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

Base Information

• Chemical Name: 1,8-bis(tert-butoxycarbonyl)-4-[4-(chloromethyl)benzoyl]-11-(2,2,2-trichloroethoxycarbonyl)-1,4,8,11-tetraazacyclotetradecane
• CAS No.: 890706-71-5
• Molecular Formula: C₃₁H₄₆Cl₄N₄O₇
• Molecular Weight: 728.541
• Mol file: 890706-71-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about 1,8-bis(tert-butoxycarbonyl)-4-[4-(chloromethyl)benzoyl]-11-(2,2,2-trichloroethoxycarbonyl)-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: 95.0%

1,8-bis(tert-butoxycarbonyl)-4-(2,2,2-trichloroethoxycarbonyl)-1,4,8,11-tetraazacyclotetradecane (890706-67-9) + p-(chloromethyl)benzoyl chloride (876-08-4) → 1,8-bis(tert-butoxycarbonyl)-4-[4-(chloromethyl)benzoyl]-11-(2,2,2-trichloroethoxycarbonyl)-1,4,8,11-tetraazacyclotetradecane (890706-71-5)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 12h;

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) → 1,8-bis(tert-butoxycarbonyl)-4-[4-(chloromethyl)benzoyl]-11-(2,2,2-trichloroethoxycarbonyl)-1,4,8,11-tetraazacyclotetradecane (890706-71-5)

Guidance literature:

Multi-step reaction with 3 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

With hydrogen; acetic acid; triethylamine; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1016/j.tet.2006.02.012

Reference yield:

di-tert-butyl 1,4,8,11-tetraazacyclotetradecane-1,8-dicarboxylate (170161-29-2) → 1,8-bis(tert-butoxycarbonyl)-4-[4-(chloromethyl)benzoyl]-11-(2,2,2-trichloroethoxycarbonyl)-1,4,8,11-tetraazacyclotetradecane (890706-71-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / triethylamine / CH₂Cl₂ / 12 h / 20 °C

2: 95 percent / triethylamine / CH₂Cl₂ / 12 h / 20 °C

With triethylamine; In dichloromethane;

DOI:10.1016/j.tet.2006.02.012

upstream raw materials:

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

p-(chloromethyl)benzoyl chloride

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

di-tert-butyl 1,4,8,11-tetraazacyclotetradecane-1,8-dicarboxylate

Downstream raw materials:

16-(4-{[4,11-bis(tert-butoxycarbonyl)-8-{4-[(13-tert-butoxycarbonyl-1,9-dithia-5,13-diazacyclohexadecan-5-yl)methyl]benzoyl}-1,4,8,11-tetraazacyclotetradecan-1-yl]carbonyl}benzyl)-1,4,7,10,13-pentaoxa-16-azacyclooctadecane

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

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