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

Base Information

• Chemical Name: 5-(4-{[4,11-bis(tert-butoxycarbonyl)-1,4,8,11-tetraazacyclotetradecan-1-yl]carbonyl}benzyl)-1,9-dithia-5,13-diazacyclohexadecane
• CAS No.: 890706-75-9
• Molecular Formula: C₄₀H₇₀N₆O₅S₂
• Molecular Weight: 779.165
• Mol file: 890706-75-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about 5-(4-{[4,11-bis(tert-butoxycarbonyl)-1,4,8,11-tetraazacyclotetradecan-1-yl]carbonyl}benzyl)-1,9-dithia-5,13-diazacyclohexadecane 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: 83.0%

5-(4-{[4,11-bis(tert-butoxycarbonyl)-8-(2,2,2-trichloroethoxycarbonyl)-1,4,8,11-tetraazacyclotetradecan-1-yl]carbonyl}benzyl)-13-(2,2,2-trichloroethoxycarbonyl)-1,9-dithia-5,13-diazacyclohexadecane (890706-73-7) → 5-(4-{[4,11-bis(tert-butoxycarbonyl)-1,4,8,11-tetraazacyclotetradecan-1-yl]carbonyl}benzyl)-1,9-dithia-5,13-diazacyclohexadecane (890706-75-9)

Guidance literature:

With acetic acid; zinc; at 20 ℃; for 2h;

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-(4-{[4,11-bis(tert-butoxycarbonyl)-1,4,8,11-tetraazacyclotetradecan-1-yl]carbonyl}benzyl)-1,9-dithia-5,13-diazacyclohexadecane (890706-75-9)

Guidance literature:

Multi-step reaction with 5 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: 84 percent / sodium carbonate; sodium iodide / acetonitrile / 24 h / Heating

5: 83 percent / glacial acetic acid; zinc / 2 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

Reference yield:

1,8-bis(tert-butoxycarbonyl)-4-(2,2,2-trichloroethoxycarbonyl)-1,4,8,11-tetraazacyclotetradecane (890706-67-9) → 5-(4-{[4,11-bis(tert-butoxycarbonyl)-1,4,8,11-tetraazacyclotetradecan-1-yl]carbonyl}benzyl)-1,9-dithia-5,13-diazacyclohexadecane (890706-75-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / triethylamine / CH₂Cl₂ / 12 h / 20 °C

2: 84 percent / sodium carbonate; sodium iodide / acetonitrile / 24 h / Heating

3: 83 percent / glacial acetic acid; zinc / 2 h / 20 °C

With sodium carbonate; acetic acid; triethylamine; sodium iodide; zinc; In dichloromethane; acetonitrile;

DOI:10.1016/j.tet.2006.02.012

upstream raw materials:

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

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

1,8-bis(tert-butoxycarbonyl)-4-(2,2,2-trichloroethoxycarbonyl)-1,4,8,11-tetraazacyclotetradecane

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