(2S)-(2-{11-[3-(2,2-diphenyl-ethylcarbamoyl)-(E)-acryloylamino]-undecanoylamino}-acetylamino)-4-methyl-pentanoic acid 2,2-diphenyl-ethyl ester

Base Information

• Chemical Name: (2S)-(2-{11-[3-(2,2-diphenyl-ethylcarbamoyl)-(E)-acryloylamino]-undecanoylamino}-acetylamino)-4-methyl-pentanoic acid 2,2-diphenyl-ethyl ester
• CAS No.: 627460-00-8
• Molecular Formula: C₅₁H₆₄N₄O₆
• Molecular Weight: 829.092

Synonyms:(2S)-(2-{11-[3-(2,2-diphenyl-ethylcarbamoyl)-(E)-acryloylamino]-undecanoylamino}-acetylamino)-4-methyl-pentanoic acid 2,2-diphenyl-ethyl ester

Chemical Property of (2S)-(2-{11-[3-(2,2-diphenyl-ethylcarbamoyl)-(E)-acryloylamino]-undecanoylamino}-acetylamino)-4-methyl-pentanoic acid 2,2-diphenyl-ethyl ester

Chemical Property:

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Technology Process of (2S)-(2-{11-[3-(2,2-diphenyl-ethylcarbamoyl)-(E)-acryloylamino]-undecanoylamino}-acetylamino)-4-methyl-pentanoic acid 2,2-diphenyl-ethyl ester

There total 12 articles about (2S)-(2-{11-[3-(2,2-diphenyl-ethylcarbamoyl)-(E)-acryloylamino]-undecanoylamino}-acetylamino)-4-methyl-pentanoic acid 2,2-diphenyl-ethyl 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:

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) → (2S)-(2-{11-[3-(2,2-diphenyl-ethylcarbamoyl)-(E)-acryloylamino]-undecanoylamino}-acetylamino)-4-methyl-pentanoic acid 2,2-diphenyl-ethyl ester (627460-00-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 94.2 percent / 4-DMAP; 1-(3-dimethylaminopropyl)-3-ethyl-carbodiimide hydrochloride / 16 h

2: TFA / CHCl₃ / 2 h

3: 2.42 g / 4-DMAP; 1-(3-dimethylaminopropyl)-3-ethyl-carbodiimide hydrochloride / CHCl₃ / 16 h

4: TFA / CHCl₃ / 2 h

5: 3 g / 4-DMAP; 1-(3-dimethylaminopropyl)-3-ethyl-carbodiimide hydrochloride / CHCl₃ / 16 h

6: TFA / CHCl₃ / 2 h

7: 0.85 g / 4-DMAP; 1-(3-dimethylaminopropyl)-3-ethyl-carbodiimide hydrochloride / dimethylformamide / 16 h

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In chloroform; N,N-dimethyl-formamide;

DOI:10.1021/ja036665t

Reference yield:

11-aminoundecanoic acid (2432-99-7,25587-80-8,84029-94-7) → (2S)-(2-{11-[3-(2,2-diphenyl-ethylcarbamoyl)-(E)-acryloylamino]-undecanoylamino}-acetylamino)-4-methyl-pentanoic acid 2,2-diphenyl-ethyl ester (627460-00-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 95.8 percent / NaOH / tetrahydrofuran; H₂O / 20 h

2: 3 g / 4-DMAP; 1-(3-dimethylaminopropyl)-3-ethyl-carbodiimide hydrochloride / CHCl₃ / 16 h

3: TFA / CHCl₃ / 2 h

4: 0.85 g / 4-DMAP; 1-(3-dimethylaminopropyl)-3-ethyl-carbodiimide hydrochloride / dimethylformamide / 16 h

With dmap; sodium hydroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In tetrahydrofuran; chloroform; water; N,N-dimethyl-formamide;

DOI:10.1021/ja036665t

Reference yield:

2,2-diphenyl ethanol (1883-32-5) → (2S)-(2-{11-[3-(2,2-diphenyl-ethylcarbamoyl)-(E)-acryloylamino]-undecanoylamino}-acetylamino)-4-methyl-pentanoic acid 2,2-diphenyl-ethyl ester (627460-00-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 94.2 percent / 4-DMAP; 1-(3-dimethylaminopropyl)-3-ethyl-carbodiimide hydrochloride / 16 h

2: TFA / CHCl₃ / 2 h

3: 2.42 g / 4-DMAP; 1-(3-dimethylaminopropyl)-3-ethyl-carbodiimide hydrochloride / CHCl₃ / 16 h

4: TFA / CHCl₃ / 2 h

5: 3 g / 4-DMAP; 1-(3-dimethylaminopropyl)-3-ethyl-carbodiimide hydrochloride / CHCl₃ / 16 h

6: TFA / CHCl₃ / 2 h

7: 0.85 g / 4-DMAP; 1-(3-dimethylaminopropyl)-3-ethyl-carbodiimide hydrochloride / dimethylformamide / 16 h

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In chloroform; N,N-dimethyl-formamide;

DOI:10.1021/ja036665t

upstream raw materials:

(E)-4-((2,2-diphenylethyl)amino)-4-oxobut-2-enoic acid

N-tert-butoxycarbonyl-L-leucine

11-aminoundecanoic acid

2,2-diphenyl ethanol

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