105857-68-9

Upstream product

• 105857-64-5 2-[(1R,2S,5R)-2-Isopropyl-5-methyl-1-((R)-2-methyl-3-trityloxy-propoxy)-cyclohexyl]-1-phenyl-ethanone 
• 76-83-5 trityl chloride 
• 116021-13-7 (2S)-2-methyl-3-(trityloxy)propionic acid methyl ester 

Downstream Products

• 111865-84-0 (2S)-2-methyl-3-(trityloxy)propionaldehyde 
• 352209-61-1 Trifluoro-methanesulfonic acid (S)-2-methyl-3-trityloxy-propyl ester 
• 1073630-34-8 (-)-{[(2R)-2-methyl-3-(trityloxy)propyl]oxy}acetic acid ethyl ester 
• 1093386-28-7 tert-butyl {[(2R)-2-methyl-3-(trityloxy)propyl]oxy}acetate 
• 1366246-12-9 1-methoxy-4-({[(5R)-5-methyl-6-(triphenylmethoxy)hexyl]oxy}methyl)benzene 
• 123595-51-7 (R)-4-Methyl-5-trityloxy-pentan-1-ol 
• 123595-50-6 C₂₆H₂₈O 
• 152999-17-2 (E)-(2S,3S)-2,4-Dimethyl-1-trityloxy-hex-4-en-3-ol 
• 352209-68-8 (3S,4R,5S,6R,8R,9S,10R,12R)-5,9-Bis-benzyloxy-4,6,8,10,12-pentamethyl-13-trityloxy-tridecan-3-ol 
• 352209-65-5 (2R,4R,5R)-4-((3R,4S,5R,7R)-4-Benzyloxy-3,5,7-trimethyl-1-methylene-8-trityloxy-octyl)-5-methyl-2-phenyl-[1,3]dioxane 
• 352209-67-7 (2R,3S,4R,6R,7S,8R,10R)-3,7-Bis-benzyloxy-2,4,6,8,10-pentamethyl-11-trityloxy-undecan-1-ol 
• 352209-66-6 (2R,4S,5R)-4-((1R,3R,4S,5R,7R)-4-Benzyloxy-1,3,5,7-tetramethyl-8-trityloxy-octyl)-5-methyl-2-phenyl-[1,3]dioxane 
• 1026015-66-6 (2S,3S,4R,6R,7S,8R,10R)-3,7-Bis-benzyloxy-2,4,6,8,10-pentamethyl-11-trityloxy-undecanal 
• 352209-64-4 Trifluoro-methanesulfonic acid (2R,3S,4R,6R)-3-benzyloxy-2,4,6-trimethyl-7-trityloxy-heptyl ester 

Relevant academic research and scientific papers

Vanadium-catalyzed asymmetric epoxidation of homoallylic alcohols

New chiral bishydroxamic acids were synthesized and tested as chiral ligands in the vanadium-catalyzed asymmetric epoxidation of homoallylic alcohols to provide good yields and high enantioselectivities. Copyright

Generation of 2-substituted-2-metallo-1,3-dithianes and their coupling with 1,2-disubstituted epoxides at room temperature

2-Substituted-1,3-dithianes were subjected to lithiation by n-BuLi at room temperature and the resulting anions reacted with 1,2-disubstituted epoxides at room temperature, giving the coupling products in satisfactory yield. In addition, a mixed organomet

Application of Trimethylgermanyl-Substituted Bisphosphine Ligands with Enhanced Dispersion Interactions to Copper-Catalyzed Hydroboration of Disubstituted Alkenes

