Showing papers on "Oxazolidine published in 1989"
TL;DR: In this article, a synthesis of (R)- or (S)-2-alkyl-1,2,3,6-tetrahydropyridines, starting from either phenyl glycinol and Zincke's salt, and proceeding via the new oxazolidine derivative as a key intermediate, is described.
Abstract: A synthesis of (R)- or (S)-2-alkyl-1,2,3,6-tetrahydropyridines (1), starting from (R)- or(S)-phenylglycinol and Zincke's salt (2), and proceeding via the new oxazolidine derivative (5) as a key intermediate, is described.
33 citations
TL;DR: Thiazolo and polymethylene condensed thieno[3,2-d]-, [3,4-d]- and [2,3-D]pyrimidin-5-one derivatives (19-21), in which the oxygen atom of the oxazolidine moiety in 3 was replaced by a sulfur atom or methylene groups, were synthesized and evaluated for gastric antisecretory activity in pylorus-ligated rats.
Abstract: Thiazolo[3,2-a]thieno[3,2-d]-, [3,4-d]- and [2,3-d]pyrimidin-5-one derivatives (6, 11 and 16), and polymethylene condensed thieno[3,2-d]-, [3,4-d]- and [2,3-d]pyrimidin-5-one derivatives (19-21), in which the oxygen atom of the oxazolidine moiety in 3 was replaced by a sulfur atom or methylene groups, were synthesized and evaluated for gastric antisecretory activity in pylorus-ligated rats. The structure-activity relationships of these compounds are discussed.
31 citations
TL;DR: A succinct synthesis of a new bicyclic γ-lactam designed to possess antibacterial activity containing an oxazolidine ring is described in this article, where the synthesis is shown to be feasible.
23 citations
TL;DR: In this article, the facile displacement of the 4,4-dimethyl-1,3-oxazolidine-2-thione auxiliary of 5 is used for 1-β-methyl carbapenem key intermediates.
23 citations
TL;DR: In this paper, isopropylidenetriphenylphosphorane reacts with oxazolidine 4 with excellent π-face selectivity, obtaining high optical purity after removal of the chiral auxiliary.
16 citations
TL;DR: In this article, the reaction of methyl 2,3,4,tri-tri- O -acetyl-6,deoxy-6-nitro-α-d -glucopyranoside with carbon disulfide, methyl iodide, and sodium hydride was investigated.
10 citations
Patent•
21 Sep 1989
TL;DR: In this paper, pigment paste resins for cathodically depositable coating compositions based on epoxy resin-amine adducts obtained from unmodified or modified epoxy resins, which by partial or complete reaction of secondary amino groups with formaldehyde contain oxazolidine structures, are quaternized to at least 20 mol % using an organic acid and a monoglycidyl compound.
Abstract: Preparation of pigment paste resins for cathodically depositable coating compositions based on epoxy resin-amine adducts obtained from unmodified or modified epoxy resins, which by partial or complete reaction of secondary amino groups with formaldehyde contain oxazolidine structures; whose tertiary amino groups introduced via primary-tertiary diamines are quaternized to at least 20 mol % using an organic acid and a monoglycidyl compound and which in a solution adjusted with water to a correct application viscosity contain a total of 80 to 100 millimoles of acid per 100 g of solid resin are described The pigment pastes possess, both in concentrated and dilute form, a stability which meets practical requirements and, because of their rheology, are readily processed to ensure formation of defect-free films both during deposition and crosslinking by stoving The applied films have good properties
7 citations
3 citations
TL;DR: Optically active p-(ClC6H4CHNCH(Et)CH2OH(R) cyclizes in the presence of Zeise's salt to afford one diastereomer of the complexed oxazolidine p-ClC 6H4 CHNHCH 2 CH 2 O ) in high chemical yield as mentioned in this paper.
2 citations
Patent•
12 Sep 1989
TL;DR: In this paper, the authors proposed a method to obtain the title compound which is used as a bactericidal agent in high yield with formation of by-products suppressed, by reaction of an N- aryl carbamidic acid ester with a tartronic acid diester which has the same alkyl as in the carbamide ester.
Abstract: PURPOSE:To obtain the title compound which is used as a bactericidal agent in high yield with formation of by-products suppressed, by reaction of an N- arylcarbamidic acid ester with a tartronic acid diester which has the same alkyl as in the carbamidic acid ester. CONSTITUTION:The reaction of an N-arylcarbamidic acid ester of formula I (Ar is aromatic residue; R1 is 1-5C alkyl) such as N-(3,5-dichlorophenyl)- carbamidic acid ethyl ester, with a tartronic acid diester of formula II (R is H, 1-5C alkyl) is carried out, when needed, in a solvent and/or in the presence of a catalyst, at 70-270 deg.C as the alcohol formed during the reaction is distilled off, to give N-aryl-1,3-oxazolidine-2,4-dione such as N-(3,5- dichlorophenyl)-5-methyl-5-carboethoxy-1,3-oxazolidine-2,4-dione.
TL;DR: Organocopper reagents undergo highly diastereoselective conjugate addition on cinnamates bearing a chiral oxazolidine or imidazolidines ring.
Abstract: Organocopper reagents undergo highly diastereoselective conjugate addition on cinnamates bearing a chiral oxazolidine or imidazolidine ring.
Patent•
28 Dec 1989
TL;DR: In this paper, a novel oxazolidine compound containing a titanium atom or a silicon atom was described, which is represented by the following formula [I] where R represents a hydrogen atom, a C1 -C10 alkyl, an aryl group, a vinyl group, and n is an integer of 0 to 3.
Abstract: Disclosed is a novel oxazolidine compound containing a titanium atom or a silicon atom. The ozazolidine compound is represented by the following formula [I]; ##STR1## wherein R represents a hydrogen atom, a C1 -C10 alkyl, an aryl group, a vinyl group, a C1 -C10 halogen substituted alkyl group or a C1 -C10 alkoxy group, M represents a silicon atom or a titanium atom, R1 represents a C2 -C5 alkylene group, R2 and R3 respectively represent a hydrogen atom, a C1 -C10 alkyl group or an aryl group, R4 represents a hydrogen atom or a methyl group and n is an integer of 0 to 3.
TL;DR: Both anti and syn enantiomerically pure functionalized α-amino-β-hydroxy acids and derivatives were synthesized starting from norephedrine-derived oxazolidine as discussed by the authors.
Abstract: Both anti and syn enantiomerically pure functionalized α -amino-β-hydroxy acids and derivatives were synthesized starting from norephedrine-derived oxazolidine (1). The key-steps of the synthesis were the nucleophilic epoxidation of (1) and the nucleophilic opening of epoxy acid (3) with ammonia, both reactions proved regio- and diastereospecific. High yield preparation of the target anti aldehyde (9) was accomplished using standard procedures. The complementary syn aldehyde (23) was obtained via alkaline isomerization of the cis oxazolidinone (13) to the trans one. The aldehyde function of (9) and (23) provides a useful handle for manipulation to more complex structures, allowing potential access to a range of optically pure α -amino-β-hydroxy acids. The formal total synthesis of the monocyclic β-lactam antibiotic “carumonam” was accomplished using the present methodology.