scholarly journals Cyclic acetals as cleavable linkers for affinity capture

2015 ◽  
Vol 13 (31) ◽  
pp. 8445-8452 ◽  
Author(s):  
Siyeon Lee ◽  
Wei Wang ◽  
Younjoo Lee ◽  
Nicole S. Sampson

A cyclic acetal moiety is an acid-sensitive linker for affinity capture and which provides an aldehyde for further elaboration.

1930 ◽  
Vol 2 (2) ◽  
pp. 131-143 ◽  
Author(s):  
Harold Hibbert ◽  
J. G. Morazain ◽  
A. Paquet

A discussion is given as to the nature of the factors involved in the mechanism of the formation of cyclic acetals and ketals from carbonyl and polyhydroxy derivatives. It is shown that in the two reactions involved, namely, the primary formation of a half-acetal, followed by removal of water and ring-closure, the polarity of the carbonyl derivative plays a very important rôle. Chloral combines with polyhydroxy compounds to give exceptionally stable half-acetals, which can be converted into the cyclic derivatives by the use of strong dehydrating agents.In contrast with the behavior of other aldehydes it is found that the condensation of chloral with glycerol yields only one ring compound, namely the five-membered derivative. No satisfactory explanation of this can, as yet, be given.The identity of the trichloroethylidene glycerol obtained by the condensation of glycerol and chloral under the influence of concentrated sulphuric acid has been established as a five-membered cyclic acetal by a comparison of the properties of its methyl ether with those of trichloroethylidene glycerol α-methyl ether prepared from glycerol α-methyl ether.


2003 ◽  
Vol 68 (5) ◽  
pp. 951-964 ◽  
Author(s):  
Iva Blanáriková-Hlobilová ◽  
Lubor Fišera ◽  
Naďa Prónayová ◽  
Marian Koman

The new chiral terminal alkenes derived from cyclic acetals of D-erythrose 1-3 and D-threose 5, 6 were prepared. The alkenes 1, 2 and 5 react with chiral nitrones to afford the corresponding diastereomeric isoxazolidines 19-21. The stereoselectivity was dependent on the steric hindrance of the nitrone. In all cases the cycloadditions are endo-selective. The major products were found to have the C-3/C-4 erythro- and C-3/C-3a cis-configuration. Its formation can be rationalized by a less hindered endo-attack of the (Z)-nitrone in an antiperiplanar manner with respect to the largest group of the cyclic acetal.


2021 ◽  
Author(s):  
Niklas Warlin ◽  
Erik Nilsson ◽  
Zengwei Guo ◽  
Smita Mankar ◽  
Nitin Valsange ◽  
...  

A rigid diol with a cyclic acetal structure was synthesized by facile acetalation of fructose-based 5-hydroxymethyl furfural (HMF) and partly bio-based di-trimethylolpropane (di-TMP). This diol (Monomer T) was copolymerized with...


2021 ◽  
Author(s):  
Bartłomiej Kost ◽  
Malgorzata Basko

Herein, we report the first example of cationic ring-opening copolymerization of 5-membered cyclic acetal (1,3-dioxolane (DXL)) with l-lactide (LA) to afford polylactide containing acetal units.


2021 ◽  
Vol 70 (3) ◽  
pp. 475-478
Author(s):  
G. Z. Raskil’dina ◽  
U. Sh. Kuzmina ◽  
Sh. Sh. Dzhumaev ◽  
Yu. G. Borisova ◽  
D. V. Ishmetova ◽  
...  
Keyword(s):  

1990 ◽  
Vol 18 (7) ◽  
pp. 1789-1795 ◽  
Author(s):  
Rajendra P. Kandpal ◽  
David C. Ward ◽  
Sherman M. Weissman

Synlett ◽  
1995 ◽  
Vol 1995 (04) ◽  
pp. 329-330 ◽  
Author(s):  
Shridhar Bhat ◽  
A. R. Ramesha ◽  
S. Chandrasekaran

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