(3R,8R,11S)-8-Benzyl-3-isobutyl-2,6,9-trioxo-1,4,7,10-tetraaza-cyclopentadecane-11-carboxylic acid [(R)-2-(1H-indol-3-yl)-1-(3-methyl-butylcarbamoyl)-ethyl]-amide

Base Information

Chemical Name:(3R,8R,11S)-8-Benzyl-3-isobutyl-2,6,9-trioxo-1,4,7,10-tetraaza-cyclopentadecane-11-carboxylic acid [(R)-2-(1H-indol-3-yl)-1-(3-methyl-butylcarbamoyl)-ethyl]-amide
CAS No.:128708-19-0
Molecular Formula:C₃₉H₅₅N₇O₅
Molecular Weight:701.91
Hs Code.:

(3R,8R,11S)-8-Benzyl-3-isobutyl-2,6,9-trioxo-1,4,7,10-tetraaza-cyclopentadecane-11-carboxylic acid [(R)-2-(1H-indol-3-yl)-1-(3-methyl-butylcarbamoyl)-ethyl]-amide

Synonyms:(3R,8R,11S)-8-Benzyl-3-isobutyl-2,6,9-trioxo-1,4,7,10-tetraaza-cyclopentadecane-11-carboxylic acid [(R)-2-(1H-indol-3-yl)-1-(3-methyl-butylcarbamoyl)-ethyl]-amide

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Chemical Property of (3R,8R,11S)-8-Benzyl-3-isobutyl-2,6,9-trioxo-1,4,7,10-tetraaza-cyclopentadecane-11-carboxylic acid [(R)-2-(1H-indol-3-yl)-1-(3-methyl-butylcarbamoyl)-ethyl]-amide

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Technology Process of (3R,8R,11S)-8-Benzyl-3-isobutyl-2,6,9-trioxo-1,4,7,10-tetraaza-cyclopentadecane-11-carboxylic acid [(R)-2-(1H-indol-3-yl)-1-(3-methyl-butylcarbamoyl)-ethyl]-amide

There total 5 articles about (3R,8R,11S)-8-Benzyl-3-isobutyl-2,6,9-trioxo-1,4,7,10-tetraaza-cyclopentadecane-11-carboxylic acid [(R)-2-(1H-indol-3-yl)-1-(3-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: 60.0%

: (R)-2-{[((R)-1-{(S)-5-Amino-1-[(R)-2-(1H-indol-3-yl)-1-(3-methyl-butylcarbamoyl)-ethylcarbamoyl]-pentylcarbamoyl}-2-phenyl-ethylcarbamoyl)-methyl]-amino}-4-methyl-pentanoic acid

: 128708-19-0
(3R,8R,11S)-8-Benzyl-3-isobutyl-2,6,9-trioxo-1,4,7,10-tetraaza-cyclopentadecane-11-carboxylic acid [(R)-2-(1H-indol-3-yl)-1-(3-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:

: 17664-93-6
(R)-benzyl 2-amino-4-methylpentanoate p-toluenesulfonate salt

: 128708-19-0
(3R,8R,11S)-8-Benzyl-3-isobutyl-2,6,9-trioxo-1,4,7,10-tetraaza-cyclopentadecane-11-carboxylic acid [(R)-2-(1H-indol-3-yl)-1-(3-methyl-butylcarbamoyl)-ethyl]-amide

Guidance literature:: Multi-step reaction with 5 steps

1: 35 percent / Et₃N / tetrahydrofuran / 144 h / Ambient temperature

2: 95 percent / 3N HCl / ethyl acetate

3: 93 percent / dicyclohexylcarbodiimide (DCCI), 1-hydroxybenzotriazole (HOBt), triethylamine / dimethylformamide

4: H₂ / 10percent Pd-C / aq. ethanol

5: 60 percent / diphenyl phosphorazidate, NaHCO₃ / dimethylformamide / 4 °C

With hydrogenchloride; diphenyl phosphoryl azide; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; ethanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm00171a034

Reference yield:

: 128684-59-3
N-(carboxymethyl)-D-Leu-benzyl ester hydrochloride

: 128708-19-0
(3R,8R,11S)-8-Benzyl-3-isobutyl-2,6,9-trioxo-1,4,7,10-tetraaza-cyclopentadecane-11-carboxylic acid [(R)-2-(1H-indol-3-yl)-1-(3-methyl-butylcarbamoyl)-ethyl]-amide

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / dicyclohexylcarbodiimide (DCCI), 1-hydroxybenzotriazole (HOBt), triethylamine / dimethylformamide

2: H₂ / 10percent Pd-C / aq. ethanol

3: 60 percent / diphenyl phosphorazidate, NaHCO₃ / dimethylformamide / 4 °C

With diphenyl phosphoryl azide; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jm00171a034