p-nitrobenzyl N-benzyloxycarbonyl-L-α-aminoadipate

Base Information

• Chemical Name: p-nitrobenzyl N-benzyloxycarbonyl-L-α-aminoadipate
• CAS No.: 87141-23-9
• Molecular Formula: C₂₁H₂₂N₂O₈
• Molecular Weight: 430.414
• Mol file: 87141-23-9.mol

Synonyms:

Chemical Property of p-nitrobenzyl N-benzyloxycarbonyl-L-α-aminoadipate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-nitrobenzyl N-benzyloxycarbonyl-L-α-aminoadipate

There total 1 articles about p-nitrobenzyl N-benzyloxycarbonyl-L-α-aminoadipate 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: 50.0%

(2S)-2-[(phenylmethoxy)carbonyl]aminoadipic acid (24325-14-2) + 1-bromomethyl-4-nitro-benzene (100-11-8) → p-nitrobenzyl N-benzyloxycarbonyl-L-α-aminoadipate (87141-23-9)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; 0 deg C -> room temperature, overnight;

DOI:10.1039/P19830000941

Reference yield: 64.0%

S-benzyl-L-cysteine, benzhydryl ester (87141-24-0) + p-nitrobenzyl N-benzyloxycarbonyl-L-α-aminoadipate (87141-23-9) → N-benzyloxycarbonyl-1-(p-nitrobenzyl)-δ-(L-α-aminoadipyl)-S-benzyl-L-cysteine, benzhydryl ester (87141-25-1)

Guidance literature:

With 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; In ethyl acetate;

DOI:10.1039/P19830000941

Reference yield:

p-nitrobenzyl N-benzyloxycarbonyl-L-α-aminoadipate (87141-23-9) → N-benzyloxycarbonyl-1-(p-nitrobenzyl)-δ-(L-α-aminoadipyl)-S-benzyl-L-cysteine (87141-26-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / 1-hydroxybenzotriazole hydrate, dicyclohexylcarbodi-imide / ethyl acetate

2: 98 percent / 0.2M HCl / nitromethane / 5 h / Ambient temperature

With hydrogenchloride; 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; In nitromethane; ethyl acetate;

DOI:10.1039/P19830000941

upstream raw materials:

(2S)-2-[(phenylmethoxy)carbonyl]aminoadipic acid

1-bromomethyl-4-nitro-benzene

Downstream raw materials:

N-benzyloxycarbonyl-1-(p-nitrobenzyl)-δ-(L-α-aminoadipyl)-S-benzyl-L-cysteine, benzhydryl ester

N-benzyloxycarbonyl-1-(p-nitrobenzyl)-δ-(L-α-aminoadipyl)-S-benzyl-L-cysteine

N-benzyloxycarbonyl-1-(p-nitrobenzyl)-δ-(L-α-aminoadipyl)-S-benzyl-L-cysteinyl-D-valine

N-benzyloxycarbonyl-1-(p-nitrobenzyl)-δ-(L-α-aminoadipyl)-S-benzyl-L-cysteinyl-D-valylglycine, benzyl ester

Refernces