4,13-dibenzyl-3,6,11,14,20-pentaaza-bicyclo[14.3.1]eicosa-1⁽¹⁹⁾,16⁽²⁰⁾,17-triene-5,12-dione

Base Information

• Chemical Name: 4,13-dibenzyl-3,6,11,14,20-pentaaza-bicyclo[14.3.1]eicosa-1⁽¹⁹⁾,16⁽²⁰⁾,17-triene-5,12-dione
• CAS No.: 883561-85-1
• Molecular Formula: C₂₉H₃₅N₅O₂
• Molecular Weight: 485.629

Synonyms:4,13-dibenzyl-3,6,11,14,20-pentaaza-bicyclo[14.3.1]eicosa-1⁽¹⁹⁾,16⁽²⁰⁾,17-triene-5,12-dione

Chemical Property of 4,13-dibenzyl-3,6,11,14,20-pentaaza-bicyclo[14.3.1]eicosa-1⁽¹⁹⁾,16⁽²⁰⁾,17-triene-5,12-dione

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Technology Process of 4,13-dibenzyl-3,6,11,14,20-pentaaza-bicyclo[14.3.1]eicosa-1⁽¹⁹⁾,16⁽²⁰⁾,17-triene-5,12-dione

There total 3 articles about 4,13-dibenzyl-3,6,11,14,20-pentaaza-bicyclo[14.3.1]eicosa-1⁽¹⁹⁾,16⁽²⁰⁾,17-triene-5,12-dione 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: 65.0%

2,6-bis-(bromomethyl)pyridine (7703-74-4) + 1,4-bis(Phe-amino)butane (81638-49-5) → 4,13-dibenzyl-3,6,11,14,20-pentaaza-bicyclo[14.3.1]eicosa-1(19),16(20),17-triene-5,12-dione (883561-85-1)

Guidance literature:

With tetrabutylammomium bromide; potassium carbonate; In acetonitrile; for 12h; Heating;

DOI:10.1039/b512762a

Reference yield:

N-(benzyloxycarbonyl)-phenylalanine-N-hydroxysuccinimide ester (3397-32-8) → 4,13-dibenzyl-3,6,11,14,20-pentaaza-bicyclo[14.3.1]eicosa-1(19),16(20),17-triene-5,12-dione (883561-85-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,2-dimethoxy-ethane

2: 65 percent / tetrabutylammonium bromide; K₂CO₃ / acetonitrile / 12 h / Heating

With tetrabutylammomium bromide; potassium carbonate; In 1,2-dimethoxyethane; acetonitrile;

DOI:10.1039/b512762a

Reference yield:

N-Cbz-L-Phe (1161-13-3) → 4,13-dibenzyl-3,6,11,14,20-pentaaza-bicyclo[14.3.1]eicosa-1(19),16(20),17-triene-5,12-dione (883561-85-1)

Guidance literature:

Multi-step reaction with 3 steps

1: DCC

2: 1,2-dimethoxy-ethane

3: 65 percent / tetrabutylammonium bromide; K₂CO₃ / acetonitrile / 12 h / Heating

With tetrabutylammomium bromide; potassium carbonate; dicyclohexyl-carbodiimide; In 1,2-dimethoxyethane; acetonitrile;

DOI:10.1039/b512762a

upstream raw materials:

2,6-bis-(bromomethyl)pyridine

1,4-bis(Phe-amino)butane

N-(benzyloxycarbonyl)-phenylalanine-N-hydroxysuccinimide ester

N-Cbz-L-Phe

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