1-benzyl 2-methyl 2-(2'-(2'',5''-dioxoimidazolidin-4''-yl)ethyl)pyrrolidine-1,2-dicarboxylate

Base Information

Chemical Name:1-benzyl 2-methyl 2-(2'-(2'',5''-dioxoimidazolidin-4''-yl)ethyl)pyrrolidine-1,2-dicarboxylate
CAS No.:1421067-15-3
Molecular Formula:C₁₉H₂₃N₃O₆
Molecular Weight:389.408
Hs Code.:

Synonyms:1-benzyl 2-methyl 2-(2'-(2'',5''-dioxoimidazolidin-4''-yl)ethyl)pyrrolidine-1,2-dicarboxylate

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Chemical Property of 1-benzyl 2-methyl 2-(2'-(2'',5''-dioxoimidazolidin-4''-yl)ethyl)pyrrolidine-1,2-dicarboxylate

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Technology Process of 1-benzyl 2-methyl 2-(2'-(2'',5''-dioxoimidazolidin-4''-yl)ethyl)pyrrolidine-1,2-dicarboxylate

There total 7 articles about 1-benzyl 2-methyl 2-(2'-(2'',5''-dioxoimidazolidin-4''-yl)ethyl)pyrrolidine-1,2-dicarboxylate 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: 86.0%

: potassium cyanide

: 1421067-12-0
1-benzyl 2-methyl 2-(2-formylethyl)pyrrolidine-1,2-dicarboxylate

: 1421067-15-3
1-benzyl 2-methyl 2-(2'-(2'',5''-dioxoimidazolidin-4''-yl)ethyl)pyrrolidine-1,2-dicarboxylate

Guidance literature:: potassium cyanide; 1-benzyl 2-methyl 2-(2-formylethyl)pyrrolidine-1,2-dicarboxylate; With ammonium carbonate; In methanol; water; Inert atmosphere;

With potassium cyanide; In methanol; water; at 20 ℃; for 84h;
DOI:10.1016/j.tet.2012.12.004

Reference yield:

: 108645-62-1
N-benzyloxycarbonylproline methyl ester

: 1421067-15-3
1-benzyl 2-methyl 2-(2'-(2'',5''-dioxoimidazolidin-4''-yl)ethyl)pyrrolidine-1,2-dicarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 0 °C / Inert atmosphere

1.2: 12 h / 20 °C / Inert atmosphere

2.1: 2-Methyl-1-butene; borane-THF; sodium hydroxide; dihydrogen peroxide / tetrahydrofuran / -15 - 0 °C / Inert atmosphere

2.2: 0 - 20 °C

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -78 °C

3.2: -78 - 20 °C

4.1: ammonium carbonate / methanol; water / Inert atmosphere

4.2: 84 h / 20 °C

With borane-THF; oxalyl dichloride; dihydrogen peroxide; ammonium carbonate; 2-Methyl-1-butene; dimethyl sulfoxide; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; water; 3.1: |Swern Oxidation / 4.1: |Bucherer-Bergs Reaction;
DOI:10.1016/j.tet.2012.12.004

Reference yield:

: 161417-43-2
1-Benzyloxycarbonyl-2-(methoxycarbonyl)-2-(2-propenyl)pyrrolidine

: 1421067-15-3
1-benzyl 2-methyl 2-(2'-(2'',5''-dioxoimidazolidin-4''-yl)ethyl)pyrrolidine-1,2-dicarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 2-Methyl-1-butene; borane-THF; sodium hydroxide; dihydrogen peroxide / tetrahydrofuran / -15 - 0 °C / Inert atmosphere

1.2: 0 - 20 °C

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -78 °C

2.2: -78 - 20 °C

3.1: ammonium carbonate / methanol; water / Inert atmosphere

3.2: 84 h / 20 °C

With borane-THF; oxalyl dichloride; dihydrogen peroxide; ammonium carbonate; 2-Methyl-1-butene; dimethyl sulfoxide; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; 2.1: |Swern Oxidation / 3.1: |Bucherer-Bergs Reaction;
DOI:10.1016/j.tet.2012.12.004