53701-48-7

Upstream product

• 64245-63-2 (E)-5-Methoxy-3-methyl-5-phenyl-pent-2-enal 
• 18913-31-0 2,3-butadien-1-ol 
• 103-64-0 bromostyrene 
• 64245-70-1 (2Z,4E)-3-methyl-5-phenylpenta-2,4-dienal 
• 71687-03-1 (2E,4E)-3-methyl-5-phenyl-2,4-pentadien-1-ol 
• 41436-08-2 ethyl (2E,4E)-3-methyl-5-phenyl-2,4-pentanedienoate 
• 39760-56-0 triethyl 3-methyl-4-phosphonocrotonate 
• 100-52-7 benzaldehyde 
• 107-86-8 3,3-dimethyl acrylaldehyde 
• 58274-64-9 trimethyl[(3-methylbuta-1,3-dien-1-yl)oxy]silane 
• 1222538-53-5 3-methylene-5,5-diethoxy-1-phenylpentan-1-ol 
• 1222538-62-6 4-methylidene-6-phenyl-2-ethoxytetrahydro-2H-pyran 
• 32398-66-6 1-phenylbut-2-yn-1-ol 
• 1450915-67-9 C₁₂H₁₂O 

Downstream Products

• 100847-59-4 (3E,5E,7E)-1,1,1-Trifluoro-6-methyl-8-phenyl-octa-3,5,7-trien-2-one 
• 214463-55-5 4-Methyl-6-((1E,3E)-2-methyl-4-phenyl-buta-1,3-dienyl)-5,6-dihydro-2H-pyran-2-ol 
• 942416-34-4 (S)-(-)-3-methyl-5-phenylpentanaldehyde 
• 1001388-37-9 (R,E)-3-methyl-5-phenylpent-4-enal 
• 41927-33-7 (S)-(-)-3-methyl-5-phenylpentan-1-ol 
• 1174194-20-7 (R,E)-3-methyl-5-phenylpent-4-en-1-ol 
• 3409-37-8 4-methyl-2-phenyl-2-cyclopenten-1-one 
• 1377848-03-7 (R,E)-6-phenyl-4-styryl-6-(trifluoromethyl)-5,6-dihydro-2H-pyran-2-one 
• 1537904-32-7 (3R,5S)-3,5-diphenyl-7-((E)-styryl)-2,3,5,6-tetrahydropyrazolo[1,2-a][1,2]diazepine-1,9-dione 
• 1003580-04-8 3-methyl-5-phenyl-2,4-pentadienoic acid 
• 20430-13-1 (2E,4E)-3-methyl-5-phenyl-2,4-pentadienoic acid 
• 100847-63-0 (2E,4E,6E,8E)-7-Methyl-9-phenyl-3-trifluoromethyl-nona-2,4,6,8-tetraenal 
• 75001-15-9 (2E,4E,6E,8E)-3,7-dimethyl-9-phenylnona-2,4,6,8-tetraenal 

Relevant academic research and scientific papers

Synthesis of phenyl analog of retinoic acid methyl ester proceeding from 3-(bromomethyl)but-3-enal diethylacetal

Aromatic analog of retinoic acid methyl ester was prepared using a convenient prenylating agent, 3-(bromomethyl)but-3-enal diethylacetal, and Barbier reaction in the key stage of building up the carbon chain of target molecules. A version is offered of the synthesis of methylidene analog of aromatic retinoic acid.

Peptide-catalyzed regio- and enantioselective reduction of α,β,γ,δ-unsaturated aldehydes

A resin-supported peptide catalyst (see box in the scheme) was used in the title reaction. The inherent regioselectivity was overcome by the peptide catalyst to promote the 1,6-selective reaction prior to 1,4-reduction. High stereoconvergence was also achieved when using a mixture of geometric isomers of the starting aldehydes. Ach=1-amino-1-cyclohexanecarboxylic acid. Copyright

Stereocontrolled synthesis of (E,Z)-dienals via tandem Rh(I)-catalyzed rearrangement of propargyl vinyl ethers

A novel Rh(I)-catalyzed approach to functionalized (E,Z) dienals has been developed via tandem transformation where a stereoselective hydrogen transfer follows a propargyl Claisen rearrangement. Z-Stereochemistry of the first double bond suggests the involvement of a six-membered cyclic intermediate whereas the E-stereochemistry of the second double bond stems from the subsequent protodemetalation step giving an (E,Z)-dienal.

Oxidative γ-addition of enals to trifluoromethyl ketones: Enantioselectivity control via lewis acid/n-heterocyclic carbene cooperative catalysis

An oxidative γ-functionalization of enals under N-heterocyclic carbene (NHC) catalysis to give unsaturated δ-lactones is disclosed. Enantioselectivity control involving the relatively remote enal γ-carbon was achieved via Lewis acid [Sc(OTf)3 or combined Sc(OTf) 3/Mg(OTf)2] and NHC cooperative catalysis.

A cross-metathesis approach to the synthesis of new etretinate type retinoids, ethyl retinoate and its 9Z-isomer

Two aromatic retinoids were synthesized from styrene derivatives using a novel strategy with a cross-metathesis reaction as a key step. The biological activity of the new etretinate analogues was tested. Cross-metathesis reactions were also employed for the preparation of ethyl retinoate and its 9Z-isomer via the C15 + C5 route.

Preparation of 3-bromomethyl-3-butenal diethylacetal and its conversion into isoprenoid aldehydes derivatives

The cyclopropanation of ethyl 3,3-diethoxypropionate with alkoxytitanacyclopropane reagents followed by the cleavage of the three-membered carbocycle in the formed cyclopropyl mesylate provided in a good yield 3-bromomethyl-3-butenal diethylacetal. The la

Heck reactions of crotonaldehyde

A direct method for the synthesis of β,β-disubstituted-α, β-unsaturated aldehydes via Heck reaction of aryl halides with crotonaldehyde and related substrates has been developed. The reaction provides rapid access to products usually prepared via multistep sequences. The power of the method in combination with an organocatalytic transfer hydrogenation is illustrated with a short asymmetric synthesis of (S)-Florhydral. Georg Thieme Verlag Stuttgart.

HISTONE DEACETYLASE INHIBITORS

Hormone refractory metastatic disease can be treated with an oxyamide-containing compound through the inhibition of HDAC1 or HDAC2.

Photocurrents of solar cells sensitized by aggregate-forming polyenes: Enhancement due to suppression of singlet-triplet annihilation by lowering of dye concentration or light intensity

Titania-based Gr?tzel-type solar cells were fabricated by the use of polyene dyes with various transition dipole moments. In the dye having the largest transition dipole among the samples, an aggregate was readily formed through dispersive interaction, an

Histone deacetylase inhibitors

Histone deacetylase is a metallo-enzyme with zinc at the active site. Compounds having a zinc-binding moiety, such as, for example, a carboxylic acid group, can inhibit histone deacetylase. Histone deacetylase inhibition can repress gene expression, inclu