71423-65-9Relevant academic research and scientific papers
SULFONE ROUTES TO STERICALLY HINDERED 7-CIS ISOMERS OF VITAMIN A. NEW GEOMETRIC ISOMERS OF VITAMIN A AND CAROTENOIDS 10.
Miller, Donovan,Trammell, Marion,Kini, Aravinda,Liu, Robert S. H.
, p. 409 - 412 (1981)
A study examining the possible use of the C13 + C7 and the C15 + C5 routes with an intermediate C20-sulfone to the hindered 7-cis isomers of vitamin A showed that the latter route is useful for preparation of the 7-cis and the 7-cis,13-cis isomers.
SYNTHETIC INVESTIGATIONS IN THE CHEMISTRY OF POLYENE COMPOUNDS LII. SYNTHESIS OF RETINOIC AND DIHYDRORETINOIC ESTERS BY THE REFORMATSKII REACTION
Tutorskaya, O. O.,Miropol'skaya, M. A.,Samokhvalov, G. I.
, p. 1237 - 1240 (2007/10/02)
The esters of 7,8- and 7,14-dihydroretinoic acids were obtained by the reaction of 6-methyl-8-(2,6,6-trimethyl-1-cyclohexenyl)-3,5-octadien-2-one with bromoacetic ester in the Reformatskii reaction followed by dehydration.The 7,8- and 7,14-dihydroretinoic
NEW MASKED BUILDING BLOCK FOR ISOPRENOID POLYENE CHAIN SYNTHESIS
Mandai, T.,Iuchi, Y.,Suzuki, K.,Kawada, M.,Otera, J.
, p. 4721 - 4724 (2007/10/02)
The new building blocks 2, 3, and 4 have been effectively synthesized starting from 2-hydroxymethyl-4-phenylthio-1-butene (1a).A convenient synthesis of retinoic acid methyl ester (9) using 2 is also described.
Transient Phenomena in the Pulse Radiolysis of Retinyl Polyenes. 1. Radical Anions
Raghavan, N.V.,Das, P.K.,Bobrowski, K.
, p. 4569 - 4573 (2007/10/02)
The spectra and kinetics of formation and decay of radical anions of a number of retinyl polyenes have been studied in methanol and 2-propanol at room temperature, using pulse radiolysis and kinetic spectrophotometry.The bimolecular rate constants for the attachment of solvated electrons, e-MeOH, to the retinyl polyenes are in the diffusion-controlled limit (8.6 x 109-1.6 x 1010 M-1 s-1).The radical anions of retinol and retinol acetate have their spectral maxima at 370-390 nm, and undergo decay very slowly with second-order kinetics.On the other hand, the radical anions of retinal, retinal n-butylamine Schiff base, and retinoic acid/ester have spectral maxima at 430-510 nm, and decay by first-order kinetics in methanol with rate constants in the range 1 x 104-1 x 106 s-1.The decay rates of radical anions of retinal and retinoic acid/ester become considerably longer on going from methanol to less acidic alcohol, 2-propanol, suggesting that protonation by solvent is the major mode of their decay in protic media.In the case of retinal Schiff base, an additional slow process with bimolecular rate constant 9.0 x 107 M-1 s-1 im methanol is observed for the formation of radical anion and is ascribed to the electron-transfer reaction from the methanol radical, .CH2OH.
