Archives for Chemistry Experiments of 16251-45-9

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Visible Light-Mediated Synthesis of Enantiopure gamma-Cyclobutane Amino and 3-(Aminomethyl)-5-phenylpentanoic Acids

A visible light-mediated [2+2] photocycloaddition of amide-linked dienes using [Ir(dtb-bpy)(dF(CF3)ppy)2]PF6 as triplet sensitizer was applied to generate a variety of N-tert-butyl, N-benzyl- and N-tert-butoxycarbonyl-protected 3-azabicyclo[3.2.0]heptan-2-ones in good yields and with good diastereoselectivity. Density functional theory calculations shed light on the conformational prerequisites for the [2+2] photocycloaddition. The bicyclic key structures could be readily transformed into gamma-cyclobutane amino acids. For the obtained racemic 3-phenyl-2-aminocyclobutane-1-carboxylic acid the resolution with chiral oxazolidin-2-one is demonstrated to allow access to both enantiomers. Alternatively, a chiral auxiliary approach led as well to the enantiomerically pure target compound. Finally, the synthesis of either enantiomer of 3-(aminomethyl)-5-phenylpentanoic acid, the racemate being described as an anticonvulsant, is described.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H2174NO – PubChem

 

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16251-45-9, Name is (4S,5R)-4-Methyl-5-phenyloxazolidin-2-one, belongs to oxazolidine compound, is a common compound. Application In Synthesis of (4S,5R)-4-Methyl-5-phenyloxazolidin-2-oneIn an article, once mentioned the new application about 16251-45-9.

Asymmetric synthesis of amlnocyclopropanes and N-cyclopropylamino alcohols through direct amidocyclopropanation of alkenes using chiral organozinc carbenoids

Chiral N-(diethoxymethyl)oxazolidinones, prepared from the corresponding oxazolidinones by heating in trielhyl orthoformate, can be used as organozinc carbenoid precursors for the direct enantioselective amidocyclopropanation of alkenes. The reaction is successful with a wide range of oxazolidinones and alkenes and proceeds with moderate to excellent yield and stereoselectivity. In most cases the trans/exo amidocyclopropane product, is favoured, although certain cyclic alkenes such as indene favour the formation of the endo cyclopropane. The products can be readily elaborated to produce cyclopropylamino alcohols and amino acids. Wiley-VCH Verlag GmbH & Co. KGaA.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H2144NO – PubChem

 

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POLYUNSATURATED FATTY ACIDS FOR THE TREATMENT OF DISEASES RELATED TO CARDIOVASCULAR, METABOLIC AND INFLAMMATORY DISEASE AREAS

The present disclosure relates to lipid compounds of the general formula (I): R1-O-C(R2)(R3) -X (I) wherein R1 is a C10-C22 alkyl group, a C10-C22 alkenyl group having 1-6 double bonds, or a C10-C22 alkynyl group having 1-6 triple bonds; R2 and R3 are the same or different and may be chosen from different substituents; and X is a carboxylic acid or a derivative thereof, such as a carboxylic ester, a carboxylic anhydride, a phospholipid, triglyceride, or a carboxamide; or a pharmaceutically acceptable salt, solvate, solvate of such salt or a prodrug thereof. The present disclosure also relates to pharmaceutical compositions and lipid compositions comprising at least one compound according to the present disclosure, and to such compounds for use as medicaments or for use in therapy, in particular for the treatment of diseases related to the cardiovascular, metabolic, and inflammatory disease area.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H2115NO – PubChem

 

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A modular synthetic approach toward exhaustively stereodiversified ligand libraries

(Matrix presented) This report describes a modular approach to the synthesis of stereodiversified natural product-like libraries. Monomers 2 and 3 were coupled in parallel by silyl-tethered olefin metathesis to generate all 16 stereoisomers of cis-enediols 1. All 16 stereoisomers were incorporated into chimerae having flanking peptidic segments. These chimerae exhibited a broad range of hydrophobicities, raising the possibility that stereochemical variation might be used to tune the pharmacologic properties of small molecules.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H2159NO – PubChem

 

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In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 16251-45-9, name is (4S,5R)-4-Methyl-5-phenyloxazolidin-2-one, introducing its new discovery. SDS of cas: 16251-45-9

Process for the stereoselective synthesis of 3-substituted 2-thiomethylpropionic acids

Process for the stereoselective synthesis of 3-substituted 2-thiomethylpropionic acids Compounds of the formula I STR1 in which R1 and R2 are as defined can be prepared stereoselectively by reaction of acrylic acid or derivatives thereof or propionic acid or derivatives thereof with a chiral auxiliary, reaction with a mercaptan, stereoselective alkylation and subsequent hydrolysis and oxidation.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H2114NO – PubChem

 

