175272-36-3

Upstream product

• 24850-33-7 allyltributylstanane 
• 101711-78-8 (3R)-3-propionyl-4-benzyloxazolidin-2-one 
• 106-95-6 allyl bromide 
• 18854-63-2 allylmagnesium iodide 
• 40217-17-2 (R)-4-(phenylmethyl)-2-oxazolidinone 
• 556-56-9 allyl iodid 

Downstream Products

• 5673-98-3 (S)-(-)-2-methyl-4-penten-1-ol 
• 40217-17-2 (R)-4-(phenylmethyl)-2-oxazolidinone 
• 503620-07-3 4-benzyl-3-{2-methyl-6-[3-methyl-5-(2-trimethylsilanyl-ethoxy)-tetrahydro-furan-2-yl]-hex-4-enoyl}-oxazolidin-2-one 
• 147649-95-4 (S)-2-Methyl-4-pentenoic acid phenylmethyl ester 
• 1403354-27-7 (2R,4S)-5-(tert-butyldiphenylsilyloxy)-4-methylpentane-1,2-diol 
• 1417803-52-1 (2S,4S)-5-(tert-butyldiphenylsiloxy)-4-methyl-1,2-pentandiol 
• 1417803-53-2 (2S,4S)-5-(tert-butyldiphenylsiloxy)-2-hydroxy-4-methylpentanal 
• 1417803-51-0 (5S)-5-[(2S)-3-(tert-butyldiphenylsiloxy)-2-methylpropyl]furan-2(5H)-one 
• 1417803-55-4 C₃₀H₄₄O₃Si₂ 
• 1417803-56-5 C₂₇H₃₄O₂Si 
• 105-30-6 (S)-2-methyl-1-pentanol 
• 210690-85-0 (2S,6Z,9S,10E)-1,9-Bis[(1,1-dimethylethyl)dimethylsilyloxy]-11-(2-methylthiazol-4-yl)-2,6,10-trimethyl-undeca-6,10-diene 
• 210690-99-6 (2S,6Z,9S,10E)-9-[(1,1-Dimethylethyl)dimethylsilyloxy]-11-(2-methylthiazol-4-yl)-2,6,10-trimethyl-undeca-6,10-dien-1-ol 
• 193146-51-9 (7S,10R,11S,12S,19S,Z)-7,11-bis(tert-butyldimethylsilyloxy)-2,2,3,3,8,8,10,12,16,21,21,22,22-tridecamethyl-19-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)-4,20-dioxa-3,21-disilatricos-16-en-9-one 

Relevant academic research and scientific papers

Thermal proteome profiling efficiently identifies ribosome destabilizing oxazolidinones

Identifying the targets of bioactive small molecules is a challenging endeavor for which no general solution currently exists. Classical affinity purification experiments suffer from the need to functionalise a bioactive compound and link it to a solid support, which may interfere with target binding. A modern mass spectrometry-based proteomics technique that has partially circumvented this problem is thermal proteome profiling (TPP), which determines the effect of an unmodified small molecule on the thermal stability of the whole proteome simultaneously. Here, we use TPP to identify the mode-of-action of a newly-discovered autophagy inhibitor based on oxazolidinones often employed as chiral auxiliaries. Surprisingly, a significant portion of all ribosomal proteins were found to be destabilized by the inhibitor, highlighting the utility of this technology for determining a challenging mode-of-action.

Enantioselective Synthesis of the Proposed Structure of Santinol D

In connection with structural verification of santinol D, a unique tricylglycerol isolated from Helichrysum italicum subsp. microphyllum, four possible isomers of its C-2'''and C-4''' centers were synthesized. The two enolizable chiral centers were installed with pre-defined absolute configurations using Evans alkylation and aldol condensation, respectively. The extra chiral center introduced in the aldol condensation was removed by Dess–Martin oxidation to convert the adjacent methine group into the highly enolizable subunit of an α-alkyl-β-keto ester at the end of the synthesis. The synthetic isomers provided unequivocal physical and NMR data for every single enantiomer and thus provided the information required for the configurational assignment of this natural product. With the aid of a model compound, the racemization of such species was examined polarimetrically under several sets of typical conditions and the rates were also calculated from the corresponding kinetics data.

