N-p-nitrobenzyloxycarbonyl-O-carbonylimidazole-(2S)-homoserine p-nitrobenzyl ester

Base Information

• Chemical Name: N-p-nitrobenzyloxycarbonyl-O-carbonylimidazole-(2S)-homoserine p-nitrobenzyl ester
• CAS No.: 126166-97-0
• Molecular Formula: C₂₃H₂₁N₅O₁₀
• Molecular Weight: 527.447

Synonyms:N-p-nitrobenzyloxycarbonyl-O-carbonylimidazole-(2S)-homoserine p-nitrobenzyl ester

Chemical Property of N-p-nitrobenzyloxycarbonyl-O-carbonylimidazole-(2S)-homoserine p-nitrobenzyl ester

Chemical Property:

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Technology Process of N-p-nitrobenzyloxycarbonyl-O-carbonylimidazole-(2S)-homoserine p-nitrobenzyl ester

There total 3 articles about N-p-nitrobenzyloxycarbonyl-O-carbonylimidazole-(2S)-homoserine p-nitrobenzyl 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: 63.0%

N-p-nitrobenzyloxycarbonyl-(2S)-homoserine p-nitrobenzyl ester (126166-95-8) + 1,1'-carbonyldiimidazole (530-62-1) → N-p-nitrobenzyloxycarbonyl-O-carbonylimidazole-(2S)-homoserine p-nitrobenzyl ester (126166-97-0)

Guidance literature:

In dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1016/S0040-4020(01)80113-7

Reference yield:

N-(4-nitrobenzyloxycarbonyl)-L-homoserine lactone (126166-96-9) → N-p-nitrobenzyloxycarbonyl-O-carbonylimidazole-(2S)-homoserine p-nitrobenzyl ester (126166-97-0)

Guidance literature:

Multi-step reaction with 3 steps

1: NaOH / methanol

2: NaI / dimethylformamide / 65 deg C, 10 min, then RT, 1.5 h

3: 63 percent / CH₂Cl₂ / 0.5 h / Ambient temperature

With sodium hydroxide; sodium iodide; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)80113-7

Reference yield:

N-p-nitrobenzyloxycarbonyl-(2S)-homoserine sodium salt (126166-94-7) → N-p-nitrobenzyloxycarbonyl-O-carbonylimidazole-(2S)-homoserine p-nitrobenzyl ester (126166-97-0)

Guidance literature:

Multi-step reaction with 2 steps

1: NaI / dimethylformamide / 65 deg C, 10 min, then RT, 1.5 h

2: 63 percent / CH₂Cl₂ / 0.5 h / Ambient temperature

With sodium iodide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)80113-7

upstream raw materials:

N-p-nitrobenzyloxycarbonyl-(2S)-homoserine p-nitrobenzyl ester

1,1'-carbonyldiimidazole

N-(4-nitrobenzyloxycarbonyl)-L-homoserine lactone

N-p-nitrobenzyloxycarbonyl-(2S)-homoserine sodium salt

Downstream raw materials:

(S)-2-Oxo-[1,3]oxazinane-3,4-dicarboxylic acid bis-(4-nitro-benzyl) ester

<(5S)-5-p-nitrobenzyloxycarbonyl-5-p-nitrobenzyloxycarbonylamino>-2-oxapentanoyl-S-benzyl-(2R)-cysteinyl-(2R)-valine p-nitrobenzyl ester

<(5S)-5-p-nitrobenzyloxycarbonylamino-5-p-nitrobenzyloxycarbonyl>-2-oxapentanoyl didehydroalaninyl-(2R)-valine p-nitrobenzyl ester

<(5S)-5-p-nitrobenzyloxycarbonylamino-5-p-nitrobenzyloxycarbonyl>-2-oxapentanoyl-3-bromo-2-methoxy-(2R/S)-alaninyl-(2R)-valine p-nitrobenzyl ester

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