(S)-benzyl 2-((dimethylamino) methyl)pyrrolidine-1-carboxylate

Base Information

• Chemical Name: (S)-benzyl 2-((dimethylamino) methyl)pyrrolidine-1-carboxylate
• CAS No.: 1316160-31-2
• Molecular Formula: C₁₅H₂₂N₂O₂
• Molecular Weight: 262.352
• Mol file: 1316160-31-2.mol

Synonyms:(S)-benzyl 2-((dimethylamino) methyl)pyrrolidine-1-carboxylate

Chemical Property of (S)-benzyl 2-((dimethylamino) methyl)pyrrolidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-benzyl 2-((dimethylamino) methyl)pyrrolidine-1-carboxylate

There total 4 articles about (S)-benzyl 2-((dimethylamino) methyl)pyrrolidine-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: 86.0%

(S)-benzyl 2-(bromomethyl)pyrrolidine-1-carboxylate + dimethyl amine (124-40-3) → (S)-benzyl 2-((dimethylamino) methyl)pyrrolidine-1-carboxylate (1316160-31-2)

Guidance literature:

In methanol; water; at 55 ℃; for 18h;

DOI:10.1007/s10562-011-0649-4

Reference yield:

N-Cbz-Prolinol (6216-63-3) → (S)-benzyl 2-((dimethylamino) methyl)pyrrolidine-1-carboxylate (1316160-31-2)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 18 h / 0 - 20 °C

2: lithium bromide monohydrate / tetrahydrofuran / 16 h / Inert atmosphere; Reflux

3: methanol; water / 18 h / 55 °C

With lithium bromide monohydrate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1007/s10562-011-0649-4

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → (S)-benzyl 2-((dimethylamino) methyl)pyrrolidine-1-carboxylate (1316160-31-2)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / dichloromethane / 0 - 20 °C

2: triethylamine / dichloromethane / 18 h / 0 - 20 °C

3: lithium bromide monohydrate / tetrahydrofuran / 16 h / Inert atmosphere; Reflux

4: methanol; water / 18 h / 55 °C

With lithium bromide monohydrate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1007/s10562-011-0649-4

upstream raw materials:

dimethyl amine

N-Cbz-Prolinol

benzyl chloroformate

(S)-1-Pyrrolidin-2-yl-methanol

Downstream raw materials:

(S)-N-((1-(benzyloxycarbonyl)pyrrolidin-2-yl)methyl)-N,N-dimethylbutan-1-aminium bromide

(S)-N-((1-(benzyloxycarbonyl)pyrrolidin-2-yl)methyl)-N,N-dimethylethanaminium bromide

(S)-N-((1-(benzyloxycarbonyl)pyrrolidin-2-yl)methyl)-N,N-dimethyloctan-1-aminium bromide

(S)-N-((1-(benzyloxycarbonyl)pyrrolidin-2-yl)methyl)-N,N-dimethylpropan-1-aminium bromide