7695-63-8Relevant articles and documents
Solvent-Directed Epoxide Opening with Primary Amines for the Synthesis of β-Amino Alcohols
Lizza, Joseph R.,Moura-Letts, Gustavo
supporting information, p. 1231 - 1242 (2017/03/11)
An efficient synthesis of β-amino alcohols from a variety of epoxides and primary unbranched amines in the absence of any catalyst in high yields and regioselectivities is reported. A variety of polar mixed solvent systems allow for the selective formation of secondary amino alcohols over tertiary amino alcohols. The reaction scope extends to a wide variety of aromatic and aliphatic substituted epoxides and primary amines bearing complex functionality.
Continuous and convergent access to vicinyl amino alcohols
Nobuta, Tomoya,Xiao, Guozhi,Ghislieri, Diego,Gilmore, Kerry,Seeberger, Peter H.
supporting information, p. 15133 - 15136 (2015/10/12)
Five active pharmaceutical ingredients (APIs) containing the vicinyl amino alcohol moiety were synthesized using a convergent chemical assembly system. The continuous system is composed of four flow reaction modules: biphasic oxidation, Corey-Chaykovsky epoxidation, phenol alkylation, and epoxide aminolysis. Judicious choice of reagents and module order allowed for two classes of β-amino alcohols, aryl and aryloxy, to be synthesized in good (27-69%) overall yields.
Solvent-free aminolysis of aliphatic and aryloxy epoxides with sulfated zirconia as solid acid catalyst
Shah, Arpan K.,Kumar, Manish,Abdi, Sayed H.R.,Kureshy, Rukhsana I.,Khan, Noor-Ul H.,Bajaj, Hari C.
, p. 105 - 114 (2015/09/28)
Single-step and two-steps synthetic procedure for the synthesis of sulfated zirconia (SZ) was developed, which were calcined at 500, 600 and 700 °C and characterized by various physico-chemical methods such as PXRD, FTIR, surface area, microanalysis, NH3-TPD and DRIFT analysis. These SZ materials were then employed as solid acid catalysts for the aminolysis of different aliphatic/aromatic terminal, aryloxy and meso epoxides with aromatic and aliphatic amines under ambient conditions. Amongst the catalyst prepared, SZ-2-600 prepared in two-steps and 600 ° C calcined was found to be the most efficient catalyst to give p-amino alcohols in up to 98% yield and 7gt;99% regioselectivity. The SZ catalyst was successfully recycled and reused up to six catalytic runs with intact efficiency.
Magnetic nano Fe3O4 catalyzed solvent-free stereo- and regioselective a-aminolysis of epoxides by amines; A green method for the synthesis of β-amino alcohols
Kumar, Amit,Parella, Ramarao,Babu, Srinivasarao Arulananda
, p. 835 - 842 (2014/04/17)
We report the use of magnetic nano Fe3O4 as a mild heterogeneous catalyst for the aminolysis of epoxides with amines. The approach constitutes a green method for the formation of a variety of β-amino alcohols with very high stereo- and regioselectivity under solvent-free and ambient reaction conditions. The aminolysis of chiral epoxides with amines gave the corresponding chiral β-amino alcohols with complete inversion of stereochemistry. The magnetic nano Fe3O4 catalyst can be easily recovered and recycled. Georg Thieme Verlag Stuttgart New York.
Fe(OH)3 nano solid material: An efficient catalyst for regioselective ring opening of aryloxy epoxide with amines under solvent free condition
Shah, Arpan K.,Prathap, K. Jeya,Kumar, Manish,Abdi, Sayed H.R.,Kureshy, Rukhsana I.,Khan, Noor-ul H.,Bajaj, Hari C.
, p. 442 - 450 (2017/02/05)
Iron hydroxide-Fe(OH)3and iron oxides (Fe3O4and Fe2O3) were successfully prepared and characterized. These materials were employed as efficient and environmentally benign heterogeneous catalysts for t
Glycerine and CeClH: An efficient and recyclable reaction medium for ring opening of epoxides with thioamides and amines
Narsaiah, A. Venkat,Wadavrao, Sachin B.,Reddy, A. Ramesh,Yadav
experimental part, p. 485 - 489 (2011/04/16)
Oxiranes undergo rapid ring-opening reaction with a range of thioamides and amines to afford the corresponding -amino alcohol derivatives. The reactions were carried out using glycerine and cerium(III) chloride as a recyclable reaction medium. All the reactions were carried out at room temperature and the products were obtained in excellent yields. Georg Thieme Verlag Stuttgart New York.
Bromometric assay of alprenolol and oxprenolol
Goerlitzer,Lorenz
, p. 678 - 682 (2007/10/03)
Alprenolol (1a) reacts with an excess of bromine to yield the tribromo derivative 3a by addition and monosubstitution, while applying oxprenolol (1b) the disubstituted tetrabromo derivative 2b ist obtained. The N-dealkylated substance 3c was isolated as a by-product. Heating the compounds 2b and 3a with potassium hydroxide in acetone gives the 2-bromoallyl derivatives 5. Using potassium tertbutanolate the 2-propyne 7 is formed from 3a. The different colours, obtained from 1a, 1b, pindolol and propranolol with perchloric acid in acetic acid or conc. sulfuric acid, are suitable for the identification test in the European Pharmacopoeia.
Calcium trifluoromethanesulfonate-catalysed aminolysis of epoxides
Cepanec, Ivica,Litvi?, Mladen,Mikulda?, Hrvoje,Bartolin?i?, Anamarija,Vinkovi?, Vladimir
, p. 2435 - 2439 (2007/10/03)
Aminolysis of epoxides catalysed by calcium trifluoromethanesulfonate under mild reaction conditions is described. The novel method is very efficient in the synthesis of wide variety of β-amino alcohols with high regio- and stereoselectivity.
Bismuth (III) salts as catalysts in the opening of epoxides by amines
Oussaid, Adyl,Garrigues, Bernard,Oussaid, Boualem,Benyaquad, Fatima
, p. 2315 - 2320 (2007/10/03)
BiCl3 and Bi (OTf)3 catalyze the opening of epoxides (1-7) by amines (8-12). High regioselectivities are observed. BiCl3 et Bi (OTf)3 catalysent la reaction d'ouverture des epoxydes (1-7) par les amines (8-12). La reaction est fortement regioselective.