4-[benzyloxycarbonyl-(2-tert-butoxycarbonylaminoethyl)amino]-2,2,6,6-tetraethylpiperidin-1-oxyl radical

Base Information

Chemical Name:4-[benzyloxycarbonyl-(2-tert-butoxycarbonylaminoethyl)amino]-2,2,6,6-tetraethylpiperidin-1-oxyl radical
CAS No.:941228-08-6
Molecular Formula:C₂₈H₄₆N₃O₅
Molecular Weight:504.69
Hs Code.:

Synonyms:4-[benzyloxycarbonyl-(2-tert-butoxycarbonylaminoethyl)amino]-2,2,6,6-tetraethylpiperidin-1-oxyl radical

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Chemical Property of 4-[benzyloxycarbonyl-(2-tert-butoxycarbonylaminoethyl)amino]-2,2,6,6-tetraethylpiperidin-1-oxyl radical

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Technology Process of 4-[benzyloxycarbonyl-(2-tert-butoxycarbonylaminoethyl)amino]-2,2,6,6-tetraethylpiperidin-1-oxyl radical

There total 2 articles about 4-[benzyloxycarbonyl-(2-tert-butoxycarbonylaminoethyl)amino]-2,2,6,6-tetraethylpiperidin-1-oxyl radical 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: 68.0%

: 941228-07-5
4-(2-tert-butoxycarbonylaminoethylamino)-2,2,6,6-tetraethylpiperidin-1-oxyl radical

: 501-53-1,94274-21-2
benzyl chloroformate

: 941228-08-6
4-[benzyloxycarbonyl-(2-tert-butoxycarbonylaminoethyl)amino]-2,2,6,6-tetraethylpiperidin-1-oxyl radical

Guidance literature:: With triethylamine; dmap; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/ja0686716

Reference yield:

: 57260-73-8
N-BOC-1,2-diaminoethane

: 941228-08-6
4-[benzyloxycarbonyl-(2-tert-butoxycarbonylaminoethyl)amino]-2,2,6,6-tetraethylpiperidin-1-oxyl radical

Guidance literature:: Multi-step reaction with 2 steps

1.1: Ti(O-iPr)4 / 0.33 h

1.2: 1.5 h / 20 °C

1.3: 84 percent / NaBH₃CN / methanol / 14 h

2.1: 68 percent / triethylamine / DMAP / CH₂Cl₂ / 0 - 20 °C

With titanium(IV) isopropylate; triethylamine; dmap; In dichloromethane;
DOI:10.1021/ja0686716

Reference yield: 92.0%

: 941228-08-6
4-[benzyloxycarbonyl-(2-tert-butoxycarbonylaminoethyl)amino]-2,2,6,6-tetraethylpiperidin-1-oxyl radical

: 108-59-8
malonic acid dimethyl ester

: 2-{4-[benzyloxycarbonyl-(2-tert-butoxycarbonylaminoethyl)amino]-2,2,6,6-tetraethylpiperidin-1-yloxy}malonic acid dimethyl ester

Guidance literature:: malonic acid dimethyl ester; With lithium diisopropyl amide; In 1,2-dimethoxyethane; hexane; at -78 ℃; for 0.75h;

4-[benzyloxycarbonyl-(2-tert-butoxycarbonylaminoethyl)amino]-2,2,6,6-tetraethylpiperidin-1-oxyl radical; In 1,2-dimethoxyethane; hexane; at -78 ℃;

With copper dichloride; In 1,2-dimethoxyethane; hexane; at -78 - 20 ℃; Further stages.;
DOI:10.1021/ja0686716