25368-56-3

Upstream product

• 22054-07-5 8-hydroxyoctanenitrile 
• 75-16-1 methylmagnesium bromide 
• 1007476-32-5 sodium ethyl acetylacetate enolate 
• 61720-56-7 8-oxo-1-nonanal 
• 10160-26-6 9-(2-tetrahydropyranyloxy)-1-nonyne 
• 13038-21-6 non-8-en-1-ol 
• 111-24-0 1,5-dibromo-pentane 
• 6621-59-6 6-bromo-1-hexanenitrile 
• 855654-88-5 (5-cyano-pentyl)-malonic acid diethyl ester 
• 4450-40-2 7-cyanoheptanoic acid ethyl ester 
• 821-41-0 5-Hexen-1-ol 
• 67-64-1 acetone 
• 1339804-13-5 C₁₂H₂₂O₄ 
• 4286-55-9 1-bromo-6-hexanol 

Downstream Products

• 13038-21-6 non-8-en-1-ol 
• 5009-32-5 non-8-en-2-one 
• 63768-13-8 non-7-en-1-ol 
• 5222-62-8 cis-1-acetyl-2-methylcyclohexane 
• 5222-61-7 (+/-)-1-(trans-2-methyl-cyclohexyl)-ethanone 
• 1339804-12-4 7-(3-methyl-3H-diazirin-3-yl)heptyl 4-methylbenzenesulfonate 

Relevant academic research and scientific papers

Selective enclathration of linear alkanols by a self-assembled coordination cage. Application to the catalytic wacker oxidation of ω-alkenols

Linear alkanols were efficiently enclathrated by a self-assembled cage (1) to give a 1:2 host-guest complex as confirmed by NMR and crystallographic analyses. Cage 1 also enclathrated an ω-alkenol, 8-nonen-1-ol, and, upon heating, Wacker-type oxidation took place with a catalytic amount of 1 to give 9-hydroxynonan-2-one in a good yield. Copyright

A KI-mediated radical anti-Markovnikov addition of simple ketones/esters to unactivated alkenes

A KI-mediated radical anti-Markovnikov addition of simple ketones and esters to unactivated alkenes was developed. Through this strategy, a wide range of complex carbonyl compounds can be conveniently synthesized in high selectivities. In addition, this method features high atom-economy and is transition-metal free, operationally simple and environmentally benign.

ALDEHYDE-SELECTIVE WACKER-TYPE OXIDATION OF UNBIASED ALKENES

This disclosure is directed to methods of preparing organic aldehydes, each method comprising contacting a terminal olefin with an oxidizing mixture comprising: (a) a dichloro-palladium complex; (b) a copper complex; (c) a source of nitrite; under aerobic reaction conditions sufficient to convert at least a portion of the terminal olefin to an aldehyde.

Tandem decarboxylative hydroformylation-hydrogenation reaction of α,β-unsaturated carboxylic acids toward aliphatic alcohols under mild conditions employing a supramolecular catalyst system

A new atom economic catalytic method for a highly chemoselective reduction of α,β-unsaturated carboxylic acids to the corresponding saturated alcohols under mild reaction conditions, compatible with a wide range reactive functional groups, is reported. The new methodology consists of a novel tandem decarboxylative hydroformylation/aldehyde reduction sequence employing a unique supramolecular catalyst system.

Controlling the photochemical reactions of alkenes by light-path length effects of a microchannel reactor

Photoirradiation of Me2CO-H2O solution of pent-4-en-1-ol (1a) with a high-pressure mercury lamp in a test tube gave 8-hydroxyoctan-2-one (3a) in 66 % yield along with oxetane (4a) and the isomer (4a') in 10 % yield. Irradiation of the running Me2CO-H2O solution of 1a in the flow system of a microchannel reactor (MCR) gave mainly 4a. The photoreaction of 1,1-diphenylethene (2a) with triethylamine gave a Markovnikov-type adduct (5a) and an anti-Markovnikov-type adduct (6a). The use of the MCR enhanced the production of 5a. These phenomena were explained by the light-path length effects of the MCR.

Aldehyde-selective wacker-type oxidation of unbiased alkenes enabled by a nitrite co-catalyst

Breaking the rules: Reversal of the high Markovnikov selectivity of Wacker-type oxidations was accomplished using a nitrite co-catalyst. Unbiased aliphatic alkenes can be oxidized with high yield and aldehyde selectivity, and several functional groups are tolerated. 18O-labeling experiments indicate that the aldehydic O atom is derived from the nitrite salt. Copyright

ITRACONAZOLE ANALOGS AND USE THEREOF

Provided herein are Itraconazole analogs. Also provided herein are methods of inhibition of Hedgehog pathway, vascular endothelial growth factor receptor 2 (VEGFR2) glycosylation, angiogenesis and treatment of disease with Itraconazole analogs.

Itraconazole Side Chain Analogues: Structure-Activity Relationship Studies for Inhibition of Endothelial Cell Proliferation, Vascular Endothelial Growth Factor Receptor 2 (VEGFR2) Glycosylation, and Hedgehog Signaling

Itraconazole is an antifungal drug that was recently found to possess potent antiangiogenic activity and anti-hedgehog (Hh) pathway activity. To search for analogues of itraconazole with greater potency and to understand the structure-activity relationship in both antiangiogenic and Hh targeting activity, 25 itraconazole side chain analogues were synthesized and assayed for inhibition of endothelial cell proliferation and Gli1 transcription in a medulloblastoma (MB) culture. Through this analysis, we have identified analogues with increased potency for inhibiting endothelial cell proliferation and the Hh pathway, as well as VEGFR2 glycosylation that was recently found to be inhibited by itraconazole. An SAR analysis of these activities revealed that potent activity of the analogues against VEGFR2 glycosylation was generally driven by side chains of at least four carbons in composition with branching at the α or β position. SAR trends for targeting the Hh pathway were divergent from those related to HUVEC proliferation or VEGFR2 glycosylation. These results also suggest that modification of the sec-butyl side chain can lead to enhancement of the biological activity of itraconazole.

Supramolecular catalyst for aldehyde hydrogenation and tandem hydroformylation-hydrogenation

The chemoselective reduction of aldehydes and the tandem hydroformylation-hydrogenation of terminal alkenes are possible with a supramolecular catalyst that operates by a novel mechanism involving substrate activation by hydrogen bonding and subsequent metalligand bifunctional hydrogenation (see scheme).

Highly efficient methyl ketone synthesis by water-assisted C-C coupling between olefins and photoactivated acetone

(Chemical Equation Presented) Photoirradiation of an acetone/water mixture containing olefins affords the corresponding methyl ketones highly efficiently via a water-assisted CsC coupling between acetonyl radical and olefins.