1-(tert-butoxycarbonyl)-2-oxopyrrolidine-3-carboxylic acid

Base Information

• Chemical Name: 1-(tert-butoxycarbonyl)-2-oxopyrrolidine-3-carboxylic acid
• CAS No.: 1370018-07-7
• Molecular Formula: C₁₀H₁₅NO₅
• Molecular Weight: 229.233
• Mol file: 1370018-07-7.mol

Synonyms:1-(tert-butoxycarbonyl)-2-oxopyrrolidine-3-carboxylic acid

Chemical Property of 1-(tert-butoxycarbonyl)-2-oxopyrrolidine-3-carboxylic acid

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(tert-butoxycarbonyl)-2-oxopyrrolidine-3-carboxylic acid

There total 3 articles about 1-(tert-butoxycarbonyl)-2-oxopyrrolidine-3-carboxylic acid 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:

2-oxo-pyrrolidine-1,3-dicarboxylic acid 3-benzyl ester 1-tert-butyl ester (193264-88-9) → 1-(tert-butoxycarbonyl)-2-oxopyrrolidine-3-carboxylic acid (1370018-07-7)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In ethyl acetate; for 2h;

DOI:10.1016/j.tetlet.2012.01.120

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 1-(tert-butoxycarbonyl)-2-oxopyrrolidine-3-carboxylic acid (1370018-07-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dmap / acetonitrile / 3 h / 0 - 20 °C / Inert atmosphere

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.2: 1 h / -78 - 20 °C / Inert atmosphere

3.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C / 1500.15 Torr

With dmap; palladium 10% on activated carbon; hydrogen; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; acetonitrile;

DOI:10.1021/acs.jmedchem.9b00041

Reference yield:

tert-butyl 2-oxopyrrolidine-1-carboxylate (85909-08-6) → 1-(tert-butoxycarbonyl)-2-oxopyrrolidine-3-carboxylic acid (1370018-07-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 - 20 °C / Inert atmosphere

2.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C / 1500.15 Torr

With palladium 10% on activated carbon; hydrogen; lithium hexamethyldisilazane; In tetrahydrofuran; methanol;

DOI:10.1021/acs.jmedchem.9b00041

upstream raw materials:

2-oxo-pyrrolidine-1,3-dicarboxylic acid 3-benzyl ester 1-tert-butyl ester

di-tert-butyl dicarbonate

tert-butyl 2-oxopyrrolidine-1-carboxylate

Downstream raw materials:

tert-butyl 3-(methyl(phenyl)carbamoyl)-2-oxopyrrolidine-1-carboxylate