ChemInform Abstract: Synthesis of Oligo-2-deoxynucleotides Using 2-Nitrophenyl Sulfenyl Group for Exocyclic Amino Protection

ChemInform ◽  
2010 ◽  
Vol 23 (37) ◽  
pp. no-no
Author(s):  
S. K. AWASTHI ◽  
V. KHANNA ◽  
G. WATAL ◽  
K. MISRA
Keyword(s):  
ChemInform ◽  
2010 ◽  
Vol 22 (11) ◽  
pp. no-no
Author(s):  
S. KNAPP ◽  
J. HALE ◽  
M. BASTOS ◽  
F. S. GIBSON
Keyword(s):  

1983 ◽  
Vol 24 (34) ◽  
pp. 3583-3586 ◽  
Author(s):  
Frank Himmelsbach ◽  
Wolfgang Pfleiderer
Keyword(s):  

ChemInform ◽  
2010 ◽  
Vol 24 (10) ◽  
pp. no-no
Author(s):  
S. KNAPP ◽  
J. J. HALE ◽  
M. BASTOS ◽  
A. MOLINA ◽  
K. Y. CHEN
Keyword(s):  

ChemInform ◽  
2015 ◽  
Vol 46 (21) ◽  
pp. no-no
Author(s):  
Soeren W. Pedersen ◽  
Christopher J. Armishaw ◽  
Kristian Stroemgaard
Keyword(s):  

1972 ◽  
Vol 25 (6) ◽  
pp. 1293 ◽  
Author(s):  
JA Maclaren

The amino groups of amino acids can be protected by using ethyl ecetoacetate as a ,β-dicarbonyl component. The resulting derivatives are readily alkylated at the carboxyl group by substituted benzyl and other halides. Mild acidolysis then removes the amino protection to give the salt of the amino acid ester. This three-step synthesis can be performed without isolation of intermediates and provides a convenient preparative method for 4-methoxybenzyl, 2,4,6-trimethyl-benzyl, 4-nitrobenzyl, and 4-picolyl esters of amino acids. The products are not racemized.


1996 ◽  
Vol 60 (1) ◽  
pp. 73-76 ◽  
Author(s):  
Hiroki Shimizu ◽  
Yukishige Ito ◽  
Yuji Matsuzaki ◽  
Hiroyuki Iijima ◽  
Tomoya Ogawa

2020 ◽  
Author(s):  
Weiyuan Liu ◽  
Liang Chen ◽  
Jing Pan ◽  
Ting Zhou ◽  
Kuaile Lin ◽  
...  

A novel and facile synthesis of iclaprim was reported. Started from Trimethoprim (TMP), the amino-protection and Friedel-Crafts acetylation with acetic anhydride were simultaneously completed in CH2Cl2 with SnCl4 as catalyst. The Knoevenagel condensation of 2,4-diamino-5-(2-acetyl-3-hydroxy-4,5-dimethoxybenzyl)pyrimidine with cyclopropyl carboxaldehyde followed by the intramolecular Michael addition in the buffer system (pyrrolidine and acetic acid) installed the key framework (chromanone 13). The dehydration was catalyzed by H2SO4 so that the formation of 5-cyclopropyl-2,3-dimethoxy-4,5,6,6a,7,12-hexahydronaphtho[1,8-bc]pyrimido[5,4-f]azepin-9-amine, an impurity of iclaprim reported at the first time, could be minimized. In the end, iclaprim was obtained in a total yield of 21%.


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