Ando ester condensation

Author(s):  
O. Crosby
Keyword(s):  
1981 ◽  
Vol 46 (4) ◽  
pp. 933-940 ◽  
Author(s):  
Helmut Pischel ◽  
Antonín Holý ◽  
Günther Wagner

Reaction of 5'-O-p-toluenesulfonyl-2',3'-O-isopropylideneuridine (I) with sodium 4-cyanophenoxide afforded 2',3'-O-isopropylidene-5'-O-(4-cyanophenyl)uridine (II) which was converted by acid hydrolysis into 5'-O-(4-cyanophenyl)uridine (IIIa). Acid-catalyzed addition of ethanol to compound IIIa gave the imido ester hydrochloride IIIb which on reaction with ammonia or ethylamine was transformed into the amidine derivatives IIIc and IIId. Compound IIIb reacted with human serum albumine or bovine gamma-globuline at pH 9.2 to give protein conjugates with uridine, bound covalently by an amidine bond (IIIe,f).


1974 ◽  
Vol 39 (22) ◽  
pp. 3271-3273 ◽  
Author(s):  
H. Dupont Durst ◽  
Lanny Liebeskind

1983 ◽  
Vol 22 (1) ◽  
pp. 118-120 ◽  
Author(s):  
Chikai Kimura ◽  
Kageaki Kashiwaya ◽  
Koichi Murai ◽  
Hiroyuki Katada

1976 ◽  
Vol 54 (1) ◽  
pp. 141-145 ◽  
Author(s):  
Russell A. Bell ◽  
Marcel Fétizon

A partial synthesis of methyl lambertianate from the 13-keto-degradation product 1 from methyl agathate is described. The furan ring is synthesized by the method of Burness, and involves hydroxymethyleneation of methyl ketone 1, acetal formation, glycidic ester condensation, and final pyrolysis of the glycidic ester-acetal 5 to give methyl 16-carboxylambertianate. Methyl lambertianate was obtained in moderate yield by copper-quinoline decarboxylation.


ChemInform ◽  
2010 ◽  
Vol 30 (25) ◽  
pp. no-no
Author(s):  
Kazuyuki Kamata ◽  
Hideki Sato ◽  
Emi Takagi ◽  
Isao Agata ◽  
A. I. Meyers

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