540778-59-4

Upstream product

• 2233-18-3 4-hydroxy-3,5-dimethylbenzaldehyde 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 540778-58-3 ethyl (E)-4-acetoxy-3,5-dimethylcinnamate 

Downstream Products

• 540778-60-7 ethyl (E)-3,5-dimethyl-4-(trifluoromethanesulfonyloxy)cinnamate 
• 122004-95-9 γ-(3,5-di-methyl-4-hydroxyphenyl)propanol 
• 638214-87-6 ethyl (2E)-3-{3,5-dimethyl-4-[(1-{6-[4-(trifluoromethyl) phenyl]-2-pyridinyl}pentyl)oxy]phenyl}-2-propenoate 
• 638214-91-2 (2E)-3-{3,5-dimethyl-4-[(1-{6-[4-(trifluoromethyl) phenyl]-2-pyridinyl}pentyl)oxy]phenyl}-2-propenoic acid 
• 638216-31-6 3-{3,5-dimethyl-4-[(1-{6-[4-(trifluoromethyl) phenyl]-2-pyridinyl}pentyl)oxy]phenyl}-2-propanoic acid 

Relevant academic research and scientific papers

Dirigent Proteins Guide Asymmetric Heterocoupling for the Synthesis of Complex Natural Product Analogues

Phenylpropanoids are a class of abundant building blocks found in plants and derived from phenylalanine and tyrosine. Phenylpropanoid polymerization leads to the second most abundant biopolymer lignin while stereo- and site-selective coupling generates an array of lignan natural products with potent biological activity, including the topoisomerase inhibitor and chemotherapeutic etoposide. A key step in etoposide biosynthesis involves a plant dirigent protein that promotes selective dimerization of coniferyl alcohol, a common phenylpropanoid, to form (+)-pinoresinol, a critical C2 symmetric pathway intermediate. Despite the power of this coupling reaction for the elegant and rapid assembly of the etoposide scaffold, dirigent proteins have not been utilized to generate other complex lignan natural products. Here, we demonstrate that dirigent proteins from Podophyllum hexandrum in combination with a laccase guide the heterocoupling of natural and synthetic coniferyl alcohol analogues for the enantioselective synthesis of pinoresinol analogues. This route for complexity generation is remarkably direct and efficient: three new bonds and four stereocenters are produced from two different achiral monomers in a single step. We anticipate our results will enable biocatalytic routes to difficult-to-access non-natural lignan analogues and etoposide derivatives. Furthermore, these dirigent protein and laccase-promoted reactions of coniferyl alcohol analogues represent new regio- and enantioselective oxidative heterocouplings for which no other chemical methods have been reported.

Ruthenium(VIII)-Catalyzed ipso-Dearomative Spiro-Etherification and Spiro-Amidation of Phenols

An open air ruthenium(VIII)-catalyzed oxidative spiro-etherification as well as spiro-amidation of phenols has been performed. The transformation works satisfactorily with both phenols and naphthols and thus exhibits a wide range of flexibility. The catalysis is performed in open air at room temperature with a yield of ≤95%.

Phenyl trimethyl ammonium tribromide mediated robust one-pot synthesis of spiro-oxacycles-an economic route-stereoselective synthesis of oxaspirohexacyclodieneones

This paper entails the first recognition of Phenyl Trimethyl Ammonium Tribromide (PTAB) as an effective reagent for spiro-cyclizations proceeding via oxidative dearomatization. The experiment exhibits economical, metal and ligand free one-pot accomplishment of these significant transformations. The described protocol presents the first generalised methodology of spiro-oxacycle synthesis which can be applied towards various directions. A stereoselective synthesis of oxa-spirocyclooxadieneones has been accomplished.

PHENYLALKANOIC ACID AND PHENYLOXYALKANOIC ACID DERIVATIVES AS HPPAR ACTIVATORS

The present invention provides a compound of formula (I):wherein:R1 and R2 are independently H or C1-3 alkyl;X represents a O or (CH2)n where n is 0, 1 or 2;R3and R4 independently represent H, C1-3 alkyl, -OCH3, -CF3, allyl, or halogen;X1 represents O, S, SO2, SO, or CH2;R5 and R6 independently represent hydrogen, C1-6 alkyl (including branched alkyl and optionally substituted by one or more halogens or C1-6alkoxy), or together with the carbon atom to which they are bonded form a 3-6 membered cycloalkyl ring;R7 represents a phenyl or a 6 membered heteroaryl group containing 1, 2 or 3 nitrogen atoms wherein the phenyl or heteroaryl group is substituted by 1, 2 or 3 moieties selected from the group consisting of halogen, C1-6 alkoxy, C1-6 alkyl, CF3, hydroxy, or phenyl (which may be optionally substituted by one or more C1-3 alkyl, -OC1-3 alkyl, CN, acetyl, hydroxy, halogen or CF3).

Induction of apoptosis in cancer cells

The present invention provides compounds that are inducers or inhibitors of apoptosis or apoptosis preceded by cell-cycle arrest. In addition, the present invention provides pharmaceutical compositions and methods for treating mammals with leukemia or other forms of cancer or for treating disease conditions caused by apoptosis of cells.