A Practical Synthesis of Isomerically Pure 1,10-Difunctionalized Derivatives of the [closo-1-CB9H10] Anion

2005 ◽  
Vol 44 (25) ◽  
pp. 9561-9566 ◽  
Author(s):  
Bryan Ringstrand ◽  
Andrzej Balinski ◽  
Andreas Franken ◽  
Piotr Kaszynski
ChemInform ◽  
2006 ◽  
Vol 37 (28) ◽  
Author(s):  
Richa Pathak ◽  
Vijay Singh ◽  
Som N. Nag ◽  
Sanjeev Kanojiya ◽  
Sanjay Batra

2013 ◽  
Vol 830 ◽  
pp. 151-154 ◽  
Author(s):  
Yue Hai You ◽  
Shan Shan Gong ◽  
Qi Sun

Derivatives of 3β-amino-5-cholestene are of substantial interest to chemical biologists and have potential medicinal value. A novel and practical method for the preparation of 3β-amino-5-cholestene from inexpensive cholesterol has been developed. To synthesize the epicholesterol intermediate, the KO2 method reported by Corey and coworkers was applied in this synthetic route and solved the problems of the known synthetic route involving epicholesterol intermediate.


1979 ◽  
Vol 44 (11) ◽  
pp. 3321-3326 ◽  
Author(s):  
Jiří Smrt ◽  
Jiří Jonák

N-Tert-butyloxycarbonyl-L-phenylalanine reacts with 1 equivalent of 1,1'-carbonyldiimidazole and 5'-O-dimethoxytrityl-2'-tetrahydropyranyl-N4-dimethylaminomethylenecytidylyl-(3' 5')-N6-dimethylaminomethyleneadenosine (I) and affords 2'(3')-O-(N-tert-butyloxycarbonyl)-L-phenylalanyl derivative II. The compound II gives by the action of formic acid in aqueous 1-butanol the 2'-O-tetrahydropyranylcytidylyl-(3' 5')-2'(3)-O-(tert-butyloxycarbonyl)-L-phenylalanyladenosine (III), which affords cytidyl-(3' 5')-2'(3')-O-L-phenylalanyladenosine (IV) by treatment with 95% aqueous trifluoroacetic acid.


ACS Omega ◽  
2019 ◽  
Vol 5 (1) ◽  
pp. 537-546
Author(s):  
Jason S. Kingsbury ◽  
Delwin L. Elder ◽  
Lewis E. Johnson ◽  
Brittany A. Smolarski ◽  
Hannah E. Zeitler ◽  
...  

Molecules ◽  
2012 ◽  
Vol 17 (10) ◽  
pp. 11630-11654 ◽  
Author(s):  
Yuichi Yoshimura ◽  
Hiroki Takahata

Cyclonucleosides which are fixed in a specific conformation around the glycosyl bond by a carbon and heteroatom chain constitute a unique category of nucleoside derivatives. Because they are structural analogs, cyclonucleosides and oligodeoxynucleotides containing them would be useful tools for investigating the biological functions and conformations of DNA, RNA as well as their steric interactions with proteins. C-Cyclonucleosides bridged by a carbon chain between the base and sugar moieties are the most attractive from the synthetic points of view as well as for use as biological tools. In this review, recent progress of the synthesis of C-cyclonucleosides is surveyed. Among the C-cyclonucleosides, 5′,8-C-cyclodeoxyadenosine is one of the well-known derivatives of which the first practical synthesis was reported over 30 years ago. Recently, 5′,8-C-cyclodeoxyadenosine has attracted considerable interest as a biomarker, since its formation in oxidatively-damaged DNA is considered to be related to various diseases and aging. Another important analogue of cyclonucleosides is a unique thymidine phosphate dimer, a so-called spore photoproduct, which has been found in photo-damaged DNA. Recent advances in the synthesis, mechanism-studies, and stereochemical preference of repairing enzymes related to 5′,8-C-cyclodeoxyadenosine and spore photoproducts are also reviewed.


Tetrahedron ◽  
1990 ◽  
Vol 46 (23) ◽  
pp. 7703-7710 ◽  
Author(s):  
Masashi Nagai ◽  
Kuniki Kato ◽  
Tomohisa Takita ◽  
Shigeru Nishiyama ◽  
Shousuke Yamamura

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