Tert-butyl3-acetylpyrrolidine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl3-acetylpyrrolidine-1-carboxylate
• CAS No.: 858643-95-5
• Molecular Formula: C11H19NO3
• Molecular Weight: 213.27
• Hs Code.: 2933990090
• Mol file: 858643-95-5.mol

Synonyms:Tert-butyl 3-acetylpyrrolidine-1-carboxylate;3-Acetyl-pyrrolidine-1-carboxylic acid tert-butyl ester;

Chemical Property of Tert-butyl3-acetylpyrrolidine-1-carboxylate

Chemical Property:

• Boiling Point: 293.83 °C at 760 mmHg
• PKA: -2.57±0.40(Predicted)
• Flash Point: 131.504 °C
• PSA: 46.61000
• Density: 1.076 g/cm³
• LogP: 1.77030
• Storage Temp.: 2-8°C
• Solubility.: Chloroform, Ethyl Acetate

Purity/Quality:

98%min ^*data from raw suppliers

3-Acetyl-1-Boc-pyrrolidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Acetyl-1-Boc-pyrrolidine is a boc protected reagent that is used for selective inhibitors of H. influenzae TrmD that mimic tRNA interaction by inducing TrmD lid domain ordering.

Technology Process of Tert-butyl3-acetylpyrrolidine-1-carboxylate

There total 3 articles about Tert-butyl3-acetylpyrrolidine-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-(methoxy(methyl)carbamoyl)pyrrolidine-1-carboxylate (569667-93-2) + methylmagnesium bromide (75-16-1) → tert-butyl 3-acetylpyrrolidine-1-carboxylate (858643-95-5,1374673-69-4)

Guidance literature:

In tetrahydrofuran; diethyl ether; at 0 ℃;

DOI:10.1021/jo802439d

Reference yield:

tert-butyl 3-(methoxy(methyl)carbamoyl)pyrrolidine-1-carboxylate (569667-93-2) → tert-butyl 3-acetylpyrrolidine-1-carboxylate (858643-95-5,1374673-69-4)

Guidance literature:

With methylmagnesium bromide; In tetrahydrofuran; diethyl ether; at -78 - 0 ℃; for 4h;

Reference yield:

1-boc-pyrrolidine-3-carboxylic acid (72925-16-7,72983-31-4,140148-70-5,59378-75-5) → tert-butyl 3-acetylpyrrolidine-1-carboxylate (858643-95-5,1374673-69-4)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 16 h / 20 °C

2: diethyl ether; tetrahydrofuran / 2.5 h / -78 - 0 °C

With N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;

upstream raw materials:

tert-butyl 3-(methoxy(methyl)carbamoyl)pyrrolidine-1-carboxylate

methylmagnesium bromide

1-boc-pyrrolidine-3-carboxylic acid

Downstream raw materials:

tert-butyl 3-(2-bromoacetyl)pyrrolidine-1-carboxylate

Refernces

• 1、 -. "Novel Compounds". Page/Page column 76; 78. . Retrieved 2017/07/06.
• 2、 -. "BENZIMIDAZOLE AND AZA-BENZIMIDAZOLE CARBOXAMIDES". Page/Page column 53. . Retrieved 2010/05/14.