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The stereochemistry and synthetic utility of the addition of 2-(trimethylsilyl)thiazole (2-TST, 1) to various N-protected alpha-amino aldehydes is described.The reactions of 1 with N-Boc-L-serinal acetonide (2) and N-Boc-L-threoninal acetonide (3) are essential anti diastereoselective (ds = 85-90percent) in agreement with the Felkin-Anh model for asymmetric induction, whereas the reactions with O-benzyl-NH-Boc-L-serinal (4) and NH-Boc-L-phenylalaninal (5) are syn diastereoselective (ds = 80percent).The reversal of diastereoselectivity is interpreted on the basis of a proton-bridged cyclic Cram model for asymmetric induction.Te anti-adduct derived the N-Boc-L-serinal acetonide (2) was subjected to thiazol-to-formyl unmasking to give a one-carbon higher homologue (i. e., the O,N-protected beta-amino-alpha-hydroxy aldehyde 6a).This material serves as a precursor to ribo- and arabino-4-amino-4-deoxypentoses via a further one-carbon-chain elongation with 2-TST and to a C20 sphingosine via Wittig olefination.The above ribo-amino sugar was transformed via sequential Wittig olefination and reduction into a C18 phytosphingosine.

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Reference:
Thiazole | C3H1042NS – PubChem,
Thiazole | chemical compound | Britannica

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A novel rearrangement process involving the migration of trimethylstannanyl or trimethylsilanyl groups around the thiazole ring provides access to either 2- or 5-metallated thiazoles by tuning the reaction conditions. The proposed mechanism, based on experimental evidence, is characterized by the catalytic role of thiazole bisadducts as metal-transfer agents.

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Reference:
Thiazole | C3H1140NS – PubChem,
Thiazole | chemical compound | Britannica

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Disclosed are the ERK inhibitors of formula 1.0: [Formula (1.0)] and the pharmaceutically acceptable salts, esters and solvates thereof. Q is a piperidine or piperazine ring that can have a bridge or a fused ring. The piperidine ring can have a double bond in the ring. All other substitutents are as defined herein. Also disclosed are methods of treating cancer using the compounds of formula 1.0.

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Reference:
Thiazole | C3H1107NS – PubChem,
Thiazole | chemical compound | Britannica

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2-Substituted isoflavonoid compounds and pharmaceutical compositions containing same are useful as anti-inflammatory agents and antioxidants and for the treatment of related diseases and conditions.

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Reference:
Thiazole | C3H1155NS – PubChem,
Thiazole | chemical compound | Britannica

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The present invention relates to compounds of formula (I), a N-oxide or tautomer or stereoisomer thereof, or a salt thereof, wherein ring B and the imidazole to which it is fused, R4, R6, R7, R10, m and n have the meanings as given in the description and the claims, which are effective inhibitors of the Pi3K/Akt pathway, processes for their production and their use as pharmaceuticals

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Reference:
Thiazole | C3H1055NS – PubChem,
Thiazole | chemical compound | Britannica

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The nitrile oxide-furan cycloadduct thiazole furoisoxazoline 4a is transformed into the 5-amino-5-deoxy dialdoidofuranose derivative 8 through selective elaboration of the three heterocyclic rings: i) bis-hydroxyalkylation of dihydrofuran carbon-carbon double bond; ii) reductive cleavage of the isoxazoline ring; iii) conversion of thiazole into formyl.One- and two-carbon chain extension of the resulting amino hexose by reaction with 2-trimethylsilylthiazole and 2-thiazolylmethylenetriphenylphosphorane respectively affords C7 and C8 homologues.

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Reference:
Thiazole | C3H1068NS – PubChem,
Thiazole | chemical compound | Britannica

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High-resolution crystal structures of Staphylococcus aureus methionine aminopeptidase I in complex with various keto heterocycles and aminoketones were determined, and the intermolecular ligand interactions with the enzyme are reported. The compounds are effective inhibitors of the S. aureus enzyme because of the formation of an uncleavable tetrahedral intermediate upon binding. The electron densities unequivocally show the enzyme-catalyzed transition-state analogue mimicking that for amide bond hydrolysis of substrates.

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Reference:
Thiazole | C3H1102NS – PubChem,
Thiazole | chemical compound | Britannica

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2-Oxiranyl and 2-aziridinyl thiazoles 3 and 7 have been prepared by lithiation of thiazoles 1a and 1b and reaction with alpha-halogenocarbonyl compounds [1a, 1c-d] and alpha-halogenoimines [1b], respectively.

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Reference:
Thiazole | C3H1156NS – PubChem,
Thiazole | chemical compound | Britannica

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A solid phase synthesis procedure for the preparation of hydroxyethylamine peptide isosteres is described. Reductive amination of the resin-bound peptide with an alpha-hydroxyaldehyde, prepared via 2-(trimethylsilyl)thiazole addition to Boc-phenylalaninal or Boc-prolinal, produces the peptides in good yield.

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Reference:
Thiazole | C3H1134NS – PubChem,
Thiazole | chemical compound | Britannica

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Homologation of the title dialdoses is carried out by diastereogenic addition of 2-trimethylsilylthiazole (1) to the side-chain aldehyde and unmasking the formyl group from thiazole ring; further addition of 1 to the resulting homologated dialdoses exhibited good levels of diastereoselectivity.

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Reference:
Thiazole | C3H1101NS – PubChem,
Thiazole | chemical compound | Britannica