4125-23-9

Usage

InChI:InChI=1/C8H14O/c1-3-4-5-6-8(2)7-9/h7H,2-6H2,1H3

Upstream product

• 50-00-0 formaldehyd 
• 111-71-7 heptanal 
• 64-18-6 formic acid 
• 14869-29-5 1-ethoxy-2-ethoxymethyl-heptan-2-ol 
• 137518-42-4 1-Trimethylsiloxy-2-pentyl-cyclopropan 
• 628-71-7 1-Heptyne 
• 201230-82-2 carbon monoxide 
• 111-92-2 dibutylamine 
• 51-80-9 bis-(dimethylamino)methane 
• 17510-50-8 1-trimethylsilanyloxy-hept-1-ene 
• 855598-36-6 4-pentyl-dihydro-furan-2,3-dione 

Downstream Products

• 1239600-18-0 (S)-3-[(2S,3S)-3-hydroxy-2-methyl-4-methylideneonanoyl]-4-isopropyl-2-oxazolidinone 
• 1239600-18-0 (R)-3-((2R,3R)-3-hydroxy-2-methyl-4-methylenenonanoyl)-4-isopropyloxazolidin-2-one 
• 1353899-86-1 3-benzyltetrahydro-3-nitro-5-pentyl-2H-pyran 
• 1316098-67-5 methyl 2-((benzyloxycarbonylamino)methyl)heptanoate 
• 1266373-40-3 benzyl (S)-2-formyl-2-pentylaziridine-1-carboxylate 
• 1266373-48-1 (S)-2-pentyl-1-tosylaziridine-2-carbaldehyde 
• 91228-22-7 (2-Methoxy-4-pentyl-cyclohex-3-enesulfonyl)-benzene 

Relevant academic research and scientific papers

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.

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.

Lewis Acid Catalyzed Formal Intramolecular [3 + 3] Cross-Cycloaddition of Cyclopropane 1,1-Diesters for Construction of Benzobicyclo[2.2.2]octane Skeletons

A novel Lewis acid catalyzed formal intramolecular [3 + 3] cross-cycloaddition (IMCC) of cyclopropane 1,1-diesters has been successfully developed. This supplies an efficient and conceptually new strategy for construction of bridged bicyclo[2.2.2]octane skeletons. This [3 + 3]IMCC could be run up to gram scale and from easily prepared starting materials. This [3 + 3]IMCC, together with our previously reported [3 + 2]IMCC strategy, can afford either the bicyclo[2.2.2]octane or bicyclo[3.2.1]octane skeletons from the similar starting materials by regulating the substituents on vinyl group.

Sequential asymmetric catalysis in Michael-Michael-Michael-aldol reactions: Merging organocatalysis with photoredox catalysis in a one-pot enantioselective synthesis of highly functionalized decalines bearing a quaternary carbon stereocenter

An expedited method has been developed for the enantioselective synthesis of highly functionalized decaline systems containing seven contiguous stereogenic centers with high enantioselectivities (>99% ee). The one-pot methodology comprises a cascade of organocatalytic double Michael-photocatalyzed Michael-aldol reactions of ethyl 2-bromo-6-formylhex-2-enoate, β-alkyl-α,β-unsaturated aldehydes, and α-alkyl-α, β-unsaturated aldehydes. The structure and absolute configuration of an appropriate product were confirmed by X-ray analysis.

REGENERATION OF A HYDROFORMYLATION CATALYST DURING HYDROFORMYLATION

A method for hydroformylating or hydrocarbonylating a substrate having a carbon-carbon double or triple bond or both is described. The method comprises exposing the substrate to a hydroformylation catalyst under an atmosphere comprising carbon monoxide and hydrogen in the presence of a regeneration reagent so as to form a product. The regeneration reagent is such that it is capable of at least partially reversing poisoning of the hydroformylation catalyst by a diene or an alkyne or both.

Efficient α-methylenation of carbonyl compounds in ionic liquids at room temperature

The application of several 1-butyl-3-methylimidazolium (BMIM) salt ionic liquids as solvent in the α-methylenation of carbonyl compounds at room temperature is reported. The ionic liquid [BMIM][NTf2] gave a clean reaction in a short time and good yields of several α-methylene carbonyl compounds. This ionic liquid was reused without affecting the reaction rates or yields over seven runs. Georg Thieme Verlag Stuttgart.

Organoleptic Compounds

The present invention is directed to the fragrance compounds and their intermediates and a method of improving, enhancing or modifying a fragrance formulation through the addition of an olfactory acceptable amount wherein the dotted line represents a possible single or double bond; wherein R is equal to a C3-C7 hydrocarbon moieties R1 and R2 together can be selected from the group consisting of oxygen and may form a closed ring structure represented by

Substituted hepta-1,6-dien-3-ones with green/fruity odours green/galbanum olfactophore model

Following an analysis of available SAR data on green/galbanum-smelling molecules, a series of new 2-substituted hepta-1,6-dien-3-ones and their analogues were prepared and their olfactory properties evaluated. The study allowed to select efficient new odourants - potential substitutes for natural galbanum oil - and to generate an olfactophore model for the green/galbanum note.

β-Trichlorostannyl Ketones and Aldehydes. Preparation and Facile Amine-Induced Dehydrostannation Leading to α-Methylene Ketones and Aldehydes

Ring-opening reactions of siloxycyclopropanes 1 with SnCl4 take place under mild reaction conditions and site-selectively to give β-trichlorostannyl ketones and aldehydes 3 in high yields.The β-trichlorostannyl ketones and aldehydes thus obtained readily undergo base-induced dehydrotrichlorostannation at room temperature to give the corresponding α-methylene ketones and aldehydes 4.The reactions are quite general for amines, such as pyridine, triethylamine, N,N,N',N',-tetramethylethylenediamine (TMEDA), and 1,4-diazabicyclooctane (DABCO), and the yields are good to high.One-pot conversion from siloxycyclopropanes 1 to α-methylene ketones or aldehydes 4 by consecutive treatment of 1 with SnCl4 and TMEDA is also successful.The 1H NMR, 13C NMR, 119Sn NMR, and IR spectral properties of β-stannyl ketones and aldehydes are also reported.

Carbon-Carbon Bond Formation by the Use of Chloroiodomethane as a C1 Unit. III. A Convenient Synthesis of the Mannich Base from Enol Silyl Ether by a Combination of Chloroiodomethane and N,N,N',N'-Tetramethylmethanediamine

The Mannich dimethylaminomethylation of carbonyl compounds is conveniently carried out via enol trimethylsilyl ethers by a combination of chloroiodomethane (CH2ClI) and N,N,N',N'-tetramethylmethanediamine (TMMD) in DMSO as the solvent at ambient temperatute.The mechanism of the transformation is discussed on the basis of product analysis and 1H NMR spectral studies.The reagent system CH2ClI/TMMD also provides a convenient route to the Eschenmoser's salt ().