4-Aminochroman-3-ols-Cyclic Analogues of 1-Amino-3-aryloxypropan-2-ols, the Potent β-Adrenergic Blocking Agents

1979 ◽  
Vol 32 (3) ◽  
pp. 619 ◽  
Author(s):  
BV Lap ◽  
LR Williams ◽  
CH Lim ◽  
AJ Jones

cis- and trans-4-Aminochroman-3-ols have been prepared and their configurations have been established by stereospecific reactions. The configurations of the cis and trans isomers of both 4-amino-chroman-3-ols and 3-aminochroman-4-ols were confirmed by analysis and iterative refinement of the 270-MHz proton N.M.R. spectra.


1976 ◽  
Vol 29 (8) ◽  
pp. 1791 ◽  
Author(s):  
BV Lap ◽  
LR Williams

N-(6-Bromo-4-oxochroman-3-yl)acetamide (4; R = Ac) can be reduced by sodium borohydride to the cis-N-(6-bromo-4-hydroxychroman-3-yl)acetamide (6) and this can be hydrolysed to give the cis-3-amino-6-bromochroman-4-ol (7) or converted into the corresponding trans-3-amino-6-bromo- chroman-4-ol (12) by chlorination with inversion followed by hydrolysis of the chloride (8) to the alcohol with retention of configuration. The assignment of configuration of the 3,4-substituted chromans is based on the value of the coupling constants between the H3 proton and the methylene protons on C2 and is supported by an observed difference in the rate of hydrolysis of the two N-(6-bromo-4-chlorochroman-3-yl)acetamides.







2021 ◽  
Vol 1236 ◽  
pp. 130228
Author(s):  
P. Naresh ◽  
B. Pramodh ◽  
S. Naveen ◽  
S. Ganguly ◽  
J. Panda ◽  
...  


Molecules ◽  
2021 ◽  
Vol 26 (15) ◽  
pp. 4539
Author(s):  
Nguyen Minh Thuy ◽  
Vo Minh ◽  
Tran Ben ◽  
My Tuyen Thi Nguyen ◽  
Ho Ha ◽  
...  

Butterfly pea flower have great sensory attraction, but they have not yet been used widely in Vietnam. Extracts of butterfly pea flowers can be used conveniently as a natural blue colorant for food products. In this study, the identification of anthocyanin compounds in butterfly pea flowers was performed by UPLC coupled with a UV and Mass spectrometer instrument. Positive and negative ion electrospray MS/MS chromatograms and spectra of the anthocyanin compounds were determined. By analyzing the chromatograms and spectra for each ion, five anthocyanins were identified in the butterfly pea flower extract; these were delphinidin-3-(6”‐p-coumaroyl)-rutinoside, cyanidin 3-(6”-p-coumaroyl)-rutinoside, delphinidin-3-(p-coumaroyl) glucose in both cis- and trans- isomers, cyanidin-3-(p-coumaroyl-glucoside) and delphinidin-3-pyranoside. Additionally, based on their intensity, it was determined that cyanidin-3-(p-coumaroyl-glucoside) was the most abundant anthocyanin, followed by cyanidin 3-(6”-p-coumaroyl)-rutinoside, delphinidin-3-(p-coumaroyl-glucoside), delphinidin-3-(6”-p-coumaroyl)-rutinoside and delphinidin-3-pyranoside. In this study, cyanidin derivatives were discovered in butterfly pea flower extract, where these compounds had not been detected in previous studies.



2020 ◽  
Vol 153 (24) ◽  
pp. 244308
Author(s):  
Ali Abou Taka ◽  
Mark C. Babin ◽  
Xianghai Sheng ◽  
Jessalyn A. DeVine ◽  
Daniel M. Neumark ◽  
...  




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