117360-45-9

Usage

Chemical class

Cyclohexene derivatives

Physical state

Colorless liquid

Molecular weight

195.07 g/mol

Uses

a. Organic synthesis
b. Intermediate in pharmaceuticals and agrochemicals production

Reactivity

Nucleophilic agent in various chemical reactions

Toxicity

Moderate toxicity

Safety precautions

Handle with care and follow proper safety guidelines

Upstream product

• 38127-47-8 2-bromocyclohex-1-ene-1-carbaldehyde 
• 108-94-1 cyclohexanone 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 117361-06-5 1-(benzyloxymethyl)-2-bromo-1-cyclohexene 
• 121898-42-8 (2-Bromocyclohex-1-enyl)methyl bromide 
• 1027499-29-1 3-[2-hydroxy-2-(2-hydroxymethyl-cyclohex-1-enyl)-ethyl]-1,5-dioxa-spiro[5.5]undec-3-en-2-one 
• 929033-31-8 1-bromo-2-methoxymethyl-cyclohexene 
• 1236307-99-5 C₁₅H₁₉BrO₂ 
• 1007834-63-0 N-(cyclohex-1-enylmethyl)benzenamine 
• 1622081-94-0 2-(2-bromocyclohex-1-en-1-ylmethyl)-1,3,5-trimethylbenzene 
• 1622081-91-7 2',4',6'-trimethyl-6-(2,4,6-trimethylbenzyl)-2,3,4,5-tetrahydro-1,1'-biphenyl 
• 1622081-80-4 6'-(2,4,6-trimethylbenzyl)-2',3',4',5'-tetrahydro-[1,1'-biphenyl]-4-carbonitrile 
• 1616680-87-5 methyl 4-(N-((2-bromocyclohex-1-en-1-yl)methyl)butyramido)benzoate 
• 100869-87-2 2-phenyl-5,6,7,8-tetrahydroquinazoline 

Relevant academic research and scientific papers

Enantioselective fluoroamination: 1,4-addition to conjugated dienes using anionic phase-transfer catalysis

Chiral-anion phase-transfer catalysis (PTC) has been applied towards the enantioselective fluorocyclization reactions of 1,3-dienes. The method affords unprecedented fluorinated benz[f]isoquinoline and octahydroisoquinoline products in high yields and up

Unified Approach to Furan Natural Products via Phosphine-Palladium Catalysis

Polyalkyl furans are widespread in nature, often performing important biological roles. Despite a plethora of methods for the synthesis of tetrasubstituted furans, the construction of tetraalkyl furans remains non-trivial. The prevalence of alkyl groups in bioactive furan natural products, combined with the desirable bioactivities of tetraalkyl furans, calls for a general synthetic protocol for polyalkyl furans. This paper describes a Michael–Heck approach, using sequential phosphine-palladium catalysis, for the preparation of various polyalkyl furans from readily available precursors. The versatility of this method is illustrated by the total syntheses of nine distinct polyalkylated furan natural products belonging to different classes, namely the furanoterpenes rosefuran, sesquirosefuran, and mikanifuran; the marine natural products plakorsins A, B, and D and plakorsin D methyl ester; and the furan fatty acids 3D5 and hydromumiamicin.

CYCLOHEXEN-1-YL-PYRIDIN-2-YL-1H-PYRAZOLE-4-CARBOXYLIC ACID DERIVATIVES AND THE USE THEREOF AS SOLUBLE GUANYLATE CYCLASE ACTIVATORS

The present invention provides a compound of formula (I) or a pharmaceutically acceptable salt thereof; a method for manufacturing the compounds of the invention, and its therapeutic uses. The present invention further provides a combination of pharmacolo

Structure-activity relationship study of non-steroidal NPC1L1 ligands identified through cell-based assay using pharmacological chaperone effect as a readout

Niemann-Pick type C1-like 1 (NPC1L1) is an intestinal cholesterol transporter that is known to be the target of the cholesterol absorption inhibitor ezetimibe. We previously discovered steroidal NPC1L1 ligands by using a novel cell-based assay that employs pharmacological chaperone effect as a readout. Those steroid derivatives bound to a site different from both the sterol-binding domain and the ezetimibe-binding site, implying that they may be a novel class of NPC1L1 inhibitors with a distinct mode of action. As an extension of that work, we aimed here to find non-steroidal NPC1L1 ligands, which may be better candidates for clinical application than steroidal ligands, by using the same assay to screen our focused library of ligands for liver X receptor (LXR), a nuclear receptor that recognizes oxysterols as endogenous ligands. Here we describe identification of a novel class of NPC1L1 ligands with a ring-fused quinolinone scaffold, and an analysis of the structure-activity relationships of their derivatives as NPC1L1 ligands.

Palladium-catalyzed carbonylative cyclization of 1-bromoallyl bromides with anilines leading to 1-aryl-1H-pyrrol-2(5H)-ones

1-Bromoallyl bromides are carbonylatively cyclized with anilines under carbon monoxide pressure in DMF in the presence of a catalytic amount of a palladium catalyst along with a base to give the corresponding 1-aryl-1H-pyrrol-2(5H)-ones in moderate to goo

Efforts toward rapid construction of the cortistatin A carbocyclic core via enyne-ene metathesis

Our efforts toward the construction of the carbocylic core of cortistatin A via an enyne-ene metathesis are disclosed. Interestingly, an attempted S N2 inversion of a secondary mesylate in our five-membered D-ring piece gave a product with rete

Palladium-catalyzed cyclization/cyclopropanation reaction for the synthesis of fused N-containing heterocycles

Palladium-catalyzed cyclization/cyclopropanation can be used to convert a range of substituted cyclic N-aryl allyl/methallyl amines efficiently and selectively to the corresponding fused tetrahydropyridine/cyclopropane-fused isoquinoline derivatives via β

Thermally induced cyclobutenone rearrangements and domino reactions

(Chemical Equation Presented) Four thermal-rearrangement pathways and a domino reaction leading to quinones arise from the thermolysis of cyclobutenones. The course of vinylcyclobutenone rearrangements is dictated by the nature of the substituent, R (see

Utilization of the versatility of sulfur in C-C bond formation and cleavage: Synthesis of ABC taxoid skeletons

A practical and convenient five-step protocol is described to access the ABC ring system of Taxol by utilizing the versatility of the sulfur atom in its various oxidation states viz., condensation/Pummerer cyclization/coupling/ annulation/fragmentation. W

A concise synthesis of 7-Desmethylasteriscanolide and the discovery of an unusual fragmentation reaction to the related asteriscunolide skeleton

A concise synthesis of 7-desmethylasteriscanolide is described. The key features include an efficient intramolecular [2+2] photocycloaddition of the α,β-unsaturated acid-ether 29 followed by a Curtius rearrangement/ruthenium tetroxide/fragmentation sequen