3-Benzyloxycarbonyl-3-hydroxy-pentanedioic acid bis-(4-nitro-phenyl) ester

Base Information

• Chemical Name: 3-Benzyloxycarbonyl-3-hydroxy-pentanedioic acid bis-(4-nitro-phenyl) ester
• CAS No.: 83948-69-0
• Molecular Formula: C₂₅H₂₀N₂O₁₁
• Molecular Weight: 524.441
• Mol file: 83948-69-0.mol

Synonyms:3-Benzyloxycarbonyl-3-hydroxy-pentanedioic acid bis-(4-nitro-phenyl) ester

Chemical Property of 3-Benzyloxycarbonyl-3-hydroxy-pentanedioic acid bis-(4-nitro-phenyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Benzyloxycarbonyl-3-hydroxy-pentanedioic acid bis-(4-nitro-phenyl) ester

There total 3 articles about 3-Benzyloxycarbonyl-3-hydroxy-pentanedioic acid bis-(4-nitro-phenyl) 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: 41.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 2-Hydroxy-1,2,3-propanetricarboxylic Acid 2-Benzyl Ester (83948-68-9) → 3-Benzyloxycarbonyl-3-hydroxy-pentanedioic acid bis-(4-nitro-phenyl) ester (83948-69-0)

Guidance literature:

With dicyclohexyl-carbodiimide; In acetonitrile; 1.) 0 deg C, 0.5 h, 2.) room temperature, 5 h;

DOI:10.1021/jo00149a005

Reference yield:

5-oxo-1,3-dioxolan-4-ylidenedi(acetic acid) (144-16-1) → 3-Benzyloxycarbonyl-3-hydroxy-pentanedioic acid bis-(4-nitro-phenyl) ester (83948-69-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 57 percent / Et₃N / CHCl₃ / 72 h / Heating

2: 41 percent / DCC / acetonitrile / 1.) 0 deg C, 0.5 h, 2.) room temperature, 5 h

With triethylamine; dicyclohexyl-carbodiimide; In chloroform; acetonitrile;

DOI:10.1021/jo00149a005

Reference yield:

benzyl alcohol (100-51-6,185532-71-2) → 3-Benzyloxycarbonyl-3-hydroxy-pentanedioic acid bis-(4-nitro-phenyl) ester (83948-69-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 57 percent / Et₃N / CHCl₃ / 72 h / Heating

2: 41 percent / DCC / acetonitrile / 1.) 0 deg C, 0.5 h, 2.) room temperature, 5 h

With triethylamine; dicyclohexyl-carbodiimide; In chloroform; acetonitrile;

DOI:10.1021/jo00149a005

upstream raw materials:

4-nitro-phenol

2-Hydroxy-1,2,3-propanetricarboxylic Acid 2-Benzyl Ester

5-oxo-1,3-dioxolan-4-ylidenedi(acetic acid)

benzyl alcohol

Downstream raw materials:

Tribenzylarthrobactin

1-(Acetylamino)-3-<(benzyloxy)amino>propane

2-{[3-(Acetyl-benzyloxy-amino)-propylcarbamoyl]-methyl}-2-hydroxy-succinic acid 1-benzyl ester 4-(4-nitro-phenyl) ester

N-[3-(Acetyl-benzyloxy-amino)-propyl]-2-{[3-(acetyl-benzyloxy-amino)-propylcarbamoyl]-methyl}-2-hydroxy-succinamic acid benzyl ester