1-benzyl 2-methyl 2-(2-formylethyl)pyrrolidine-1,2-dicarboxylate

Base Information

Chemical Name:1-benzyl 2-methyl 2-(2-formylethyl)pyrrolidine-1,2-dicarboxylate
CAS No.:1421067-12-0
Molecular Formula:C₁₇H₂₁NO₅
Molecular Weight:319.357
Hs Code.:

Synonyms:1-benzyl 2-methyl 2-(2-formylethyl)pyrrolidine-1,2-dicarboxylate

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Chemical Property of 1-benzyl 2-methyl 2-(2-formylethyl)pyrrolidine-1,2-dicarboxylate

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Technology Process of 1-benzyl 2-methyl 2-(2-formylethyl)pyrrolidine-1,2-dicarboxylate

There total 5 articles about 1-benzyl 2-methyl 2-(2-formylethyl)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: 66.0%

: 161417-44-3
1-benzyl 2-methyl 2-(3'-hydroxypropyl)pyrrolidine-1,2-dicarboxylate

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

Guidance literature:: 1-benzyl 2-methyl 2-(3'-hydroxypropyl)pyrrolidine-1,2-dicarboxylate; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃;

With triethylamine; In dichloromethane; at -78 - 20 ℃;
DOI:10.1016/j.tet.2012.12.004

Reference yield:

: 108645-62-1
N-benzyloxycarbonylproline methyl ester

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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

: 1148-11-4
N-carbobenzyloxyproline

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

Guidance literature:: Multi-step reaction with 4 steps

1.1: sulfuric acid / 3 h / Reflux

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

2.2: 12 h / 20 °C / Inert atmosphere

3.1: 2-Methyl-1-butene; borane-THF; sodium hydroxide; dihydrogen peroxide / tetrahydrofuran / -15 - 0 °C / Inert atmosphere

3.2: 0 - 20 °C

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

4.2: -78 - 20 °C

With borane-THF; oxalyl dichloride; sulfuric acid; dihydrogen peroxide; 2-Methyl-1-butene; dimethyl sulfoxide; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; 4.1: |Swern Oxidation;
DOI:10.1016/j.tet.2012.12.004