2177-32-4

Usage

InChI:InChI=1/C7H12O/c1-4-7(8)5-6(2)3/h4,6H,1,5H2,2-3H3

Upstream product

• 13058-38-3 5-methyl-hexa-1,4-dien-3-one 
• 53704-54-4 1-methoxy-5-methyl-hexan-3-one 
• 104-15-4 toluene-4-sulfonic acid 
• 412020-88-3 1-chloro-5-methyl-hexan-3-one 
• 91-66-7 N,N-diethylaniline 
• 4798-46-3 5-methylhex-1-en-3-ol 
• 814-68-6 acryloyl chloride 
• 590-86-3 isovaleraldehyde 
• 1826-67-1 vinyl magnesium bromide 
• 147356-77-2 N-methoxy-N,3-dimethylbutanamide 
• 50-00-0 formaldehyd 
• 108-10-1 4-methyl-2-pentanone 
• 503-74-2 3-methylbutyric acid 
• 593-60-2 Vinyl bromide 

Downstream Products

• 503-74-2 3-methylbutyric acid 
• 64-18-6 formic acid 
• 623-56-3 5-methyl-3-hexanone 
• 58142-30-6 1-(1-Ethoxycarbonyl-ethyl)-4-isobutyl-2-oxo-cyclohex-3-enecarboxylic acid ethyl ester 
• 872835-46-6 1-(2-iodophenyl)-6-methyl-4-heptanone 
• 13706-86-0 5-methyl-2,3-hexanedione 
• 518346-25-3 C₂₀H₂₈N₂O₄ 
• 1443776-16-6 C₁₈H₂₅NO₄S 
• 1613249-88-9 C₁₇H₂₂O₂ 

Relevant academic research and scientific papers

Enantio- And Diastereoselective Construction of Contiguous Tetrasubstituted Chiral Carbons in Organocatalytic Oxadecalin Synthesis

The organocatalytic enantio- and diastereoselective cycloetherification of 1,3-cyclohexanedione-bearing enones involving the in situ generation of chiral cyanohydrins was developed. This transformation offers the first catalytic asymmetric approach to oxa

PROCESS FOR THE DIRECT ALPHA-METHYLENATION OF KETONES

The invention relates to a process for preparing an α-methylene ketone comprising the step of reacting a ketone with formaldehyde in the presence of a catalyst which is an organic compound comprising at least one acid function or the corresponding salt, ester or amide thereof and at least one amine function or the corresponding ammonium salt, or a zwitterion thereof.

Enantioselective synthesis of 3-substituted 1,2-oxazinanes via organocatalytic intramolecular aza-Michael addition

A highly enantioselective intramolecular 6-exo-trig aza-Michael addition was developed to afford chiral 3-substituted 1,2-oxazinanes in high yields (up to 99% yield) and good enantioselectivities (up to 98/2 er). These reactions were enabled by a quinine-derived primary-tertiary diamine as a catalyst and pentafluoropropionic acid (PFP) as a co-catalyst.

Oxygen as single oxidant for two steps: Base-free one-pot Pd(ii)-catalyzed alcohol oxidation & arylation to halogen-intact β-aryl α,β-enones

Using oxygen as the sole oxidant for two steps, we developed a new method to synthesize β-aryl α,β-enones by fine-tuning the Pd(ii)-catalyzed oxidation of allyl alcohol to subsequent arylation with arylboronic acids, arylboronic ester and aryltrifluoroborate salt. This one-pot green method does not require copper salt, base, and intermediate isolation. Halogen-bearing chalcones, dibenzylideneacetones and arylalkyl enones were synthesized in good yields. This journal is

Modular preparation of diverse dipyrrolemethanes

A modular synthesis of polyfunctional dipyrrolemethanes is presented. Diverse side chains are introduced to 2-carboxypyrrole building blocks in two to four steps, resulting in a collection of substituted pyrroles that, when condensed in one step, give ris

Additional vinyl ketones and their pyranyl ketones in gonyleptid harvestmen (Arachnida: Opiliones) suggest these metabolites are widespread in this family

Four species of gonyleptid harvestmen, Acanthogonyleptes pulcher, Gonyleptes saprophilus (Gonyleptinae), Sodreana barbiellini, and Sodreana leprevosti (Sodreaninae), were examined by GC-MS and 1H NMR. All of these species release vinyl ketones, and three of them produce the corresponding pyranyl ketones, which are presumed hetero-Diels-Alder (HDA) dimers. The vinyl ketones 5-methyl-1-hexen-3-one, rac-4-methyl-1-hexen-3-one, and (S)-4-methyl-1-hexen-3-one were synthesized. Natural 4-methyl-1-hexen-3-one is present as a single stereoisomer and has the R-configuration. Vinyl ketone dimers (HDA dimers) were also observed in the scent gland exudate and characterized by HRMS, 13C NMR, and 1H NMR chemical shifts of the pyranyl moiety.

Synthesis and evaluation of novel pyrazolidinone analogs of PGE2 as EP2 and EP4 receptors agonists

Replacement of the hydroxy cyclopentanone ring in PGE2 with chemically more stable heterocyclic rings and substitution of the unsaturated α-alkenyl chain with a metabolically more stable phenethyl chain led to the development of potent and selective analogs of PGE2. Compound 10f showed the highest potency and selectivity for EP4 the receptor.

Dissociated nonsteroidal glucocorticoid receptor modulators; discovery of the agonist trigger in a tetrahydronaphthalene-benzoxazine series

The tetrahydronaphthalene-benzoxazine glucocorticoid receptor (GR) partial agonist 4b was optimized to produce potent full agonists of GR. Aromatic ring substitution of the tetrahydronaphthalene leads to weak GR antagonists. Discovery of an "agonist trigger" substituent on the saturated ring of the tetrahydronaphthalene leads to increased potency and efficacious GR agonism. These compounds are efficacy selective in an NFkB GR agonist assay (representing transrepression effects) over an MMTV GR agonist assay (representing transactivation effects). 52 and 60 have NFkB pIC50 = 8.92 (105%) and 8.69 (92%) and MMTV pEC50 = 8.20 (47%) and 7.75 (39%), respectively. The impact of the trigger substituent on agonism is modeled within GR and discussed. 36, 52, and 60 have anti-inflammatory activity in a mouse model of inflammation after topical dosing with 52 and 60, having an effect similar to that of dexamethasone. The original lead was discovered by a manual agreement docking method, and automation of this method is also described.

2,3-BENZOXAZIN DERIVATIVES AS NON-STEROIDAL GLUCOCORTICOID RECEPTOR MODULATORS

The present invention provides compounds of formula (I), wherein R1 represents 1-ethylpropyl, 1-methylethyl or 2-methylpropyl; or a physiologically functional derivative thereof; pharmaceutical compositions comprising the compounds, the use of

Synthesis of vinyl and β-phthalimido ketones

Vinyl ketones are prepared by reaction of an aldehyde with a vinyl Grignard reagent followed by a Swern oxidation. β-Phthalimido ketones are then obtained by 1,4-addition of phthalimide.