36394-07-7

Usage

InChI:InChI=1/C6H9ClO/c1-2-3-4-5-6(7)8/h2H,1,3-5H2

Upstream product

• 1577-22-6 5-hexenoic acid 
• 674287-45-7 (R)-(+)-arborescidine A 
• 122334-35-4 N-methoxy-N-methyl-hex-5-enamide 
• 108-55-4 glutaric anhydride, 
• 79-37-8 oxalyl dichloride 
• 111-24-0 1,5-dibromo-pentane 
• 1119-51-3 bromopentene 
• 108-94-1 cyclohexanone 
• 74090-14-5 dimethyl 2-(3-butenyl)malonate 
• 2826-46-2 but-3-enyl-malonic acid 
• 928-50-7 5-chloropent-1-ene 
• 821-09-0 n-Pent-4-enyl alcohol 
• 98-00-0 (2-furyl)methyl alcohol 
• 617-88-9 2-Chloromethylfuran 

Downstream Products

• 21299-27-4 3-chlorocyclohexanone 
• 157099-64-4 N-(hex-5-enyl)hex-5-enamide 
• 905138-64-9 N-cyclohexylhex-5-enamide 
• 735334-23-3 (E)-8-Chloro-1-phenyl-oct-2-ene-1,7-dione 
• 869483-26-1 1-(diphenyl-phosphinoyl)-hex-5-en-1-one 
• 134916-00-0 (4S)-4-benzyl-3-(hex-5-enoyl)-1,3-oxazolidin-2-one 
• 155530-57-7 methyl (2R,3aS,7aR,10aS)-5-benzyl-1-(hex-5-enoyl)-4-oxo-2-vinyl-1,2,3,4,5,6,7,7a,10,10a-decahydropyrrolo[2.3-i]isoquinoline-8-carboxylate 
• 155530-61-3 methyl (2R,3aS,7aR,10aS)-5-benzyl-2-hydroxymethyl-1-(hex-5-enoyl)-4-oxo1,2,3,4,5,6,7,7a,10,10a-decahydropyrrolo[2.3-i]isoquinoline-8-carboxylate 
• 155530-62-4 (4aR,7aS,9R,10aS)-2-Benzyl-9-formyl-8-hex-5-enoyl-1-oxo-1,2,3,4,4a,7,7a,8,9,10-decahydro-pyrrolo[2,3-i]isoquinoline-5-carboxylic acid methyl ester 
• 10333-14-9 6-methyl-1,2,3,4-tetrahydro-2-pyridone 
• 33354-97-1 2-n-pentylpiperidine 
• 135006-50-7 (2R)-(-)-benzyl 2-methyl-5-hexenoate 
• 135006-25-6 (4R)-2,6-dimethylphenyl 2,4-dimethyl-3-hydroxyoct-7-enoate 
• 135006-49-4 (4R,5S)-(+)-3-((2R)-2-methyl-1-oxo-5-hexenyl)-4-methyl-5-phenyloxazolidone 

Relevant academic research and scientific papers

Rh2(OAc)4-mediated decomposition of diazocarbonyl compounds: A comparison of α-diazo ketones and α-diazo β-keto esters reactivity

Unsaturated α-diazocarbonyl compounds undergo intramolecular cyclopropanation or carbon-hydrogen bond insertion when catalyzed by Rh2(OAc)4: α-diazo ketones react preferentially with carbon-carbon doubled bond, whereas closely related α-diazo-β-keto-esters insert into carbon-hydrogen bond.

A New Organocatalytic Desymmetrization Reaction Enables the Enantioselective Total Synthesis of Madangamine e

The enantioselective total synthesis of madangamine E has been completed in 30 steps, enabled by a new catalytic and highly enantioselective desymmetrizing intramolecular Michael addition reaction of a prochiral ketone to a tethered β,β′-disubstituted nit

A Unified Approach to Polycyclic Alkaloids of the Ingenamine Estate: Total Syntheses of Keramaphidin B, Ingenamine, and Nominal Njaoamine i

Many polycyclic marine alkaloids are thought to derive from partly reduced macrocyclic alkylpyridine derivatives via a transannular Diels-Alder reaction that forms their common etheno-bridged diaza-decaline core ("Baldwin-Whitehead hypothesis"). Rather th

Lessons in Strain and Stability: Enantioselective Synthesis of (+)-[5]-Ladderanoic Acid

The synthesis of structurally complex and highly strained natural products provides unique challenges and unexpected opportunities for the development of new reactions and strategies. Herein, the synthesis of (+)-[5]-ladderanoic acid is reported. En route to the target, unusual and unexpected strain release driven transformations were uncovered. This occurrence required a drastic revision of the synthetic design that ultimately led to the development of a novel stepwise cyclobutane assembly by an allylboration/Zweifel olefination sequence.

