(2R,3S,4R)-1-benzyl 2-methyl 4-fluoro-3-methylpyrrolidine-1,2-dicarboxylate

Base Information

Chemical Name:(2R,3S,4R)-1-benzyl 2-methyl 4-fluoro-3-methylpyrrolidine-1,2-dicarboxylate
CAS No.:1610036-76-4
Molecular Formula:C₁₅H₁₈FNO₄
Molecular Weight:295.311
Hs Code.:

Synonyms:(2R,3S,4R)-1-benzyl 2-methyl 4-fluoro-3-methylpyrrolidine-1,2-dicarboxylate

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Chemical Property of (2R,3S,4R)-1-benzyl 2-methyl 4-fluoro-3-methylpyrrolidine-1,2-dicarboxylate

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Technology Process of (2R,3S,4R)-1-benzyl 2-methyl 4-fluoro-3-methylpyrrolidine-1,2-dicarboxylate

There total 5 articles about (2R,3S,4R)-1-benzyl 2-methyl 4-fluoro-3-methylpyrrolidine-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: 27.0%

: 1610036-75-3
(2R,3S,4S)-1-benzyl 2-methyl 4-hydroxy-3-methylpyrrolidine-1,2-dicarboxylate

: 1610036-76-4
(2R,3S,4R)-1-benzyl 2-methyl 4-fluoro-3-methylpyrrolidine-1,2-dicarboxylate

Guidance literature:: With diethylamino-sulfur trifluoride; In dichloromethane; at -78 - 20 ℃; for 16h;

Reference yield:

: 1367552-62-2
1-benzyl 2-methyl (R)-4-((tert-butyldimethylsilyl)oxy)-4.5-dihydro-1H-pyrrole-1,2-dicarboxylate

: 1610036-76-4
(2R,3S,4R)-1-benzyl 2-methyl 4-fluoro-3-methylpyrrolidine-1,2-dicarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: copper(I) bromide dimethylsulfide complex / diethyl ether / 1 h

1.2: 0.75 h / -45 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

3.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 1.08 h / 20 °C

4.1: lithium hydroxide monohydrate / methanol; tetrahydrofuran; water / 3 h / 20 °C / Inert atmosphere

4.2: 16 h / 20 °C

5.1: diethylamino-sulfur trifluoride / dichloromethane / 16 h / -78 - 20 °C

With copper(I) bromide dimethylsulfide complex; lithium hydroxide monohydrate; diethylamino-sulfur trifluoride; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water;

Reference yield:

: 1367552-64-4
(2R,3S,4R)-1-benzyl 2-methyl 4-((tert-butyldimethylsilyl)oxy)-3-methylpyrrolidine-1,2-dicarboxylate

: 1610036-76-4
(2R,3S,4R)-1-benzyl 2-methyl 4-fluoro-3-methylpyrrolidine-1,2-dicarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

2.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 1.08 h / 20 °C

3.1: lithium hydroxide monohydrate / methanol; tetrahydrofuran; water / 3 h / 20 °C / Inert atmosphere

3.2: 16 h / 20 °C

4.1: diethylamino-sulfur trifluoride / dichloromethane / 16 h / -78 - 20 °C

With lithium hydroxide monohydrate; diethylamino-sulfur trifluoride; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; water;