dibenzyl 5,5'-((ethane-1,2-diylbis(azanediyl))bis(carbonyl))bis(3-hydroxypyrrolidine-1-carboxylate)

Base Information

Chemical Name:dibenzyl 5,5'-((ethane-1,2-diylbis(azanediyl))bis(carbonyl))bis(3-hydroxypyrrolidine-1-carboxylate)
CAS No.:1442643-48-2
Molecular Formula:C₂₈H₃₄N₄O₈
Molecular Weight:554.6
Hs Code.:

Synonyms:dibenzyl 5,5'-((ethane-1,2-diylbis(azanediyl))bis(carbonyl))bis(3-hydroxypyrrolidine-1-carboxylate)

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Chemical Property of dibenzyl 5,5'-((ethane-1,2-diylbis(azanediyl))bis(carbonyl))bis(3-hydroxypyrrolidine-1-carboxylate)

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Technology Process of dibenzyl 5,5'-((ethane-1,2-diylbis(azanediyl))bis(carbonyl))bis(3-hydroxypyrrolidine-1-carboxylate)

There total 1 articles about dibenzyl 5,5'-((ethane-1,2-diylbis(azanediyl))bis(carbonyl))bis(3-hydroxypyrrolidine-1-carboxylate) 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: 73.0%

: 107-15-3,85404-18-8
ethylenediamine

: 13504-85-3
(2S,4R)-1-(benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid

: 1442643-48-2
dibenzyl 5,5'-((ethane-1,2-diylbis(azanediyl))bis(carbonyl))bis(3-hydroxypyrrolidine-1-carboxylate)

Guidance literature:: (2S,4R)-1-(benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid; With chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; at 0 ℃; for 0.75h;

ethylenediamine; In tetrahydrofuran; at 20 ℃; for 5h;
DOI:10.1002/ejoc.201201144

Reference yield: 92.0%

: 2067-33-6
5-bromopentanoic acid

: 1442643-48-2
dibenzyl 5,5'-((ethane-1,2-diylbis(azanediyl))bis(carbonyl))bis(3-hydroxypyrrolidine-1-carboxylate)

: 1442643-54-0
dibenzyl 5,5'-((ethane-1,2-diylbis(azanediyl))bis(carbonyl))bis(3-((5-bromopentanoyl)oxy)pyrrolidine-1-carboxylate)

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 25 ℃; for 4h;
DOI:10.1002/ejoc.201201144

Reference yield:

: 1442643-48-2
dibenzyl 5,5'-((ethane-1,2-diylbis(azanediyl))bis(carbonyl))bis(3-hydroxypyrrolidine-1-carboxylate)

: 3,3'-(((5,5'-((ethane-1,2-diylbis(azanediyl))bis(carbonyl))bis(1-((benzyloxy)carbonyl)pyrrolidine-5,3-diyl))bis(oxy))bis(5-oxopentane-5,1-diyl))bis(1-methyl-1H-imidazol-3-ium) bromide

Guidance literature:: Multi-step reaction with 2 steps

1: dicyclohexyl-carbodiimide; dmap / dichloromethane / 4 h / 25 °C

2: 0.08 h / 80 °C

With dmap; dicyclohexyl-carbodiimide; In dichloromethane;
DOI:10.1002/ejoc.201201144