1-cbz-3-cyano-4-oxopyrrolidine

Base Information

• Chemical Name: 1-cbz-3-cyano-4-oxopyrrolidine
• CAS No.: 1276125-30-4
• Molecular Formula: C13H12N2O3
• Molecular Weight: 244.25
• Hs Code.: 2933990090
• Mol file: 1276125-30-4.mol

Synonyms:1-cbz-3-cyano-4-oxopyrrolidine;benzyl 3-cyano-4-oxopyrrolidine-1-carboxylate

Chemical Property of 1-cbz-3-cyano-4-oxopyrrolidine

Chemical Property:

• Boiling Point: 459.2±45.0 °C(Predicted)
• PKA: -4.29±0.40(Predicted)
• PSA: 70.40000
• Density: 1.30±0.1 g/cm3(Predicted)
• LogP: 1.28558

Purity/Quality:

98%min ^*data from raw suppliers

Benzyl3-Cyano-4-oxopyrrolidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-cbz-3-cyano-4-oxopyrrolidine

There total 2 articles about 1-cbz-3-cyano-4-oxopyrrolidine 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: 99.0%

N-benzyloxycarbonyl-N-(2-cyano-ethyl)-glycine ethyl ester (16172-31-9) → 3-cyano-4-oxo-pyrrolidine-1-carboxylic acid benzyl ester (1276125-30-4)

Guidance literature:

N-benzyloxycarbonyl-N-(2-cyano-ethyl)-glycine ethyl ester; With sodium hydride; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

With citric acid; In water; pH=3; Ice water;

Reference yield:

N-cyanoethyl glycine ethyl ester (44981-94-4) → 3-cyano-4-oxo-pyrrolidine-1-carboxylic acid benzyl ester (1276125-30-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 3 h / Inert atmosphere; Cooling with ice bath

2.1: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere

2.2: pH 3 / Ice water

With sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane;

Reference yield: 90.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 3-cyano-4-oxo-pyrrolidine-1-carboxylic acid benzyl ester (1276125-30-4) + N-methoxylamine hydrochloride (593-56-6) → 3-cyano-3-hydroxymethyl-4-methoxyimino-pyrrolidine-1-carboxylic acid benzyl ester

Guidance literature:

3-cyano-4-oxo-pyrrolidine-1-carboxylic acid benzyl ester; N-methoxylamine hydrochloride; With pyridine; In methanol; at 23 - 28 ℃; for 18.5h; Large scale;

formaldehyd; With water; potassium carbonate; In methanol; at 23 - 28 ℃; for 2h; Large scale;

upstream raw materials:

N-cyanoethyl glycine ethyl ester

N-benzyloxycarbonyl-N-(2-cyano-ethyl)-glycine ethyl ester

Downstream raw materials:

3-Amino-4,6-dihydro-1H-pyrrolo[3,4-c]pyrazole-5-carboxylic acid benzyl ester

3-(dimethylamino-methyleneamino)-1-(2-trimethylsilanyl-ethoxymethyl)-4,6-dihydro-1H-pyrrolo[3,4-c]pyrazole-5-carboxylic acid benzyl ester

C₁₆H₁₉N₅O₂

C₂₈H₄₄BrN₅O₂Si

Refernces