scholarly journals The acidic hydrolysis of N-acetylneuraminic 4,5-oxazoline allows a direct functionalization of the C5 position of Neu5Ac2en (DANA)

RSC Advances ◽  
2020 ◽  
Vol 10 (1) ◽  
pp. 162-165 ◽  
Author(s):  
Paola Rota ◽  
Paolo La Rocca ◽  
Federica Cirillo ◽  
Marco Piccoli ◽  
Pietro Allevi ◽  
...  

The Neu5Ac 4,5-oxazoline ring-opening allows the direct generation of a free C5-amino group key to synthesize antiviral drugs.

1979 ◽  
Vol 57 (14) ◽  
pp. 1870-1876 ◽  
Author(s):  
Gerry Kavadias ◽  
Robert Droghini

Reaction of N,N′-diethoxycarbonyl-2,5-dideoxystreptamine (1b) with thionyl chloride produced the iminoether dihydrochloride 8 which, upon simple treatment with water gave the di-N,O-carbonyl compound 9. Acidic hydrolysis of 9 yielded the aminocyclitol 2a. Alternatively, 2a was prepared from N,N′-dibenzoyl-2,5-dideoxystreptamine (1c) via the oxazoline 10 followed by acidic hydrolysis. Treatment of 1c with triethyl orthoacetate in the presence of boron trifluoride etherate produced the oxazoline 11 and the latter product was hydrolyzed to give 3a. By the same reaction sequence, 1e and 1h were converted to the oxazolines 12 and 13 which upon acidic hydrolysis provided the enantiomeric aminocyclitols 4 and 5. Ring-opening reactions of cis- and trans-1,4-diepoxycyclohexanes (14 and 16) with sodium azide to the diazido compounds 15 and 17, followed by reduction, afforded the aminocyclitols 6 and 7.


2018 ◽  
Vol 6 (8) ◽  
pp. 10999-11007 ◽  
Author(s):  
Gongzhe Chen ◽  
Xicheng Wang ◽  
Yijun Jiang ◽  
Xindong Mu ◽  
Haichao Liu

1980 ◽  
Vol 63 (5) ◽  
pp. 1049-1051
Author(s):  
Juan A Squella ◽  
Luis J Nunez-Vergara ◽  
Maximo Aros

Abstract Polarographic and spectrophotometric methods are proposed for the determination of ampicillin in capsules. Acidic hydrolysis of ampicillin with 1% HCHO in 0.3N HCl yields a degradation product identified as 2-hydroxy-3-phenyl-6-methylpyrazine. This compound has a well defined UV absorption band at 380 nm and a polarographic wave at –0.55 V vs SCE, which can be used for analytical purposes. Individual capsule assays, composite assays, and recovery studies are described. The average recovery values and standard deviations (SD) for UV and polarographic determinations were 99.20% (SD 0.95) and 100.85% (SD 1.09), respectively


ChemInform ◽  
1987 ◽  
Vol 18 (31) ◽  
Author(s):  
M. SCHLEUDER ◽  
S. BUTZKI ◽  
P. RICHTER ◽  
A. SOKOLOV

2017 ◽  
Vol 19 (3) ◽  
pp. 816-822 ◽  
Author(s):  
A. Ortner ◽  
A. Pellis ◽  
C. Gamerith ◽  
A. Orcal Yebra ◽  
D. Scaini ◽  
...  

Controlled enzymatic hydrolysis of PLA surfaces, followed by ring opening of AKD, leads to superhydrophobic surfaces (WCA >150°).


2019 ◽  
Vol 17 (24) ◽  
pp. 5971-5981 ◽  
Author(s):  
Satheesh Borra ◽  
Lodsna Borkotoky ◽  
Uma Devi Newar ◽  
Anshu Kalwar ◽  
Babulal Das ◽  
...  

Photo-decomposition of vinyl azides into corresponding (E)-stilbenes via neighboring amino group assisted ring opening of 2H-azirines, 1,2-acyl migration and enolization.


1986 ◽  
Vol 17 (8) ◽  
Author(s):  
V. V. NURGATIN ◽  
B. M. GINZBURG ◽  
V. I. KOVALENKO ◽  
G. A. MARCHENKO

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