Polymer discs - An alternative support format for solid phase synthesis

被引:61
作者
Hird, N
Hughes, I
Hunter, D
Morrison, MGJT
Sherrington, DC
Stevenson, L
机构
[1] Univ Strathclyde, Dept Pure & Appl Chem, Glasgow G1 1XL, Lanark, Scotland
[2] SmithKline Beecham Pharmaceut, Harlow CM19 5AW, Essex, England
基金
英国工程与自然科学研究理事会;
关键词
polymer supports; solid-phase synthesis;
D O I
10.1016/S0040-4020(99)00503-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Monolithic crosslinked polymer rods (similar to 10 mm x 50 mm) have been prepared by polymerisation of styrene with divinylbenzene, poly(ethylene glycol) (PEG)400 diacrylate or PEG1000 diacrylate as crosslinker dissolved in a suitable solvent. Adjustment of the reaction composition allows soft but mechanically strong rods to be produced which can be readily cut into discs of 1-2.5 mm thickness. Discs with good swelling characteristics in toluene, DCM, MeOH and water, and which resist osmotic shock, have been prepared. Analogous vinylbenzyl chloride-based discs crosslinked either with divinylbenzene or with PEG1000 di-4-vinylbenzyl ether have also been produced. These have been chemically modified by reaction with NMe3, and also used in a two stage solid phase synthesis. Discs of individual mass up to 0.25g capable of yielding up to 0.5 mmole of a single compound in a solid phase synthesis have been used and demonstrated to be viable supports. This almost certainly does not represent the upper limit. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:9575 / 9584
页数:10
相关论文
共 21 条
[1]   Polymer-supported quenching reagents for parallel purification [J].
Booth, RJ ;
Hodges, JC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (21) :4882-4886
[2]  
Brown RCD, 1998, J CHEM SOC PERK T 1, P3293
[3]  
CZARNIK AW, 1997, PRACTICAL GUIDE COMB
[4]   Chemical library purification strategies based on principles of complementary molecular reactivity and molecular recognition [J].
Flynn, DL ;
Crich, JZ ;
Devraj, RV ;
Hockerman, SL ;
Parlow, JJ ;
South, MS ;
Woodard, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (21) :4874-4881
[5]   Clean six-step synthesis of a piperidino-thiomorpholine library using polymer-supported reagents [J].
Habermann, J ;
Ley, SV ;
Scott, JS .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (19) :3127-3130
[6]   MASS-TRANSPORT AND REACTION IN SULFONIC-ACID RESIN CATALYST - DEHYDRATION OF T-BUTYL ALCOHOL [J].
HEATH, HW ;
GATES, BC .
AICHE JOURNAL, 1972, 18 (02) :321-&
[7]  
JUNG G, 1996, COMBINATORIAL PEPTID
[8]   Merrifield MicroTube™ reactors for solid phase synthesis [J].
Li, RS ;
Xiao, XY ;
Czarnik, AW .
TETRAHEDRON LETTERS, 1998, 39 (47) :8581-8584
[9]   SOLID PHASE PEPTIDE SYNTHESIS .1. SYNTHESIS OF A TETRAPEPTIDE [J].
MERRIFIELD, RB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (14) :2149-&
[10]  
MERRIFIELD RB, 1993, LIFE GOLDEN AGE PEPT, P54