4417-80-5

Usage

InChI:InChI=1/C6H10O/c1-5(2)6(3)4-7/h4-5H,3H2,1-2H3

Upstream product

• 3373-76-0 2-(hydroxymethyl)-3-methylbutanal 
• 50-00-0 formaldehyd 
• 590-86-3 isovaleraldehyde 
• 97090-96-5 (2S,3S,4R)-2-((3S,5R,10S,13R,14R,17R)-3-Hydroxy-4,4,10,13,14-pentamethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-6-methyl-5-methylene-heptane-3,4-diol 
• 137518-43-5 (2-Isopropyl-cyclopropoxy)-trimethyl-silane 
• 19550-30-2 2,3-dimethylbutanol 
• 7440-02-0 nickel 
• 110-62-3 pentanal 
• 506-59-2 N,N-dimethylammonium chloride 

Downstream Products

• 25186-15-6 α-Isopropyl-acrolein-N.N-diethyl-hydrazon 
• 122183-54-4 2-(Diphenyl-phosphinoyl)-5-methyl-4-methylene-hexan-3-ol 
• 536696-51-2 3-methyl-2-methylene-1-phenylbutan-1-ol 
• 171030-06-1 (1R,2R,3S,4S)-<3--2-bornyl>-(5S)-2-oxo-5-isopropylcyclohexenecarboxylate 
• 170808-41-0 (1R,2R,3S,4S)-<3--2-bornyl>-(5R)-2-oxo-5-isopropylcyclohexenecarboxylate 
• 71524-58-8 (E)-6-isopropyl-3,9-dimethyl-5,8-decadienyl acetate 
• 102267-79-8 1-(Dimethylamino)-1,4-dihydro-5-isopropyl-N-phenylpyridin-2,3-dicarboximid 
• 915230-27-2 3-hydroxy-4-isopropyl-1-(toluene-4-sulfonyl)-pyrrolidine-2-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Importance of a 4-Alkyl Substituent for Activity in the Englerin Series

The ring closing metathesis/transannular etherification approach to the englerin nucleus was adapted to provide two key intermediates for analogue synthesis: the 4-desmethyl Δ5,6 tricycle and the 4-oxo Δ5,6 tricycle. The former was elaborated to 4-desmethyl englerin A and the latter served as a common precursor for englerin A, 4-ethyl englerin A, and 4-isopropyl englerin A. 4-Desmethyl englerin A was less active than the natural product by an order of magnitude, but the 4-ethyl and 4-isopropyl analogues were comparable in activity to englerin A. These results are consistent with the premise that the 4-alkyl group enforces the binding conformation of the cinnamoyl ester substituent. Furthermore, they suggest that 4-alkyl englerin structures may prove to be useful tool compounds.

ODORANTS AND COMPOSITIONS COMPRISING ODORANTS

The present invention relates to new classes of odorous 3-(2- methylenealkoxy)alkanenitrile derivatives of formula (I) which are useful as fragrance or flavor materials in particular in providing dry, woody, dusty, earthy, and/or patchouli notes together with optional coriander, aldehydic, citrus, mandarin, pear, cinnamon, and/ or petal floral-like notes to perfume, aroma or deodorizing/masking compositions.

Nickel-Catalyzed Asymmetric Reductive 1,2-Carboamination of Unactivated Alkenes

Starting from diverse alkene-tethered aryl iodides and O-benzoyl-hydroxylamines, the enantioselective reductive cross-electrophilic 1,2-carboamination of unactivated alkenes was achieved using a chiral pyrox/nickel complex as the catalyst. This mild, modular, and practical protocol provides rapid access to a variety of β-chiral amines with an enantioenriched aryl-substituted quaternary carbon center in good yields and with excellent enantioselectivities. This process reveals a complementary regioselectivity when compared to Pd and Cu catalysis.

COMPOSITIONS COMPRISING ODORANTS

The present invention relates to odorous 2- and/or 3-substituted 3-(allyloxy)propenes which are useful as fragrance or flavor ingredients in particular in providing green, fruity, pear and/or waxy olfactory notes. The present invention also relates to novel perfume, aroma or deodorizing/masking compositions comprising said odorants.

Enantioselective Aza-Heck Cyclizations of N-(Tosyloxy)carbamates: Synthesis of Pyrrolidines and Piperidines

Pd(0)-systems modified with SPINOL-derived phosphoramidate ligands promote highly enantioselective aza-Heck cyclizations of alkenyl N-(tosyloxy)carbamates. The method provides versatile access to challenging N-heterocycles and represents the broadest scope enantioselective aza-Heck protocol developed to date.

Sequential Palladium-Catalyzed Allylic Alkylation/retro-Dieckmann Fragmentation Strategy for the Synthesis of α-Substituted Acrylonitriles

A straightforward synthesis of α-substituted acrylonitriles is described using 4-cyano-3-oxotetrahydro-thiophene (c-THT) as an acrylonitrile surrogate. This unprecedented two-step sequence featuring a palladium-catalyzed allylic alkylation (Pd-AA) and a retro-Dieckmann fragmentation provides a general entry into diversely substituted 1,4-dienes.

Use of defined cyclohexenones as agents for the superadditive enhancement of an olfactory impression and fragrance and/or flavor material composition

A compound of Formula (I) or of a mixture comprising two, three, four, five, six or a plurality of different compounds of Formula (I) for the superadditive enhancement of an olfactory impression. The invention also relates to novel fragrance and/or flavor material compositions which, in addition to a compound of Formula (I) or a mixture thereof, further contains one, two, three or a plurality of further fragrance and/or flavor materials, the fragrance and/or flavor material or the further fragrance and/or flavor materials not being compound of Formula (I).

Structure-activity relationship study of a series of novel oxazolidinone derivatives as IL-6 signaling blockers

A series of oxazolidinone and indole derivatives were synthesized and evaluated as IL-6 signaling blockers by measuring the effects of these compounds on IL-6-induced luciferase expression in human hepatocarcinoma HepG2 cells transfected with p-STAT3-Luc. Among different compounds screened, compound 4d was emerged as the most potent IL-6 signaling blockers with IC50 value of 5.9 μM which was much better than (+)-Madindoline A (IC50 = 21 μM), a known inhibitor of IL-6.

Perfume systems

The present application relates to perfume delivery systems and consumer products comprising perfume delivery systems and or perfume raw materials, as well as processes for making and using such perfume delivery systems and consumer products.

Organocatalytic enantioselective α-hydroxymethylation of aldehydes: Mechanistic aspects and optimization

Further studies of the direct enantioselective α-hydroxymethylation of aldehydes employing the α,α-diarylprolinol trimethylsilyl ether class of organocatalysts are described. This process has proven efficient for access to β-hydroxycarboxylic acids and δ-hydroxy-α,β-unsaturated esters from aldehydes in generally good yields, excellent enantioselectivity, and compatibility with a broad range of functional groups in the aldehyde. The goal of these studies was to identify the critical reaction variables that influence the yield and enantioselectivity of the α-hydroxymethylation process such as catalyst structure, pH of the medium, purity of the reactants and reagents particularly with respect to the presence of acidic impurities, and the nature of the buffer, along with the standard variables including solvent, time, temperature and mixing efficiency. The previously identified intermediate lactol has been further characterized and its reactivity examined. These studies have led to identification of the most critical variables translating directly into improved substrate scope, reproducibility, enantioselectivity, and yields.