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

Base Information

• Chemical Name: N-benzyloxycarbonyl-1-(p-nitrobenzyl)-δ-(L-α-aminoadipyl)-S-benzyl-L-cysteine, benzhydryl ester
• CAS No.: 87141-25-1
• Molecular Formula: C₄₄H₄₃N₃O₉S
• Molecular Weight: 789.906

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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

There total 3 articles about N-benzyloxycarbonyl-1-(p-nitrobenzyl)-δ-(L-α-aminoadipyl)-S-benzyl-L-cysteine, benzhydryl 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: 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:

(2S)-2-[(phenylmethoxy)carbonyl]aminoadipic acid (24325-14-2) → N-benzyloxycarbonyl-1-(p-nitrobenzyl)-δ-(L-α-aminoadipyl)-S-benzyl-L-cysteine, benzhydryl ester (87141-25-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / Et₃N / dimethylformamide / 0 deg C -> room temperature, overnight

2: 64 percent / 1-hydroxybenzotriazole hydrate, dicyclohexylcarbodi-imide / ethyl acetate

With 1-hydroxybenzotriazol-hydrate; triethylamine; dicyclohexyl-carbodiimide; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1039/P19830000941

Reference yield:

1-bromomethyl-4-nitro-benzene (100-11-8) → N-benzyloxycarbonyl-1-(p-nitrobenzyl)-δ-(L-α-aminoadipyl)-S-benzyl-L-cysteine, benzhydryl ester (87141-25-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / Et₃N / dimethylformamide / 0 deg C -> room temperature, overnight

2: 64 percent / 1-hydroxybenzotriazole hydrate, dicyclohexylcarbodi-imide / ethyl acetate

With 1-hydroxybenzotriazol-hydrate; triethylamine; dicyclohexyl-carbodiimide; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1039/P19830000941

upstream raw materials:

S-benzyl-L-cysteine, benzhydryl ester

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

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

1-bromomethyl-4-nitro-benzene

Downstream raw materials:

(L-α-amino-δ-adipyl)-L-cysteinyl-D-valine

(S)-2-Amino-5-[(R)-2-[(R)-2-(5-amino-5-carboxy-pentanoylamino)-2-((R)-1-carboxy-2-methyl-propylcarbamoyl)-ethyldisulfanyl]-1-((R)-1-carboxy-2-methyl-propylcarbamoyl)-ethylcarbamoyl]-pentanoic acid

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

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

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