Carbamate as an accelerating group in intermolecular Pauson-Khand reaction

The Pauson-Khand reaction (PKR) is a powerful means for the construction of cyclopentenones. However, its applications have been limited to the intramolecular version of this reaction because poor yield and regioselectivity are often the major problems in intermolecular PKR. Here we describe that a carbamate moiety in alkene substrate accelerates this intermolecular PKR. The reaction of N-4-dimethylaminophenyl O-allyl carbamate with alkyne-cobalt complex gave cyclopentenones in high yield (up to 90%) and regioselectivity (>9:1).

SPIRO-SULFONAMIDE DERIVATIVES AS INHIBITORS OF MYELOID CELL LEUKEMIA-1 (MCL-1) PROTEIN

The disclosure is directed to compounds of Formula I (I) Pharmaceutical compositions comprising compounds of Formula I as well as methods of their use and preparation, are also described.

Viaticene A – An Unusual Tetraterpene Cuticular Lipid Isolated from the Springtail Hypogastrura viatica

The cuticles of springtails are extremely wear- and friction-resistant, super-hydrophobic, non-fouling, and self-cleaning. As such, the chemistry of the lipids covering these cuticles is of great interest as a model for biomimetic super-hydrophobic surfaces, although only few of these lipids have been structurally elucidated. Hypogastrura viatica, a surface-dwelling springtail, produces highly branched tetraterpene hydrocarbons with an unprecedented [6+2]-terpene connectivity as components of the epicuticular lipid layer. The structure of the major lipid component, viaticene A, was elucidated through isolation, spectroscopic analysis, chemical derivatization, synthesis, as well as stereochemical analysis of the core unit obtained from ozonolysis of the isolated lipid. Viaticenes A and B represent a new class of irregular tetraterpenoid natural products.

CYCLIC PEPTIDE ANTIBIOTICS

Provided herein are antibacterial compounds, wherein the compounds in some embodiments have broad spectrum bioactivity. In various embodiments, the compounds act by inhibition of lipoprotein signal peptidase II (LspA), a key protein in bacteria. Pharmaceutical compositions and methods for treatment using the compounds described herein are also provided.

Fungicidal Properties of Some Novel Trifluoromethylphenyl Amides

Trifluoromethylphenyl amides (TFMPAs) were designed and synthesized as potential pesticides. Thirty-three structures were evaluated for fungicidal activity against three Colletotrichum species using direct bioautography assays. Active compounds were subsequently tested against C. fragariae, C. gloeosporioides, C. acutatum, Phomopsis obscurans, P. viticola, Botrytis cinerea and Fusarium oxysporum. The study identified 2-chloro-N-[2,6-dichloro-4-(trifluoromethyl)phenyl]acetamide (7a) as showing the strongest antifungal activity, and the broadest activity spectrum in this set against Colletotrichum acutatum (at 48 and 72 h) and Phomopsis viticola (at 144 h). The presence of triethylamine in its complex with N-[2,6-dichloro-4-(trifluoromethyl)phenyl]-2,2,3,3,3-pentafluoropropanamide (7b′) played an important role in the bioactivity, and depending on the concentration or fungal species it showed higher or lower activity than the parent amide. X-Ray crystallography has shown that the complex (7b′) is an ion pair, (C10H2Cl2F8NO)? (C6H16N)+, where a proton is transferred from the amide nitrogen to the triethylamine nitrogen and then connected by hydrogen bonding to the acyl oxygen (N?H 0.893 ?; H???O 1.850 ?; N???O 2.711 ?; N?H???O 161.2(13)°). Although none of these compounds were better than standards, this work revealed some potential lead structures for further development of active novel compounds.

Synthesis of Ynolates via Double Deprotonation of Nonbrominated Esters

Herein, we report a double deprotonation method used for the preparation of ynolates starting from nonbrominated 2,6-di-tert-butylphenyl esters. The current method is superior to the previously described double lithium/halogen exchange approach because easily accessible starting materials are used. This method will be especially useful for preparation of ynolates bearing functional groups in organic synthesis.