4,7,13,16-Tetrabenzyl-3,8,12,17-tetraoxo-1,4,7,10,13,16-hexaaza-cyclooctadecane-1,10-dicarboxylic acid di-tert-butyl ester

Base Information

• Chemical Name: 4,7,13,16-Tetrabenzyl-3,8,12,17-tetraoxo-1,4,7,10,13,16-hexaaza-cyclooctadecane-1,10-dicarboxylic acid di-tert-butyl ester
• CAS No.: 155788-78-6
• Molecular Formula: C₅₀H₆₂N₆O₈
• Molecular Weight: 875.078
• Mol file: 155788-78-6.mol

Synonyms:4,7,13,16-Tetrabenzyl-3,8,12,17-tetraoxo-1,4,7,10,13,16-hexaaza-cyclooctadecane-1,10-dicarboxylic acid di-tert-butyl ester

Chemical Property of 4,7,13,16-Tetrabenzyl-3,8,12,17-tetraoxo-1,4,7,10,13,16-hexaaza-cyclooctadecane-1,10-dicarboxylic acid di-tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,7,13,16-Tetrabenzyl-3,8,12,17-tetraoxo-1,4,7,10,13,16-hexaaza-cyclooctadecane-1,10-dicarboxylic acid di-tert-butyl ester

There total 5 articles about 4,7,13,16-Tetrabenzyl-3,8,12,17-tetraoxo-1,4,7,10,13,16-hexaaza-cyclooctadecane-1,10-dicarboxylic acid di-tert-butyl 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: 57.0%

({[Benzyl-(2-{benzyl-[2-(tert-butoxycarbonyl-carboxymethyl-amino)-acetyl]-amino}-ethyl)-carbamoyl]-methyl}-tert-butoxycarbonyl-amino)-acetic acid (155788-77-5) + N,N'-Dibenzylethylenediamine (140-28-3,87170-83-0) → 4,7,13,16-Tetrabenzyl-3,8,12,17-tetraoxo-1,4,7,10,13,16-hexaaza-cyclooctadecane-1,10-dicarboxylic acid di-tert-butyl ester (155788-78-6)

Guidance literature:

With diphenylphosphoranyl azide; In tetrahydrofuran; low dilution (0.01 M);

DOI:10.1016/S0040-4039(00)73181-9

Reference yield: 28.0%

N,N'-Dibenzylethylenediamine (140-28-3,87170-83-0) + 3,3'-<<(tert-butoxycarbonyl)imino>bis(1-oxoethane-2,1-diyl)>bis (227457-77-4) → 4,7,13,16-Tetrabenzyl-3,8,12,17-tetraoxo-1,4,7,10,13,16-hexaaza-cyclooctadecane-1,10-dicarboxylic acid di-tert-butyl ester (155788-78-6)

Guidance literature:

In dichloromethane; for 48h; Ambient temperature;

DOI:10.1002/(SICI)1522-2675(19990407)82:4<543::AID-HLCA543>3.0.CO;2-U

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 4,7,13,16-Tetrabenzyl-3,8,12,17-tetraoxo-1,4,7,10,13,16-hexaaza-cyclooctadecane-1,10-dicarboxylic acid di-tert-butyl ester (155788-78-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 88 percent / aq. NaOH / dioxane / 18 h / Ambient temperature

2: dicyclohexylcarbodiimide / tetrahydrofuran / 24 h

3: tetrahydrofuran / 24 h / 50 °C

4: 57 percent / Et₃N, diphenylphosphoryl azide (DPPA) / tetrahydrofuran / 72 h / Ambient temperature

With sodium hydroxide; diphenylphosphoranyl azide; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1016/0040-4020(96)00529-7

upstream raw materials:

({[Benzyl-(2-{benzyl-[2-(tert-butoxycarbonyl-carboxymethyl-amino)-acetyl]-amino}-ethyl)-carbamoyl]-methyl}-tert-butoxycarbonyl-amino)-acetic acid

N,N'-Dibenzylethylenediamine

3,3'-<<(tert-butoxycarbonyl)imino>bis(1-oxoethane-2,1-diyl)>bis

di-tert-butyl dicarbonate

Downstream raw materials:

1,7,10,16-tetrakis(phenylmethyl)-1,4,7,10,13,16-hexaazacyclooctadecane-2,6,11,15-tetrone