MACROCYCLIC INHIBITORS OF FLAVIVIRIDAE VIRUSES

Provided are compounds of Formula I: and pharmaceutically acceptable salts and esters thereof. The compounds, compositions, and methods provided are useful for the treatment of virus infections, particularly hepatitis C infections.

(HMe 2 SiCH 2) 2: A Useful Reagent for B(C 6 F 5) 3 -Catalyzed Reduction-Lactonization of Keto Acids: Concise Syntheses of (-)- cis -Whisky and (-)- cis -Cognac Lactones

(HMe 2 SiCH 2) 2 has been utilized as a useful reagent for B(C 6 F 5) 3 -catalyzed reduction-lactonization of keto acids to synthesize γ- and δ-lactones. The process led concisely to (-)- cis -whisky and (-)- cis -cognac lactones in respective overall yields of 32% and 36%.

Synthesis of side-chain oxysterols and their enantiomers through cross-metathesis reactions of Δ22 steroids

A synthetic route that utilizes a cross-metathesis reaction with Δ22 steroids has been developed to prepare sterols with varying C-27 side-chains. Natural sterols containing hydroxyl groups at the 25 and (25R)-26 positions were prepared. Enantiomers of cholesterol and (3β,25R)-26-hydroxycholesterol (27-hydroxycholesterol) trideuterated at C-19 were prepared for future biological studies.

Stapled Peptides with γ-Methylated Hydrocarbon Chains for the Estrogen Receptor/Coactivator Interaction

"Stapled" peptides are typically designed to replace two non-interacting residues with a constraining, olefinic staple. To mimic interacting leucine and isoleucine residues, we have created new amino acids that incorporate a methyl group in the γ-position of the stapling amino acid S5. We have incorporated them into a sequence derived from steroid receptor coactivator2, which interacts with estrogen receptorα. The best peptide (IC50=89nm) replaces isoleucine689 with an S-γ-methyl stapled amino acid, and has significantly higher affinity than unsubstituted peptides (390 and 760nm). Through X-ray crystallography and molecular dynamics studies, we show that the conformation taken up by the S-γ-methyl peptide minimizes the syn-pentane interactions between the α- and γ-methyl groups.

SYNTHETIC PRECURSOR OF EPOTHILONE FOR IMPROVING PRODUCTION OF EPOTHILONE AND METHOD FOR PREPARING EPOTHILONE USING THE SAME

The present invention relates to a compound for increasing production of epothilone in actinomyces, and to a method for producing epothilone with increased yield. The method for producing epothilone of the present invention includes a step of culturing actinomyces in which epothilone-biosynthesizing genes in Sorangium cellulosum including epoD, epoE, epoF, orf6, orf3, and orf14 are introduced in a culture medium. According to the present invention, it is possible to increase the production yield of epothilone in actinomyces, even in actinomyces in which epoA, epoP, epoB, and epoC are not introduced therein.COPYRIGHT KIPO 2016

Asymmetric total syntheses of xanthatin and 11,13-dihydroxanthatin using a stereocontrolled conjugate allylation to γ-butenolide

The stereocontrolled conjugate allylation to an optically pure γ-butenolide provided direct and reliable access to a trans-fused series of xanthanolide sesquiterpenoids and allowed for the enantioselective total syntheses of xanthatin and 11,13-dihydroxanthatin to be efficiently achieved.

MACROCYCLIC INHIBITORS OF FLAVIVIRIDAE VIRUSES

Provided are compounds of Formula I: and pharmaceutically acceptable salts and esters thereof. The compounds, compositions, and methods provided are useful for the treatment of virus infections, particularly hepatitis C infections.

Directed studies towards the total synthesis of (+)-13-deoxytedanolide: Simple and convenient synthesis of the C8-C16 fragment

A straightforward synthesis of the enantioenriched C8-C16 south part of (+)-13-deoxytedanolide has been reported. The strength of this approach relies on the preparation of similar functionalized fragments via the transformation of a unique dihydrofuran b