(4-methylsulfanyl-phenyl)-propyl ester

Base Information

• Chemical Name: Acetic acid (1S,2S)-3-acetoxy-2-(2-{[6-{2-[(1S,2S)-2-acetoxy-1-acetoxymethyl-2-(4-methylsulfanyl-phenyl)-ethylcarbamoyl]-phenylcarbamoyl}-4-(2-amino-benzoylamino)-pyridine-2-carbonyl]-amino}-benzoylamino)-1-(4-methylsulfanyl-phenyl)-propyl ester
• CAS No.: 638128-17-3
• Molecular Formula: C₅₆H₅₅N₇O₁₃S₂
• Molecular Weight: 1098.22

Synonyms:Acetic acid (1S,2S)-3-acetoxy-2-(2-{[6-{2-[(1S,2S)-2-acetoxy-1-acetoxymethyl-2-(4-methylsulfanyl-phenyl)-ethylcarbamoyl]-phenylcarbamoyl}-4-(2-amino-benzoylamino)-pyridine-2-carbonyl]-amino}-benzoylamino)-1-(4-methylsulfanyl-phenyl)-propyl ester

Chemical Property of Acetic acid (1S,2S)-3-acetoxy-2-(2-{[6-{2-[(1S,2S)-2-acetoxy-1-acetoxymethyl-2-(4-methylsulfanyl-phenyl)-ethylcarbamoyl]-phenylcarbamoyl}-4-(2-amino-benzoylamino)-pyridine-2-carbonyl]-amino}-benzoylamino)-1-(4-methylsulfanyl-phenyl)-propyl ester

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Technology Process of Acetic acid (1S,2S)-3-acetoxy-2-(2-{[6-{2-[(1S,2S)-2-acetoxy-1-acetoxymethyl-2-(4-methylsulfanyl-phenyl)-ethylcarbamoyl]-phenylcarbamoyl}-4-(2-amino-benzoylamino)-pyridine-2-carbonyl]-amino}-benzoylamino)-1-(4-methylsulfanyl-phenyl)-propyl ester

There total 15 articles about Acetic acid (1S,2S)-3-acetoxy-2-(2-{[6-{2-[(1S,2S)-2-acetoxy-1-acetoxymethyl-2-(4-methylsulfanyl-phenyl)-ethylcarbamoyl]-phenylcarbamoyl}-4-(2-amino-benzoylamino)-pyridine-2-carbonyl]-amino}-benzoylamino)-1-(4-methylsulfanyl-phenyl)-propyl ester 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%

acetic acid 3-acetoxy-2-(2-{[6-{2-[2-acetoxy-1-acetoxymethyl-2-(4-methylsulfanyl-phenyl)-ethylcarbamoyl]-phenylcarbamoyl}-4-(2-allyloxycarbonylamino-benzoylamino)-pyridine-2-carbonyl]-amino}-benzoylamino)-1-(4-methylsulfanyl-phenyl)-propyl ester (638128-30-0) → Acetic acid (1S,2S)-3-acetoxy-2-(2-{[6-{2-[(1S,2S)-2-acetoxy-1-acetoxymethyl-2-(4-methylsulfanyl-phenyl)-ethylcarbamoyl]-phenylcarbamoyl}-4-(2-amino-benzoylamino)-pyridine-2-carbonyl]-amino}-benzoylamino)-1-(4-methylsulfanyl-phenyl)-propyl ester (638128-17-3)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 1,3-dimethylbarbituric acid; triphenylphosphine; palladium; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1021/ja037895a

Reference yield: 83.0%

Acetic acid (1S,2S)-3-acetoxy-2-(2-{[6-{2-[(1S,2S)-2-acetoxy-1-acetoxymethyl-2-(4-methylsulfanyl-phenyl)-ethylcarbamoyl]-phenylcarbamoyl}-4-(2-nitro-benzoylamino)-pyridine-2-carbonyl]-amino}-benzoylamino)-1-(4-methylsulfanyl-phenyl)-propyl ester → Acetic acid (1S,2S)-3-acetoxy-2-(2-{[6-{2-[(1S,2S)-2-acetoxy-1-acetoxymethyl-2-(4-methylsulfanyl-phenyl)-ethylcarbamoyl]-phenylcarbamoyl}-4-(2-amino-benzoylamino)-pyridine-2-carbonyl]-amino}-benzoylamino)-1-(4-methylsulfanyl-phenyl)-propyl ester (638128-17-3)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; ethyl acetate; at 20 ℃; for 90h; under 2999.46 Torr;

DOI:10.1021/ja037895a

Reference yield:

4-amino-2,6-bis[((2-(1S,2S)-1-(4-methylthiophenyl)-1,3-propanediyl-bisacetate)carbamoylphenyl)carbamoyl]pyridine (308245-26-3) → Acetic acid (1S,2S)-3-acetoxy-2-(2-{[6-{2-[(1S,2S)-2-acetoxy-1-acetoxymethyl-2-(4-methylsulfanyl-phenyl)-ethylcarbamoyl]-phenylcarbamoyl}-4-(2-amino-benzoylamino)-pyridine-2-carbonyl]-amino}-benzoylamino)-1-(4-methylsulfanyl-phenyl)-propyl ester (638128-17-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / 4-dimethylaminopyridine; pyridine / CH₂Cl₂ / 28 h / 20 °C

2: 83 percent / Pd/C; H₂ / ethyl acetate; methanol / 90 h / 20 °C / 2999.46 Torr

With pyridine; dmap; palladium on activated charcoal; hydrogen; In methanol; dichloromethane; ethyl acetate;

DOI:10.1021/ja037895a

upstream raw materials:

acetic acid 3-acetoxy-2-(2-{[6-{2-[2-acetoxy-1-acetoxymethyl-2-(4-methylsulfanyl-phenyl)-ethylcarbamoyl]-phenylcarbamoyl}-4-(2-allyloxycarbonylamino-benzoylamino)-pyridine-2-carbonyl]-amino}-benzoylamino)-1-(4-methylsulfanyl-phenyl)-propyl ester

4-chloropyridine-2,6-dicarbonyl dichloride

chelidamic acid

2-nitrobenzyl chloride

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