How is the synthesis of 1, 2 amino alcohol performed?
Synthesis of 1,2-amino alcohols. Effective hydrolysis of epoxides and aziridines was conducted in water at 60 or 100 C. Other types of nucleophile such as amines, sodium azide, and thiophenol could also efficiently open epoxides and aziridines in hot water. Hot water acts as a modest acid catalyst, reactant, and solvent in the hydrolysis reactions.
How are β amino alcohols produced in water?
The mild aminolysis of a variety of epoxides in water gave β-amino alcohols with high selectivity and in excellent yields in the absence of any catalyst. N. Azizi, M. R. Saidi, Org. Lett., 2005 , 7, 3649-3651.
Which is the most efficient enzyme for the synthesis of β amino alcohol?
A mild, calcium trifluoromethanesulfonate-catalyzed aminolysis of epoxides is very efficient in the synthesis of various β-amino alcohols with high regio- and stereoselectivity. I. Cepanec, M. Litvic, H. Mikuldas, A. Bartolincic, V. Vinkovic, Tetrahedron, 2003, 59, 2435-2439.
How are aziridines converted to N tosyl alcohols?
Two alternative and complementary one-pot procedures for the direct transformation of 2-amino alcohols to N -tosyl aziridines are presented. Less hindered aziridines can be obtained in high yields by tosylation and in situ cyclization effected by potassium hydroxide in water/dichloromethane.
How to make β amino alcohol by alkylation?
J. R. Lizza, G. Moura-Letts, Synthesis, 2017, 49, 1231-1242. Highly regioselective ring opening of epoxides with poor nucleophiles such as indole, borane, O -trimethylsilylhydroxylamine, p -nitroaniline and sterically hindered tert -butylamine is a fast and convenient reaction in the presence of 5.0 M lithium perchlorate-Et 2 O solution (LPDE).
Which is the most famous two step alcohol synthesis?
The most famous amino alcohol synthesis strategy is probably the two-step synthesis of l -ephedrine which was patented by Hildebrandt and Klavehn in 1930 ( Scheme 3 ). [18] In the initial reaction step, ( R )-phenylacetylcarbinol is generated via fermentation with baker’s yeast in the presence of benzaldehyde.
Which is synthesis strategy for phenylpropanolamine isomers?
Synthesis strategies of all phenylpropanolamine isomers are shown in detail. Chiral vicinal amino alcohols are molecules with broad applications in the pharmaceutical as well as in the chemical industry.