tert-butyl 3-(2-((Methylsulfonyl)oxy)ethyl)pyrrolidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 3-(2-((Methylsulfonyl)oxy)ethyl)pyrrolidine-1-carboxylate
• CAS No.: 160132-53-6
• Molecular Formula: C12H23NO5S
• Molecular Weight: 293.37972
• Mol file: 160132-53-6.mol

Synonyms:tert-butyl 3-(2-((Methylsulfonyl)oxy)ethyl)pyrrolidine-1-carboxylate;1-Boc-3-[2-(mesyloxy)ethyl]pyrrolidine

Chemical Property of tert-butyl 3-(2-((Methylsulfonyl)oxy)ethyl)pyrrolidine-1-carboxylate

Chemical Property:

• PSA: 81.29000
• LogP: 2.62840

Purity/Quality:

99% ^*data from raw suppliers

tert-butyl3-(2-((methylsulfonyl)oxy)ethyl)pyrrolidine-1-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-butyl 3-(2-((Methylsulfonyl)oxy)ethyl)pyrrolidine-1-carboxylate

There total 5 articles about tert-butyl 3-(2-((Methylsulfonyl)oxy)ethyl)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:

tert-butyl-3-(2-hydroxyethyl)pyrrolidine-1-carboxylate + methanesulfonyl chloride (124-63-0) → tert-butyl-3-(2-methylsulfonyloxyethyl)pyrrolidine-1-carboxylate (160132-53-6)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 1.5h; Inert atmosphere;

Reference yield:

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester (101385-93-7) → tert-butyl-3-(2-methylsulfonyloxyethyl)pyrrolidine-1-carboxylate (160132-53-6)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / N,N-dimethyl-formamide / 15 h / 50 °C / Inert atmosphere

2: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

3: hydrogen; palladium 10% on activated carbon / methanol / 3 h / 15 °C / 775.74 Torr

4: triethylamine / dichloromethane / 2 h / 0 °C / Inert atmosphere

With lithium aluminium tetrahydride; palladium 10% on activated carbon; hydrogen; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

tert-butyl 3-(2-ethoxy-2-oxoethylidene)pyrrolidine-1-carboxylate (664364-28-7) → tert-butyl-3-(2-methylsulfonyloxyethyl)pyrrolidine-1-carboxylate (160132-53-6)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

2: hydrogen; palladium 10% on activated carbon / methanol / 3 h / 15 °C / 775.74 Torr

3: triethylamine / dichloromethane / 2 h / 0 °C / Inert atmosphere

With lithium aluminium tetrahydride; palladium 10% on activated carbon; hydrogen; triethylamine; In tetrahydrofuran; methanol; dichloromethane;

upstream raw materials:

methanesulfonyl chloride

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

tert-butyl 3-(2-ethoxy-2-oxoethylidene)pyrrolidine-1-carboxylate

3-(2-hydroxy-ethylidene)-pyrrolidine-1-carboxylic acid tert-butyl ester

Refernces

• 1、 -. "SERINE/THREONINE KINASE INHIBITORS". Paragraph 0288; 0289. . Retrieved 2015/02/19.