tert-butyl 2-(3-chloropropyl)-2-cyanopyrrolidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 2-(3-chloropropyl)-2-cyanopyrrolidine-1-carboxylate
• CAS No.: 960294-13-7
• Molecular Formula: C₁₃H₂₁ClN₂O₂
• Molecular Weight: 272.775
• Mol file: 960294-13-7.mol

Synonyms:

Chemical Property of tert-butyl 2-(3-chloropropyl)-2-cyanopyrrolidine-1-carboxylate

Chemical Property:

Purity/Quality:

95%-98% ^*data from raw suppliers

tert-Butyl2-(3-chloropropyl)-2-cyanopyrrolidine-1-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 2-(3-chloropropyl)-2-cyanopyrrolidine-1-carboxylate

There total 3 articles about tert-butyl 2-(3-chloropropyl)-2-cyanopyrrolidine-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: 75.0%

1,3-Dichloropropane (142-28-9) + N-tert-butoxycarbonyl-α-cyanopyrrolidine (144688-70-0) → tert-butyl 2-(3-chloropropyl)-2-cyanopyrrolidine-1-carboxylate (960294-13-7)

Guidance literature:

N-tert-butoxycarbonyl-α-cyanopyrrolidine; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.75h;

1,3-Dichloropropane; In tetrahydrofuran; at -78 - 20 ℃; Further stages.;

DOI:10.1080/00397910701571599

Reference yield:

tert-butyl 2-carbamoylpyrrolidine-1-carboxylate (54503-10-5) → tert-butyl 2-(3-chloropropyl)-2-cyanopyrrolidine-1-carboxylate (960294-13-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 85 percent / trifluoroacetic anhydride; triethylamine / CH₂Cl₂ / 0 - 20 °C

2.1: lithium diisopropylamide / tetrahydrofuran / 0.75 h / -78 °C

2.2: 75 percent / tetrahydrofuran / -78 - 20 °C

With triethylamine; trifluoroacetic anhydride; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;

DOI:10.1080/00397910701571599

Reference yield:

N-tert-butoxycarbonyl-proline (15761-39-4,59433-50-0) → tert-butyl 2-(3-chloropropyl)-2-cyanopyrrolidine-1-carboxylate (960294-13-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: isopropyl chloroformate; triethylamine / CH₂Cl₂ / 0.5 h / -30 - -20 °C

1.2: 60 percent / aq. NH₃ / CH₂Cl₂ / -30 - 20 °C

2.1: 85 percent / trifluoroacetic anhydride; triethylamine / CH₂Cl₂ / 0 - 20 °C

3.1: lithium diisopropylamide / tetrahydrofuran / 0.75 h / -78 °C

3.2: 75 percent / tetrahydrofuran / -78 - 20 °C

With isopropyl chloroformate; triethylamine; trifluoroacetic anhydride; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;

DOI:10.1080/00397910701571599

upstream raw materials:

1,3-Dichloropropane

N-tert-butoxycarbonyl-α-cyanopyrrolidine

tert-butyl 2-carbamoylpyrrolidine-1-carboxylate

N-tert-butoxycarbonyl-proline

Downstream raw materials:

tert-butyl 1,7-diazaspiro[4.5]decane-1-carboxylate