35161-14-9

Upstream product

• 122444-61-5 (2S,3S,6R,8aR)-6-allyl-6-ethyl-3-(hydroxymethyl)-8a-methyl-2-phenyl-5-oxo-2,3,6,7,8,8a-hexahydro-5H-oxazolo<3,2-a>pyridine 
• 97-96-1 2-Ethylbutyraldehyde 
• 78-94-4 methyl vinyl ketone 
• 116950-01-7 (2S,3S,8aR)-Hexahydro-3-(hydroxymethyl)-8a-methyl-2-phenyl-5-oxo-5H-oxazolo<3,2-a>pyridine 

Downstream Products

• 51111-14-9 2,2-(4',4'-Diaethylpentamethylen)bernsteinsaeure 
• 51111-12-7 Cyano-(4,4-diethyl-cyclohexylidene)-acetic acid ethyl ester 
• 1155860-82-4 4,4-diethylcyclohexa-2,5-dien-1-one 
• 945463-87-6 3,5,5-triethyl-4,5,6,7-tetrahydrobenzo[c]thiophene-1-carboxylic acid 
• 1516885-75-8 N-((S)-3-{2-ethyl-6-methyl-4-[5-(3,5,5-triethyl-4,5,6,7-tetrahydro-benzo[c]thiophen-1-yl)-[1,2,4]oxadiazol-3-yl]phenoxy}-2-hydroxypropyl)-2-hydroxyacetamide 
• 1516885-69-0 (S)-3-(4-(2,3-dihydroxypropoxy)-3,5-dimethylphenyl)-1-(3,5,5-triethyl-4,5,6,7-tetrahydrobenzo[c]thiophen-1-yl)propan-1-one 
• 910635-54-0 5,5-diethyl-4,5,6,7-tetrahydro-benzo[c]thiophene-1-carboxylic acid 
• 35161-09-2 1,1-Dimethoxy-4,4-diethylcyclohexan 
• 35155-51-2 4,4-diethyl-1-cyclohexanone 

Relevant academic research and scientific papers

Novel S1P1 receptor agonists - Part 2: From bicyclo[3.1.0] hexane-fused thiophenes to isobutyl substituted thiophenes

Previously, we reported on the discovery of a novel series of bicyclo[3.1.0]hexane fused thiophene derivatives that serve as potent and selective S1P1 receptor agonists. Here, we discuss our efforts to simplify the bicyclohexane fused thiophene

Novel Pyridine Derivatives

The invention relates to novel pyridine derivatives, their preparation and their use as pharmaceutically active compounds. Said compounds particularly act as immunosuppressive agents.

Hydrogenated Benzo (C) Thiophene Derivatives as Immunomodulators

The invention relates to novel thiophene derivatives, their preparation and their use as pharmaceutically active compounds. Said compounds particularly act as immunosuppressive agents.

HYDROGENATED BENZO (C) THIOPHENE DERIVATIVES AS IMMUNOMODULATORS

The invention relates to novel thiophene derivatives, their preparation and their use as pharmaceutically active compounds. Said compounds particularly act as immunosuppressive agents.

Spiro compounds or salts thereof and preventives/remedies for autoimmune diseases and AP-1 inhibitors containing the same

The spiro compounds of the present invention represented by the general formula: wherein A, R2, R3, R4, R5, R6and n are as defined in the specification, exhibit an AP-1 activity inhibitory action and, based on the AP-1 inhibitory action, suppresses the expression of a wide variety of genes and are useful as an agent for treating and preventing autoimmune diseases with lessoned side reactions.

Asymmetric Baeyer - Villiger oxidations of 4-mono- and 4,4-disubstituted cyclohexanones by whole cells of engineered Escherichia coli

Whole cells of an Escherichia coli strain that overexpresses Acinetobacter sp. NCIB 9871 cyclohexanone monooxygenase have been used for the Baeyer-Villiger oxidations of a variety of 4-mono- and 4,4-disubstituted cyclohexanones. In cases where comparisons were possible, this new biocatalytic reagent provided lactones with chemical yields and optical purities that were comparable to those obtained from the purified enzyme or a strain of bakers' yeast that expresses the same enzyme. The efficient production of cyclohexanone monooxygenase in the E. coli expression system (ca. 30% of total soluble protein) allowed these oxidations to reach completion in approximately half the time required for the engineered bakers' yeast strain. Surprisingly, 4,4-disubstituted cyclohexanones were also accepted by the enzyme, and the enantioselectivities of these oxidations could be rationalized by considering the conformational energies of bound substrates along with the enzyme's intrinsic enantioselectivity. The enzyme expressed in E. coli cells also oxidized several 4-substituted cyclohexanones bearing polar substituents, often with high enantioselectivities. In the case of 4-iodocyclohexanone, the lactone was obtained in > 98% ee and its absolute configuration was assigned by X-ray crystallography. The crystal belongs to the monoclinic P21 space group with a = 5.7400(10), b = 6.1650(10), c = 11.377(2) A, b = 99.98(2)°, and Z = 2. Taken together, these results demonstrate the utility of an engineered bacterial strain in delivering useful chiral building blocks in an experimentally simple manner.

Asymmetric Synthesis of the (4aS,8aR,8S)-Hydrolilolidone System. A Formal Total Synthesis of Unnatural (+)-Aspidospermine

An approach to the aspidosperma alkaloid precursor 15 using chiral, nonracemic bicyclic lactam 3 as starting material is described in 10 steps (8.2percent overall).

78. Ueber den Anteil sigmatroper 1,5-Wanderung von Kohlenwasserstoffgruppen bei der thermolytischen Skelettisomerisierung 5,5-disubstituierter 1,3-Cyclohexadiene

The uncatalyzed skeletal isomerization of 5,5-disubstituted 1,3-cyclohexadienes was investigated with the aim to establish the extent to which sigmatropic 1,5-shifts of hydrocarbon groups are participating in these reactions.Gas phase pyrolysis of 5,5-diethyl-1,3-cyclohexadiene (7) at 460 deg C followed by chloranil aromatization yields only 4percent of 1,3-diethylbenzene resulting from 7 through a 1,5-ethyl migration in the primary reaction step 2,3-Dimethylethylbenzene (56percent) and 1,4-diethylbentene (4percent) are obtained as other C10-compounds.This shows that isomerization proceeds mainly through a sequence of electrocyclic and 1,7-shift reactions.Ethylbenzene (24percent) and other aromatic C8- and C9-hydrocarbons are formed to a considerable extent, indicating that C,C-bond cleavage is a major competing process and that the 1,3-diethylbenzene found is the result of a radical recombination reaction and not of a concerted sigmatropic shift of the ethyl group. 5-Methyl-5-phenyl-1,3-cyclohexadiene (12) yields 3-methylbiphenyl (14) and biphenyl upon thermolysis and aromatization.Through 13C-substitution of the methyl group in 12 it is shown that in solution at 300 deg skeletal isomerization proceeds through electrocyclic and 1,7-H-shift reactions exclusively.In the gas phase at 500 deg 4percent of the isomerization product is formed by a 1,5-shift of a substituent, presumably of the methyl group, through a dissociative mechanism.Thermolysis of 5,5-diphenyl-1,3-cyclohexadiene (22) at 560 deg in the gas phase leads to 1,1-diphenyl-1,3,5-hexatriene (23) and 1-vinyl-4-phenyl-1,2 dihydronaphthalene (24) through electrocyclic reaction steps.In addition a small amount of m-terphenyl is obtained at high conversion of 22.This indicates that sigmatropic 1,5-phenyl migration can participate in product formation only at high temperature and in the absence of other irreversible pathways to stable products.