1-Pyrrolidinecarboxylicacid,3-(hydroxyimino)-,1,1-dimethylethylester(9CI)

Base Information

• Chemical Name: 1-Pyrrolidinecarboxylicacid,3-(hydroxyimino)-,1,1-dimethylethylester(9CI)
• CAS No.: 150008-25-6
• Molecular Formula: C9H16 N2 O3
• Molecular Weight: 200.23
• Hs Code.: 2933990090
• Mol file: 150008-25-6.mol

Synonyms:1-Pyrrolidinecarboxylicacid,3-(hydroxyimino)-,1,1-dimethylethylester(9CI)

Chemical Property of 1-Pyrrolidinecarboxylicacid,3-(hydroxyimino)-,1,1-dimethylethylester(9CI)

Chemical Property:

• Vapor Pressure: 8.83E-05mmHg at 25°C
• Boiling Point: 316.3°C at 760 mmHg
• PKA: 12.02±0.20(Predicted)
• Flash Point: 145.1°C
• PSA: 62.13000
• Density: 1.18g/cm³
• LogP: 1.39530
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

tert-butyl(3Z)-3-(hydroxyimino)pyrrolidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Pyrrolidinecarboxylicacid,3-(hydroxyimino)-,1,1-dimethylethylester(9CI)

There total 5 articles about 1-Pyrrolidinecarboxylicacid,3-(hydroxyimino)-,1,1-dimethylethylester(9CI) 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: 90.0%

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester (101385-93-7) → N-Boc-3-hydroxyiminopyrrolidine (150008-25-6)

Guidance literature:

With hydroxylamine hydrochloride; sodium hydrogencarbonate; In tetrahydrofuran; ethanol; at 20 ℃; for 1h;

DOI:10.1016/j.bmcl.2003.09.039

Reference yield:

oxalyl dichloride (79-37-8) + N-(tert-butoxycarbonyl)-3-hydroxypyrrolidine (103057-44-9,83220-73-9) → N-Boc-3-hydroxyiminopyrrolidine (150008-25-6)

Guidance literature:

With hydroxylamine hydrochloride; triethylamine; In methanol; dichloromethane; chloroform; dimethyl sulfoxide;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → N-Boc-3-hydroxyiminopyrrolidine (150008-25-6)

Guidance literature:

Multi-step reaction with 4 steps

1: CH₂Cl₂ / 1 h / 20 °C

2: NaOEt / ethanol / 3 h / Heating

3: 70 percent / H₂O / dimethylsulfoxide / 4 h / 120 - 130 °C

4: 90 percent / NH₂OH*HCl; NaHCO₃ / ethanol; tetrahydrofuran / 1 h / 20 °C

With hydroxylamine hydrochloride; water; sodium ethanolate; sodium hydrogencarbonate; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; 2: Dieckmann reaction / 3: Krapcho reaction;

DOI:10.1016/j.bmcl.2003.09.039

upstream raw materials:

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

di-tert-butyl dicarbonate

4-oxo-pyrrolidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester

3-(tert-butoxycarbonyl-ethoxycarbonylmethyl-amino)-propionic acid ethyl ester

Refernces

• 1、 -. "Oxime derivatives". . . Retrieved 2008/06/13.