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

Base Information

• Chemical Name: 1,8-bis(tert-butoxycarbonyl)-4,11-bis[4-(chloromethyl)benzoyl]-1,4,8,11-tetraazacyclotetradecane
• CAS No.: 414858-13-2
• Molecular Formula: C₃₆H₅₀Cl₂N₄O₆
• Molecular Weight: 705.722

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

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

Chemical Property:

Purity/Quality:

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

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

p-(chloromethyl)benzoyl chloride (876-08-4) + di-tert-butyl 1,4,8,11-tetraazacyclotetradecane-1,8-dicarboxylate (170161-29-2) → 1,8-bis(tert-butoxycarbonyl)-4,11-bis[4-(chloromethyl)benzoyl]-1,4,8,11-tetraazacyclotetradecane (414858-13-2)

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)-4,11-bis[4-(chloromethyl)benzoyl]-1,4,8,11-tetraazacyclotetradecane (414858-13-2)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 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: 87.0%

5-(2,2,2-trichloroethoxycarbonyl)-1,9-dithia-5,13-diazacyclohexadecane (180966-00-1) + 1,8-bis(tert-butoxycarbonyl)-4,11-bis[4-(chloromethyl)benzoyl]-1,4,8,11-tetraazacyclotetradecane (414858-13-2) → 4,11-bis-{4-[13-(2,2,2-trichloro-ethoxycarbonyl)-1,9-dithia-5,13-diaza-cyclohexadec-5-ylmethyl]-benzoyl}-1,4,8,11tetraaza-cyclotetradecane-1,8-dicarboxylic acid di-tert-butyl ester (890706-84-0)

Guidance literature:

With sodium carbonate; In acetonitrile; for 24h; Heating;

DOI:10.1016/j.tet.2006.02.012

upstream raw materials:

p-(chloromethyl)benzoyl chloride

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

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

Downstream raw materials:

4,11-bis-{4-[13-(2,2,2-trichloro-ethoxycarbonyl)-1,9-dithia-5,13-diaza-cyclohexadec-5-ylmethyl]-benzoyl}-1,4,8,11tetraaza-cyclotetradecane-1,8-dicarboxylic acid di-tert-butyl ester

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