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Aplyronine A, a potent antitumor substance of marine origin, aplyronines B and C, and artificial analogues: Total synthesis and structure-cytotoxicity relationships

The enantioselective total synthesis of aplyronine A (1), a potent antitumor substance of marine origin, was achieved by a convergent approach. Three segments 4, 5, and 6, corresponding to the C5-C11, C21-C27, and C28-C34 portions of aplyronine A (1), were prepared using the Evans aldol reaction and the Sharpless epoxidation as key steps. The coupling reaction of 4 with iodide 7 followed by Julia olefination with sulfone 8 gave the C5-C20 segment 9, while the Julia coupling reaction between segments 5 and 6 provided the C21-C34 segment 10. Julia olefination between segments 9 and 10 and the subsequent four-carbon homologation reaction led to seco acid 83, which was converted into aplyronine A (1) by Yamaguchi lactonization followed by the introduction of two amino acids. The use of the [(3,4-dimethoxybenzyl)oxy]methyl group as a protecting group for the hydroxyl at C29 was crucial for this synthesis. The enantioselective synthesis of two natural congeners, aplyronines B (2) and C (3), was also carried out using the intermediates for the synthesis of 1, which determined the absolute stereostructures of 2 and 3 unambiguously. To study the structure-cytotoxicity relationships of aplyronines, artificial analogues of 1 were synthesized and their cytotoxicities were evaluated: the trimethylserine moiety, two hydroxyl groups, and the side chain portion in 1 turned out to be important in the potent cytotoxicity shown by 1. Biological studies with aplyronine A (1) showed that 1 inhibited polymerization of G-actin to F-actin and depolymerized F-actin to G-actin.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H2176NO – PubChem

 

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Novel lipid compounds

The present invention relates to lipid compounds of the general formula (I): wherein R1 is selected from a C10-C22 alkyl, a C10-C22 alkenyl having 1-6 double bonds, and a C10-C22 alkynyl having 1-6 triple bonds;R2 and R3 are the same or different and may be selected from a group of different substituents; and X represents a carboxylic acid or a derivative thereof, such as a carboxylic ester, a carboxylic anhydride or a carboxamide; or a pharmaceutically acceptable salt, solvate, solvate of such salt or a prodrug thereof. The invention also relates to pharmaceutical compositions and lipid compositions comprising such compounds, and to such compounds for use as medicaments or for use in therapy, in particular for the treatment of diseases related to the cardiovascular, metabolic and inflammatory disease area.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H2111NO – PubChem

 

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Addition to activated imines of enolates from chiral N-acyloxazolidinones

The lithium and titanium enolates of N-acyloxazolidinones 1a-c add in their chelated forms to PhCH=NTs, to give stereoselectively the beta-amino acid derivatives 3a-c and 4a-c. The relative configurations of the newly created chiral centres were established by conversion to the trans (8a-c) or cis (9a, c) beta-lactams. Absolute stereochemistry was assigned by correlation with known compounds 10a and ent-11a, together with an X-ray crystal structure determination on 9a. The use of the lithium enolate of 1a at -78C gave only a 1.4:1 ratio of anti product 3a to syn product 4a, but this ratio was improved to >5:1 by the use of the chlorotitanium enolate of 1a at-55C or below. Similar results were obtained by using the chlorotitanium enolate of 1b, but for the chlorotitanium enolate of the N-(phenylacetyl)oxazolidinone 1c the proportion of syn product 4c to anti product was significantly greater, consistent with a kinetically controlled reaction involving the si face of the chelated (Z)-enolate and the competing alternative transition states TS3 (reaction on si face of imine) and TS7 (reaction on re face of imine).

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Oxazolidine – Wikipedia,
Oxazolidine | C3H2135NO – PubChem

 

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Reference of 16251-45-9, Because a catalyst decreases the height of the energy barrier, its presence increases the reaction rates of both the forward and the reverse reactions by the same amount.16251-45-9, Name is (4S,5R)-4-Methyl-5-phenyloxazolidin-2-one, molecular formula is C10H11NO2. In a article£¬once mentioned of 16251-45-9

BENZOTHIADIAZOLAMINES

The present invention relates to substituted benzothiadiazolamine compounds of general formula(I) as described and defined herein, to methods of preparing said compounds, to intermediate compounds useful for preparing said compounds, to pharmaceutical compositions and combinations comprising said compounds and to the use of said compounds for manufacturing a pharmaceutical composition for the treatment or prophylaxis of a disease, in particular of a hyperproliferative and/or angiogenesis disorder, as a sole agent or in combination with other active ingredients.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H2127NO – PubChem

 

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Remarkably efficient charcoal-promoted ring-closing carbonylations

An efficient, versatile and practical gram-scale preparation of oxazolidinone, imidazolidinone and dioxolanone is achieved. Georg Thieme Verlag Stuttgart.

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Oxazolidine – Wikipedia,
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