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A NEW FACILE DIASTEREOCONVERSION OF 2-AMINO ALCOHOLS INVOLVING A NOVEL CYCLOCARBAMATION

A new practical method for diastereoconversion of 2-amino alcohols was performed by treatment on N-Cbz- derivatives with trifluoromethanesulfonic anhydride or thionyl chloride, followed by ring cleavage of the resulting oxazolidin-2-ones

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H2171NO – PubChem

 

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Heteroaromatic side-chain analogs of pregabalin

A series of heteroaromatic analogs of pregabalin has been identified that possess anticonvulsant activity in the DBA/2 mouse model. The methods of synthesis and preliminary pharmacology are discussed herein.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H2185NO – PubChem

 

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Chemoselective debezylation of the N-1-phenylethyl group in 2-oxazolidinones by the anisole-methanesulfonic acid system

The chemoselective removal of N-1-phenylethyl group in 2-oxazolidinones by the anisole-methanesulfonic acid system was investigated. Optically active 4,5-cis- and 4,5-trans-diphenyl-2-oxazolidinones (1a-d) were easily synthesized from dl-stilbene oxides (trans- and cis-7a) using this debenzylation.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H2191NO – PubChem

 

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INHIBITORS OF HEPATITIS C VIRUS NS5B POLYMERASE

Compounds of formula I that are used as hepatitis C virus (HCV) NS5B polymerase inhibitors, the synthesis of such compounds, and the use of such compounds for inhibiting HCV NS5B polymerase activity, for treating or preventing HCV infection and for inhibiting HCV viral replication and /or viral production in a cell-based system.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H2123NO – PubChem

 

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Stereoselective Diels-Alder reactions of 3-phosphonopropenoyl derivatives of 1,3-oxazolidin-2-ones

Dienophiles of the general structure (EtO)2P(O)CH{double bond, long}CHCOX have been prepared, where X represents an oxazolidinone chiral auxiliary. Use of the (S)-4-isopropyl-5,5-diphenyl-1,3-oxazolidin-2-one auxiliary gave Diels-Alder adducts with several cyclic and acyclic dienes. The crystal structures of the main cyclohexa-1,3-diene and 2,3-dimethylbutadiene adducts formed during reactions in the presence of dialkylaluminium halides are consistent with a reaction, which is stereoselectively endo with respect to the carbonyl group and occurs on the less hindered face of the dienophile when aluminium is chelated between the two carbonyl groups.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H2150NO – PubChem

 

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A ring-closing metathesis-based approach to the synthesis of (+)-tetrabenazine

A modular stereoselective synthesis of the vesicular monoamine transport inhibitors (+)-tetrabenazine ((+)-1) and (+)-alpha-dihydrotetrabenazine ((+)-2) has been developed. The approach is based on amine 4 and acid 5 as the key building blocks, which were elaborated into macrolactam 3 by amide coupling and a subsequent highly E-selective RCM reaction. Macrolactam 3 could be converted into tetrabenazine in three known steps.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H2169NO – PubChem

 

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Direct Metal-Free Entry to Aminocyclobutenes or Aminocyclobutenols from Ynamides: Synthetic Applications

The [2+2] cycloaddition of ynamides with the highly polarized reagent Tf2C=CH2has been developed to regioselectively afford bis(triflyl)aminocyclobutenes in the absence of catalyst under mild conditions. Incidentally, with the ynamides bearing electron-rich aromatic rings at the C-terminal, an interesting reactivity switch was observed; a cyclization/hydroxylation sequence yielded 2-amino-3-(triflyl)cyclobut-2-enols. Aminocyclobutene construction with addition of alcohols resulted in the formation of aminocyclobutenyl ethers through a cyclization/hydroalkoxylation process. Moreover, the utility of functionalized aminocyclobutenes as precursors for further elaboration was demonstrated with the preparation of alpha-amino-beta,gamma-unsaturated ketones and 3-(triflyl)buta-1,3-dien-2-amines through 4 pi-electrocyclic ring opening.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H2138NO – 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. Recommanded Product: (4S,5R)-4-Methyl-5-phenyloxazolidin-2-one

SULFOXIMINE AND SULDODIIMINE MATRIX METALLOPROTEINASE INHIBITORS

Novel sulfoximine and sulfodiimine matrix metalloproteinase inhibitors of the formula, STR1 wherein: R 1 is selected from the group consisting of lower-alkyl, hydroxy lower-alkyl, amino lower-alkyl, carbamoyl lower-alkyl, lower-alkyl carbonyl, lower-alkyoxyalkyl, aralkyl and heteroaralkyl;

X is NH or O;

R 2 is selected from the group consisting of hydrogen, lower-alkyl and aralkyl;

R 3 is selected from the group consisting of hydrogen, lower-alkyl, amino lower-alkyl, guanyl lower-alkyl, aralkyl and heteroaralkyl; and

R 4 is selected from the group consisting of lower alkyl, aralkyl and–CH(R 5)–C(O)NH 2,

wherein R 5 is selected from the group consisting of hydrogen, lower-alkyl, amino lower-alkyl, guanyl lower-alkyl, imidazoylalkyl, hydroxymethyl, 1-hydroxyethyl, mercapto lower-alkyl, and methylthio lower-alkyl;

useful for modulating physiological functions or treating diseases and disease conditions associated with matrix metalloproteinase modulation.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H2128NO – PubChem

 

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CYCLIC DERIVATIVES OF 3,3-DIPHENYLALANINE (DIP) (II), NOVEL alpha-AMINO ACIDS FOR PEPTIDES OF BIOLOGICAL INTEREST

The chiral and achiral syntheses of novel cyclic derivatives of 3,3-diphenylalanine (DIP) are described.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H2145NO – PubChem

 

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Pyran-2-ones and 5,6-dihydropyran-2-ones useful for treating hyperplasia and other diseases

Certain 2H-pyran-2-ones are useful for treating benign prostatic hypertrophy or hyperplasia, prostatic cancer, alopecia, hirsutism, acne vulgaris and seborrhea.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H2132NO – PubChem