5-tert-butoxycarbonylamino-2-(4-nitro-benzyloxycarbonylamino)-pentanoic acid

Base Information

• Chemical Name: 5-tert-butoxycarbonylamino-2-(4-nitro-benzyloxycarbonylamino)-pentanoic acid
• CAS No.: 864531-92-0
• Molecular Formula: C₁₈H₂₅N₃O₈
• Molecular Weight: 411.412
• Mol file: 864531-92-0.mol

Synonyms:5-tert-butoxycarbonylamino-2-(4-nitro-benzyloxycarbonylamino)-pentanoic acid

Chemical Property of 5-tert-butoxycarbonylamino-2-(4-nitro-benzyloxycarbonylamino)-pentanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of 5-tert-butoxycarbonylamino-2-(4-nitro-benzyloxycarbonylamino)-pentanoic acid

There total 2 articles about 5-tert-butoxycarbonylamino-2-(4-nitro-benzyloxycarbonylamino)-pentanoic acid 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: 83.0%

4-nitrobenzyl carbonazidate (71731-66-3) + Nδ-(tert-butoxycarbonyl)-L-ornithine (13650-49-2,184576-63-4) → 5-tert-butoxycarbonylamino-2-(4-nitro-benzyloxycarbonylamino)-pentanoic acid (864531-92-0)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water; for 24h; pH=9 - 10;

DOI:10.1002/ejoc.200500167

Reference yield:

4-nitrobenzyl chloroformate (4457-32-3) → 5-tert-butoxycarbonylamino-2-(4-nitro-benzyloxycarbonylamino)-pentanoic acid (864531-92-0)

Guidance literature:

Multi-step reaction with 2 steps

1: NaN₃ / dioxane; H₂O / 2 h

2: 83 percent / Na₂CO₃ / dioxane; H₂O / 24 h / pH 9 - 10

With sodium azide; sodium carbonate; In 1,4-dioxane; water;

DOI:10.1002/ejoc.200500167

Reference yield:

5-tert-butoxycarbonylamino-2-(4-nitro-benzyloxycarbonylamino)-pentanoic acid (864531-92-0) → C57H84N10O15 (868546-93-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-hydroxybenzotriazole; ethyldiisopropylamine; N,N'-diisopropylcarbodiimide / CH₂Cl₂; dimethylformamide / 1 h / 25 °C

With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; diisopropyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo060976f

upstream raw materials:

4-nitrobenzyl carbonazidate

N^δ-(tert-butoxycarbonyl)-L-ornithine

4-nitrobenzyl chloroformate

Downstream raw materials:

C₅₇H₈₄N₁₀O₁₅

C₄₉H₇₉N₉O₁₁