<2(S)-<<ethyl>amino>carbonyl>oxy>-3-phenylpropionyl>-N^im-(2,4-dinitrophenyl)histidine

Base Information

• Chemical Name: <2(S)-<<ethyl>amino>carbonyl>oxy>-3-phenylpropionyl>-N^im-(2,4-dinitrophenyl)histidine
• CAS No.: 138606-69-6
• Molecular Formula: C₃₁H₃₆N₈O₁₁
• Molecular Weight: 696.674

Synonyms:<2(S)-<<ethyl>amino>carbonyl>oxy>-3-phenylpropionyl>-N^im-(2,4-dinitrophenyl)histidine

Chemical Property of <2(S)-<<ethyl>amino>carbonyl>oxy>-3-phenylpropionyl>-N^im-(2,4-dinitrophenyl)histidine

Chemical Property:

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Technology Process of <2(S)-<<ethyl>amino>carbonyl>oxy>-3-phenylpropionyl>-N^im-(2,4-dinitrophenyl)histidine

There total 2 articles about <2(S)-<<ethyl>amino>carbonyl>oxy>-3-phenylpropionyl>-N^im-(2,4-dinitrophenyl)histidine 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: 43.0%

2(S)-<<ethyl>amino>carbonyl>oxy>-3-phenylpropionic acid hydroxysuccinimide ester (138606-70-9) + 1-(2,4-dinitro-phenyl)-histidine (25030-55-1) → <2(S)-<<ethyl>amino>carbonyl>oxy>-3-phenylpropionyl>-Nim-(2,4-dinitrophenyl)histidine (138606-69-6)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; ethanol; for 24h; Ambient temperature;

DOI:10.1021/jm00081a019

Reference yield:

Boc-His(Dnp)-OH (25024-53-7) → <2(S)-<<ethyl>amino>carbonyl>oxy>-3-phenylpropionyl>-Nim-(2,4-dinitrophenyl)histidine (138606-69-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 5.5M HCl / 1,2-dimethoxy-ethane / 5 h / Ambient temperature

2: 43 percent / NaHCO₃ / tetrahydrofuran; ethanol / 24 h / Ambient temperature

With hydrogenchloride; sodium hydrogencarbonate; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol;

DOI:10.1021/jm00081a019

Reference yield:

<2(S)-<<ethyl>amino>carbonyl>oxy>-3-phenylpropionyl>-Nim-(2,4-dinitrophenyl)histidine (138606-69-6) → <2(S)-<<ethyl>amino>carbonyl>oxy>-3-phenylpropionyl>histidyl <(2S,3R,4R,5R,6R)-1-cycloxexyl-3,4,5,6,7-pentahydroxyhept-2-yl>amide (135901-94-9,138664-63-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) pivaloyl chloride, N-ethylpiperidine, Et₃N / 1.) CH₂Cl₂, RT, 10 min, 2.) CH₂Cl₂, RT, 20 h

2: 51 percent / trifluoroacetic acid / CH₂Cl₂ / 3 h / Ambient temperature

With 1-ethyl-piperidine; pivaloyl chloride; triethylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm00081a019

upstream raw materials:

2(S)-<<ethyl>amino>carbonyl>oxy>-3-phenylpropionic acid hydroxysuccinimide ester

1-(2,4-dinitro-phenyl)-histidine

Boc-His(Dnp)-OH

Downstream raw materials:

C₅₀H₆₉N₉O₁₅

<2(S)-<<ethyl>amino>carbonyl>oxy>-3-phenylpropionyl>histidyl <(2S,3R,4R,5R,6R)-1-cycloxexyl-3,4,5,6,7-pentahydroxyhept-2-yl>amide

<2(S)-<<ethyl>amino>carbonyl>oxy>-3-phenylpropionyl>histidyl <(2S,3R,4R,5R,6R)-1-cycloxexyl-3,4:6,7-di-O-isopropylidene 3,4,5,6,7-pentahydroxyhept-2-yl>amide

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