(2R,5S)-2-Benzyl-13,13-dimethyl-3,11,15-trioxo-1,4,10-triaza-cyclopentadecane-5-carboxylic acid [(R)-2-(1H-indol-3-yl)-1-((S)-2-methyl-butylcarbamoyl)-ethyl]-amide

Base Information

Chemical Name:(2R,5S)-2-Benzyl-13,13-dimethyl-3,11,15-trioxo-1,4,10-triaza-cyclopentadecane-5-carboxylic acid [(R)-2-(1H-indol-3-yl)-1-((S)-2-methyl-butylcarbamoyl)-ethyl]-amide
CAS No.:128684-12-8
Molecular Formula:C₃₈H₅₂N₆O₅
Molecular Weight:672.868
Hs Code.:

(2R,5S)-2-Benzyl-13,13-dimethyl-3,11,15-trioxo-1,4,10-triaza-cyclopentadecane-5-carboxylic acid [(R)-2-(1H-indol-3-yl)-1-((S)-2-methyl-butylcarbamoyl)-ethyl]-amide

Synonyms:(2R,5S)-2-Benzyl-13,13-dimethyl-3,11,15-trioxo-1,4,10-triaza-cyclopentadecane-5-carboxylic acid [(R)-2-(1H-indol-3-yl)-1-((S)-2-methyl-butylcarbamoyl)-ethyl]-amide

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Chemical Property of (2R,5S)-2-Benzyl-13,13-dimethyl-3,11,15-trioxo-1,4,10-triaza-cyclopentadecane-5-carboxylic acid [(R)-2-(1H-indol-3-yl)-1-((S)-2-methyl-butylcarbamoyl)-ethyl]-amide

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Technology Process of (2R,5S)-2-Benzyl-13,13-dimethyl-3,11,15-trioxo-1,4,10-triaza-cyclopentadecane-5-carboxylic acid [(R)-2-(1H-indol-3-yl)-1-((S)-2-methyl-butylcarbamoyl)-ethyl]-amide

There total 13 articles about (2R,5S)-2-Benzyl-13,13-dimethyl-3,11,15-trioxo-1,4,10-triaza-cyclopentadecane-5-carboxylic acid [(R)-2-(1H-indol-3-yl)-1-((S)-2-methyl-butylcarbamoyl)-ethyl]-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: 59.0%

: 128684-21-9
(R)-2-(4-{(S)-5-Amino-5-[(R)-2-(1H-indol-3-yl)-1-((S)-2-methyl-butylcarbamoyl)-ethylcarbamoyl]-pentylcarbamoyl}-3,3-dimethyl-butyrylamino)-3-phenyl-propionic acid; hydrochloride

: 128684-12-8
(2R,5S)-2-Benzyl-13,13-dimethyl-3,11,15-trioxo-1,4,10-triaza-cyclopentadecane-5-carboxylic acid [(R)-2-(1H-indol-3-yl)-1-((S)-2-methyl-butylcarbamoyl)-ethyl]-amide

Guidance literature:: With diphenyl phosphoryl azide; sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 4 ℃;
DOI:10.1021/jm00171a034

Reference yield:

: 34985-37-0
(S)-2-methylbutylamine

: 128684-12-8
(2R,5S)-2-Benzyl-13,13-dimethyl-3,11,15-trioxo-1,4,10-triaza-cyclopentadecane-5-carboxylic acid [(R)-2-(1H-indol-3-yl)-1-((S)-2-methyl-butylcarbamoyl)-ethyl]-amide

Guidance literature:: Multi-step reaction with 8 steps

1: 95 percent / dicyclohexylcarbodiimide (DCCI), 1-hydroxybenzotriazole (HOBt), 4-(dimethylamino)pyridine / dimethylformamide

2: HCl, AcOH

3: 60 percent / dicyclohexylcarbodiimide (DCCI), 1-hydroxybenzotriazole (HOBt), triethylamine / dimethylformamide

4: 96 percent / H₂, ammonium formate / 10percent Pd-C / ethanol; H₂O / 0.25 h

5: 75 percent / dicyclohexylcarbodiimide (DCCI), 1-hydroxybenzotriazole (HOBt), triethylamine / dimethylformamide

6: 4N aq. NaOH / methanol

7: 3N HCl, AcOH

8: 59 percent / NaHCO₃, diphenyl phosphorazidate / dimethylformamide / 4 °C

With hydrogenchloride; dmap; sodium hydroxide; diphenyl phosphoryl azide; hydrogen; ammonium formate; sodium hydrogencarbonate; benzotriazol-1-ol; acetic acid; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00171a034

Reference yield:

: 2389-45-9
Boc-Lys(Z)-OH

: 128684-12-8
(2R,5S)-2-Benzyl-13,13-dimethyl-3,11,15-trioxo-1,4,10-triaza-cyclopentadecane-5-carboxylic acid [(R)-2-(1H-indol-3-yl)-1-((S)-2-methyl-butylcarbamoyl)-ethyl]-amide

Guidance literature:: Multi-step reaction with 6 steps

1: 60 percent / dicyclohexylcarbodiimide (DCCI), 1-hydroxybenzotriazole (HOBt), triethylamine / dimethylformamide

2: 96 percent / H₂, ammonium formate / 10percent Pd-C / ethanol; H₂O / 0.25 h

3: 75 percent / dicyclohexylcarbodiimide (DCCI), 1-hydroxybenzotriazole (HOBt), triethylamine / dimethylformamide

4: 4N aq. NaOH / methanol

5: 3N HCl, AcOH

6: 59 percent / NaHCO₃, diphenyl phosphorazidate / dimethylformamide / 4 °C

With hydrogenchloride; sodium hydroxide; diphenyl phosphoryl azide; hydrogen; ammonium formate; sodium hydrogencarbonate; benzotriazol-1-ol; acetic acid; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00171a034