An easy access to asymmetrically substituted oligoethylene glycols from 18-crown-6

被引：5

作者：

Abronina, Polina I. ^{[1
]}

Zinin, Alexander I. ^{[1
]}

Orlova, Anna V. ^{[1
]}

Sedinkin, Sergey L. ^{[1
]}

Kononov, Leonid O. ^{[1
]}

机构：

[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, Moscow 119991, Russia

来源：

TETRAHEDRON LETTERS | 2013年 / 54卷 / 34期

基金：

俄罗斯基础研究基金会;

关键词：

Crown ethers; Ring cleavage; Oligoethylene glycols; Desymmetrization; CROSS-LINKING REAGENTS; CLEAVAGE; PEPTIDES; ETHERS;

D O I：

10.1016/j.tetlet.2013.06.065

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new route for the preparation of multi-gram quantities of the heterobifunctional oligoethylene glycol (OEG) derivatives (n = 6, 7) is reported based on decyclization of 18-crown-6. (c) 2013 Elsevier Ltd. All rights reserved.

引用

页码：4533 / 4535

页数：3

共 25 条

[1] Synthesis of covalent conjugates of hexaarabinofuranoside with proteins and their testing as antigens for serodiagnosis of tuberculosis [J].

Abronina, P. I. ;

Podvalnyy, N. M. ;

Mel'nikova, T. M. ;

Zinin, A. I. ;

Fedina, K. G. ;

Kachala, V. V. ;

Torgov, V. I. ;

Kononov, L. O. ;

Panfertsev, E. A. ;

Baranova, E. V. ;

Mochalov, V. V. ;

Dyatlova, V. I. ;

Biketov, S. F. .

RUSSIAN CHEMICAL BULLETIN, 2010, 59 (12) :2333-2337

[2]

AKERBLOM E, 1993, BIOCONJUGATE CHEM, V4, P455

[3] Some crown ether chemistry of Ti, Zr and Hf derived from liquid clathrate media [J].

Alvanipour, A ;

Atwood, JL ;

Bott, SG ;

Junk, PC ;

Kynast, UH ;

Prinz, H .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1998, (07) :1223-1228

[4]

[Anonymous], 2004, [No title captured], Patent No. 7919653

[5] Immunogenicity of new heterobifunctional cross-linking reagents used in the conjugation of synthetic peptides to liposomes [J].

Boeckler, C ;

Frisch, B ;

Muller, S ;

Schuber, F .

JOURNAL OF IMMUNOLOGICAL METHODS, 1996, 191 (01) :1-10

[6] Silver(I) oxide mediated highly selective monotosylation of symmetrical diols.: Application to the synthesis of polysubstituted cyclic ethers [J].

Bouzide, A ;

Sauvé, G .

ORGANIC LETTERS, 2002, 4 (14) :2329-2332

[7] SYNTHESIS OF 5-IODO-1-(SODIUM 2-DEOXY-BETA-D-RIBOFURANOSYLURONATE)URACIL AND 5-IODO-1-(SODIUM BETA-D-RIBOFURANOSYLURONATE)URACIL [J].

CLASSON, B ;

SAMUELSSON, B .

ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1985, 39 (06) :501-504

[8] Small and Stable Peptidic PEGylated Quantum Dots to Target Polyhistidine-Tagged Proteins with Controlled Stoichiometry [J].

Dif, Aurelien ;

Boulmedais, Fouzia ;

Pinot, Mathieu ;

Roullier, Victor ;

Baudy-Floc'h, Michele ;

Coquelle, Frederic M. ;

Clarke, Samuel ;

Neveu, Pierre ;

Vignaux, Francoise ;

Le Borgne, Roland ;

Dahan, Maxime ;

Gueroui, Zoher ;

Marchi-Artzner, Valerie .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (41) :14738-14746

[9] Cleavage of tert-Butyl Benzoates with NaH in DMF: Comments on the Mechanism and a Simple and Safe Alternative Procedure [J].

Filali, Emane ;

Lloyd-Jones, Guy C. ;

Sale, David A. .

SYNLETT, 2009, (02) :205-208

[10] Synthesis of short polyoxyethylene-based heterobifunctional cross-linking reagents. Application to the coupling of peptides to liposomes [J].

Frisch, B ;

Boeckler, C ;

Schuber, F .

BIOCONJUGATE CHEMISTRY, 1996, 7 (02) :180-186

← 1 2 3 →