methyl 5-[(2S)-2-({(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl}amino)-3-oxo-3-(pentylamino)propyl]-2-[2-(hydroxyamino)-2-oxoethoxy]benzoate

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Chemical Name:methyl 5-[(2S)-2-({(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl}amino)-3-oxo-3-(pentylamino)propyl]-2-[2-(hydroxyamino)-2-oxoethoxy]benzoate
CAS No.:221077-60-7
Molecular Formula:C₃₂H₄₄N₄O₉
Molecular Weight:628.723
Hs Code.:

Synonyms:methyl 5-[(2S)-2-({(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl}amino)-3-oxo-3-(pentylamino)propyl]-2-[2-(hydroxyamino)-2-oxoethoxy]benzoate

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Chemical Property of methyl 5-[(2S)-2-({(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl}amino)-3-oxo-3-(pentylamino)propyl]-2-[2-(hydroxyamino)-2-oxoethoxy]benzoate

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Technology Process of methyl 5-[(2S)-2-({(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl}amino)-3-oxo-3-(pentylamino)propyl]-2-[2-(hydroxyamino)-2-oxoethoxy]benzoate

There total 8 articles about methyl 5-[(2S)-2-({(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl}amino)-3-oxo-3-(pentylamino)propyl]-2-[2-(hydroxyamino)-2-oxoethoxy]benzoate 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: 44.0%

: 221077-58-3
5-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-2-pentylcarbamoyl-ethyl]-2-carboxymethoxy-benzoic acid methyl ester

: 221077-60-7
methyl 5-[(2S)-2-({(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl}amino)-3-oxo-3-(pentylamino)propyl]-2-[2-(hydroxyamino)-2-oxoethoxy]benzoate

Guidance literature:: 5-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-2-pentylcarbamoyl-ethyl]-2-carboxymethoxy-benzoic acid methyl ester; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; N,N-dimethyl-formamide; at 80 ℃; for 1h;

With hydroxylamine hydrochloride; In tetrahydrofuran; N,N-dimethyl-formamide; at 80 ℃; for 4h; Further stages.;
DOI:10.1021/jm011100y

Reference yield:

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 221077-60-7
methyl 5-[(2S)-2-({(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl}amino)-3-oxo-3-(pentylamino)propyl]-2-[2-(hydroxyamino)-2-oxoethoxy]benzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 0.85 g / 1-hydroxybenzotriazole; EDC / CH₂Cl₂ / 20 °C

2.1: 97 percent / H₂ / 10percent Pd/C / methanol / 2 h / atmospheric pressure

3.1: CDI / tetrahydrofuran; dimethylformamide / 1 h / 80 °C

3.2: 44 percent / H₂NOH*HCl / tetrahydrofuran; dimethylformamide / 4 h / 80 °C

With hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1,1'-carbonyldiimidazole; 10percent Pd/C; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm011100y

Reference yield:

: 100-51-6,185532-71-2
benzyl alcohol

: 221077-60-7
methyl 5-[(2S)-2-({(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl}amino)-3-oxo-3-(pentylamino)propyl]-2-[2-(hydroxyamino)-2-oxoethoxy]benzoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 60 percent / Et₃N; 1,1'-bis(diphenylphosphino)ferrocene / palladium(II) acetate / dimethylformamide / 16 h / 70 °C

2.1: 84 percent / K₂CO₃ / acetone / 50 °C

3.1: TFA / CH₂Cl₂ / 4 h / 0 - 20 °C

4.1: 0.85 g / 1-hydroxybenzotriazole; EDC / CH₂Cl₂ / 20 °C

5.1: 97 percent / H₂ / 10percent Pd/C / methanol / 2 h / atmospheric pressure

6.1: CDI / tetrahydrofuran; dimethylformamide / 1 h / 80 °C

6.2: 44 percent / H₂NOH*HCl / tetrahydrofuran; dimethylformamide / 4 h / 80 °C

With 1,1'-bis-(diphenylphosphino)ferrocene; hydrogen; potassium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; 1,1'-carbonyldiimidazole; trifluoroacetic acid; palladium diacetate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm011100y