Design of an Integrated Process of Chromatography, Crystallization and Racemization for the Resolution of 2′,6′-Pipecoloxylidide (PPX)

被引：19

作者：

von Langermann, Jan ^{[1
]}

Kaspereit, Malte ^{[2
]}

Shakeri, Mozaffar ^{[3
]}

Lorenz, Heike ^{[1
]}

Hedberg, Martin ^{[4
]}

Jones, Matthew J. ^{[4
]}

Larson, Kerstin ^{[4
]}

Herschend, Bjorn ^{[4
]}

Arnell, Robert ^{[4
]}

Temmel, Erik ^{[1
]}

Backvall, Jan-Erling ^{[3
]}

Kienle, Achim ^{[1
,5
]}

Seidel-Morgenstern, Andreas ^{[1
,6
]}

机构：

[1] Max Planck Inst Dynam Complex Tech Syst, D-39106 Magdeburg, Germany

[2] Univ Erlangen Nurnberg, Dept Separat Sci & Technol, D-91058 Erlangen, Germany

[3] Stockholm Univ, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden

[4] AstraZeneca AB, Pharmaceut Dev, Med Dev, S-15185 Sodertalje, Sweden

[5] Univ Magdeburg, Chair Automat Modeling, D-39106 Magdeburg, Germany

[6] Univ Magdeburg, Chair Chem & Proc Engn, D-39106 Magdeburg, Germany

来源：

ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2012年 / 16卷 / 02期

关键词：

DYNAMIC KINETIC RESOLUTION; STATE RECYCLING CHROMATOGRAPHY; ENANTIOMERICALLY PURE AMINES; OPTIMIZATION; SEPARATION; CATALYSTS; EFFICIENT;

D O I：

10.1021/op200268h

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

An integrated process for the chiral separation of the industrially relevant substance 2',6'-pipecoloxylidide (PPX), an intermediate in the manufacture of a number of anesthetics, was developed. By combining three different techniques, chromatography, crystallization, and racemization, high productivity was achieved. All unit operations were executed using a common solvent system, full recycling, and a minimum of solvent exchanges or removals. The target molecule was obtained with an enantiopurity of >99.5 wt %.

引用

页码：343 / 352

页数：10

共 50 条

[1] Integrated Approach to Crystallization Process Design for Fine Chemicals and Pharmaceuticals
Wibowo, Christianto
Samant, Ketan D.
O'Young, Lionel
16TH EUROPEAN SYMPOSIUM ON COMPUTER AIDED PROCESS ENGINEERING AND 9TH INTERNATIONAL SYMPOSIUM ON PROCESS SYSTEMS ENGINEERING, 2006, 21 : 749 - 754
[2] Conceptual Process Design of Integrated Fermentation, Deacylation, and Crystallization in the Production of β-Lactam Antibiotics
Engel, Carol A. Roa
Straathof, Adrie J. J.
van Gulik, Walter M.
de Sandt, Emile J. A. X. van
van der Does, Thom
van der Wielen, Luuk A. M.
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2009, 48 (09) : 4352 - 4364
[3] Model-based design of integrated reactor-chromatography process
Otero, Bruno
Degerman, Marcus
Nilsson, Bernt
Hansen, Thomas
Hansen, Ernst
Staby, Arne
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 247
[4] DESIGN AND IMPLEMENTATION OF INTELLIGENT INTEGRATED MEASURING AND CONTROLLING SYSTEM FOR SUGAR CANE CRYSTALLIZATION PROCESS
Meng, Yanmei
Zheng, Kangyuan
Li, Wenxing
Pang, Haifeng
Lu, Guancheng
Li, Guangquan
INTERNATIONAL JOURNAL ON SMART SENSING AND INTELLIGENT SYSTEMS, 2015, 8 (03) : 1687 - 1705
[5] Racemic compound formation conglomerate formation .4. Optical resolution and determination of the melting phase diagrams of 2',6'-pipecoloxylidide and four 1-alkyl-2',6'-pipecoloxylidides
Nemak, K
Acs, M
Kozma, D
Fogassy, E
JOURNAL OF THERMAL ANALYSIS, 1997, 48 (03): : 691 - 696
[6] Integrated solvent and process design for continuous crystallization and solvent recycling using PC-SAFT
Wang, Jiayuan
Lakerveld, Richard
AICHE JOURNAL, 2018, 64 (04) : 1205 - 1216
[7] Optimal Design of Integrated SMB-Crystallization Hybrid Separation Process Using a Binary Solvent
Sreedhar, Balamurali
Shen, Baochun
Li, Huayu
Rousseau, Ronald
Kawajiri, Yoshiaki
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2017, 21 (01) : 31 - 43
[8] Racemic compound formation-conglomerate formationPart 4. Optical resolution and determination of the melting phase diagrams of 2′,6′-pipecoloxylidide and four 1-alkyl-2′,6′-pipecoloxylidides
Katalin Nemák
Mária Ács
D. Kozma
E. Fogassy
Journal of thermal analysis, 1997, 48 : 691 - 696
[9] Racemic compound formation-conglomerate formation. Part 4. Optical resolution and determination of the melting phase diagrams of 2′, 6′-pipecoloxylidide and four 1-alkyl-2′,6′-pipecoloxylidides
Technical Univ of Budapest, Budapest, Hungary
J Therm Anal, 3 (691-696):
[10] Synthesis of (S)-N-(2-Ethyl-6-methylphenyl) alanine by Enzyme-catalyzed Resolution and Chemical Racemization
ZHENG Liang-yu1
ChemicalResearchinChineseUniversities, 2009, 25 (06) : 836 - 840

← 1 2 3 4 5 →