1,8-dibenzyl-4,11-bis(tert-butoxycarbonyl)-1,4,8,11-tetraazacyclotetradecane

Base Information

• Chemical Name: 1,8-dibenzyl-4,11-bis(tert-butoxycarbonyl)-1,4,8,11-tetraazacyclotetradecane
• CAS No.: 866414-15-5
• Molecular Formula: C₃₄H₅₂N₄O₄
• Molecular Weight: 580.811
• Mol file: 866414-15-5.mol

Synonyms:1,8-dibenzyl-4,11-bis(tert-butoxycarbonyl)-1,4,8,11-tetraazacyclotetradecane

Chemical Property of 1,8-dibenzyl-4,11-bis(tert-butoxycarbonyl)-1,4,8,11-tetraazacyclotetradecane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,8-dibenzyl-4,11-bis(tert-butoxycarbonyl)-1,4,8,11-tetraazacyclotetradecane

There total 1 articles about 1,8-dibenzyl-4,11-bis(tert-butoxycarbonyl)-1,4,8,11-tetraazacyclotetradecane 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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + 1,8-Dibenzyl-1,4,8,11-tetraazacyclotetradecane (214078-93-0) → 1,8-dibenzyl-4,11-bis(tert-butoxycarbonyl)-1,4,8,11-tetraazacyclotetradecane (866414-15-5)

Guidance literature:

In dichloromethane; at 20 ℃; for 4h;

DOI:10.1016/j.tet.2006.02.012

Reference yield:

1,8-dibenzyl-4,11-bis(tert-butoxycarbonyl)-1,4,8,11-tetraazacyclotetradecane (866414-15-5) → 5-tert-butoxycarbonyl-13-(4-{[4,11-bis(tert-butoxycarbonyl)-8-(2,2,2-trichloroethoxycarbonyl)-1,4,8,11-tetraazacyclotetradecan-1-yl]carbonyl}benzyl)-1,9-dithia-5,13-diazacyclohexadecane (890706-72-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / glacial acetic acid; hydrogen / palladium on charcoal / methanol / 12 h / 2280 Torr

2: 72 percent / triethylamine / CH₂Cl₂ / 12 h / 20 °C

3: 95 percent / triethylamine / CH₂Cl₂ / 12 h / 20 °C

4: 96 percent / sodium carbonate; sodium iodide / acetonitrile / 24 h / Heating

With hydrogen; sodium carbonate; acetic acid; triethylamine; sodium iodide; palladium on activated charcoal; In methanol; dichloromethane; acetonitrile;

DOI:10.1016/j.tet.2006.02.012

Reference yield:

1,8-dibenzyl-4,11-bis(tert-butoxycarbonyl)-1,4,8,11-tetraazacyclotetradecane (866414-15-5) → 5-tert-butoxycarbonyl-13-[4-({4,11-bis(tert-butoxycarbonyl)-8-[4-(chloromethyl)benzoyl]-1,4,8,11-tetraazacyclotetradecan-1-yl}carbonyl)benzyl]-1,9-dithia-5,13-diazacyclohexadecane (890706-76-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 100 percent / glacial acetic acid; hydrogen / palladium on charcoal / methanol / 12 h / 2280 Torr

2: 72 percent / triethylamine / CH₂Cl₂ / 12 h / 20 °C

3: 95 percent / triethylamine / CH₂Cl₂ / 12 h / 20 °C

4: 96 percent / sodium carbonate; sodium iodide / acetonitrile / 24 h / Heating

5: 76 percent / glacial acetic acid; zinc / 12 h / 20 °C

6: 93 percent / triethylamine / CH₂Cl₂ / 12 h / 20 °C

With hydrogen; sodium carbonate; acetic acid; triethylamine; sodium iodide; zinc; palladium on activated charcoal; In methanol; dichloromethane; acetonitrile;

DOI:10.1016/j.tet.2006.02.012

upstream raw materials:

di-tert-butyl dicarbonate

1,8-Dibenzyl-1,4,8,11-tetraazacyclotetradecane

Downstream raw materials:

1,8-bis(tert-butoxycarbonyl)-4-[4-(chloromethyl)benzoyl]-11-(2,2,2-trichloroethoxycarbonyl)-1,4,8,11-tetraazacyclotetradecane

5-(4-{[4,11-bis(tert-butoxycarbonyl)-1,4,8,11-tetraazacyclotetradecan-1-yl]carbonyl}benzyl)-1,9-dithia-5,13-diazacyclohexadecane

5-tert-butoxycarbonyl-13-(4-{[4,11-bis(tert-butoxycarbonyl)-1,4,8,11-tetraazacyclotetradecan-1-yl]carbonyl}benzyl)-1,9-dithia-5,13-diazacyclohexadecane

5-tert-butoxycarbonyl-13-(4-{[4,11-bis(tert-butoxycarbonyl)-8-(2,2,2-trichloroethoxycarbonyl)-1,4,8,11-tetraazacyclotetradecan-1-yl]carbonyl}benzyl)-1,9-dithia-5,13-diazacyclohexadecane