We report the incorporation of large substituents based on heavy main-group elements that are atypical in ligand architectures to enhance dispersion interactions and, thereby, enhance enantioselectivity. Specifically, we prepared the chiral biaryl bisphosphine ligand (TMG-SYNPHOS) containing 3,5-bis(trimethylgermanyl)phenyl groups on phosphorus and applied this ligand to the challenging problem of enantioselective hydrofunctionalization reactions of 1,1-disubtituted alkenes. Indeed, TMG-SYNPHOS forms a copper complex that catalyzes hydroboration of 1,1-disubtituted alkenes with high levels of enantioselectivity, even when the two substituents are both primary alkyl groups. In addition, copper catalysts bearing ligands possessing germanyl groups were much more active for hydroboration than one derived from DTBM-SEGPHOS, a ligand containing 3,5-di-tert-butyl groups and widely used for copper-catalyzed hydrofunctionalization. This observation led to the identification of DTMGM-SEGPHOS, a bisphosphine ligand bearing 3,5-bis(trimethylgermanyl)-4-methoxyphenyl groups as the substituents on the phosphorus, as a new ligand that forms a highly active catalyst for hydroboration of unactivated 1,2-disubstituted alkenes, a class of substrates that has not readily undergone copper-catalyzed hydroboration previously. Computational studies revealed that the enantioselectivity and catalytic efficiency of the germanyl-substituted ligands is higher than that of the silyl and tert-butyl-substituted analogues because of attractive dispersion interactions between the bulky trimethylgermanyl groups on the ancillary ligand and the alkene substrate and that Pauli repulsive interactions tended to decrease enantioselectivity.

Formal synthesis of borrelidin: A highly enantio- and diastereoselective access to the Morken's C2-C12 intermediate

In contrast to methyl and isobutyl phenyl sulfone, condensing under basic conditions higher alkyl sulfones and trans-2,3-epoxy-butanol 13c (or its O-benzyl and O-silyl derivatives) proved unfeasible, a difficulty that was overcome by using mono ethers of trans-2,3-epoxy-butane-1,4-diol 35c as the electrophilic reagents. Thus, adding excess BuLi to a mixture of the benzyl ether 35b and sulfone ent-12a, a stereodiad sulfone prepared in pure state from the R-Roche ester, via the O-trityloxy-sulfone ent-12c (X-ray), gave, after elimination by column chromatography of the side-formed regioisomer, a diolsulfone that was next converted to sulfone 20 by means of conventional functional-group modifications. Reacting like-wise this sulfone with the parent O-PMB derivative 35a, and then proceeding to the same purification process and function adjustment, delivered the title fragment in virtually pure state.

Screening of a virtual mirror-image library of natural products

We established a facile access to an unexplored mirror-image library of chiral natural product derivatives using d-protein technology. In this process, two chemical syntheses of mirror-image substances including a target protein and hit compound(s) allow the lead discovery from a virtual mirror-image library without the synthesis of numerous mirror-image compounds.

Biomimetic total synthesis of cruentaren A via aromatization of diketodioxinones

The total synthesis of cruentaren A, a biologically active resorcylate natural product, is reported. The aromatic unit was constructed via late-stage cyclization and aromatization from a diketodioxinone intermediate and macrocyclization using Fuerstner ring-closing alkyne metathesis.

SUBSTITUTED FUROPYRIMIDINES AND USE THEREOF

The present application relates to novel substituted furopyrimidine derivatives, to processes for their preparation, to their use for the treatment and/or prophylaxis of diseases and to their use for preparing medicaments for the treatment and/or prophylaxis of diseases, especially for the treatment and/or prophylaxis of cardiovascular diseases.

Novel, Acyclically Substituted Furopyrimidine Derivatives and Use Thereof

The present application relates to novel, acyclically substituted furopyrimidine derivatives, methods for their production, their use for the treatment and/or prophylaxis of diseases and their use for the production of medicinal products for the treatment and/or prophylaxis of diseases, in particular for the treatment and/or prophylaxis of cardiovascular diseases.

Synthesis of the macrocyclic core of (-)-pladienolide B

(Chemical Equation Presented) An efficient synthesis of the macrocyclic core of (-)-pladienolide B is disclosed. The concise route relies on a chiral auxiliary-mediated asymmetric aldol addition and an osmium-catalyzed asymmetric dihydroxylation to install the three oxygenated stereocenters of the macrocycle. This purely reagent-controlled and flexible strategy sets the stage for future analogue syntheses and structure-activity relationship plotting of the appealing anticancer lead structure pladienolide B.

Synthesis of the C-1-C-28 ABCD Unit of Spongistatin 1

(Equation Presented) The synthesis of the C-1-C-28 ABCD fragment of spongistatin is described. Anti-selective boron-mediated aldol coupling of a CD spiroketal ketone fragment to an AB spiroketal aldehyde unit forms the desired C1-C28 advanced intermediate