5009-31-4

Usage

Synthesis Reference(s)

Synthetic Communications, 25, p. 3351, 1995 DOI: 10.1080/00397919508013855

InChI:InChI=1/C6H11Br/c1-2-3-4-5-6-7/h3-4H,2,5-6H2,1H3/b4-3-

Upstream product

• 928-96-1 (Z)-3-Hexen-1-ol 
• 821-41-0 5-Hexen-1-ol 
• 629-11-8 1,6-hexanediol 
• 34019-85-7 (Z)-3-hexenyl-1-tosylate 
• 1002-28-4 3-hexyn-1-ol 
• 18729-46-9 α-Ethylcyclopropanmethanol 
• 79503-95-0 methanesulfonic acid hex-3(Z)-enyl ester 

Downstream Products

• 36712-19-3 Ethyl-cis-4-heptenylether 
• 18492-65-4 7,7-diethoxy-hept-3c-ene 
• 41653-95-6 (Z)-4-heptenoic acid 
• 21676-05-1 (3Z)-3-hexenyltriphenylphosphonium bromide 
• 66972-01-8 nona-1,6c-dien-3-ol 
• 31502-19-9 (Z)-6-nonenol 
• 6728-31-0 (Z)-4-heptenal 
• 154807-94-0 (Z)-3-Oxo-dec-7-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester 
• 80361-32-6 1,1-ethylenedioxy-3-(cis-hexen-1-yl)-3-(p-toluenesulfonyl)cyclopentane 
• 4868-21-7 undec-8c-ene-2,5-dione 
• 386750-65-8 (Z)-Non-6-en-1-yne 
• 135482-41-6 ethyl 6β-propyl-1β-methyl-2-oxocyclohexane-1α-carboxylate 
• 106031-51-0 methyl (10E,12Z,15Z)-9-benzoyloxy octadecatrienoate 
• 109178-90-7 (Z)-5-Octen-2-one p-toluenesulfonylhydrazone 

Relevant academic research and scientific papers

Asymmetric total synthesis of (+)-exo-brevicomin based on enantioconvergent biocatalytic hydrolysis of an alkene-functionalized 2,3-disubstituted epoxide

A short total asymmetric synthesis of (+)-exo- and (-)-endo-brevicomin ((+)-exo-3 and (-)-endo-3), which are components of the attracting pheromone system of several bark-beetle species belonging to the genera Dendroctonus and Dryocoetes, was accomplished via a chemoenzymatic protocol. The key step consisted of biocatalytic hydrolysis by bacterial epoxide hydrolases of cis-configured 2,3-disubstituted oxiranes bearing olefinic side chains. This reaction proceeded in an enantioconvergent fashion, by affording a single enantiomeric vic-diol from the rac-epoxide in up to 92% ee and 83% isolated yield.

Thioether-Directed NiH-Catalyzed Remote γ-C(sp3)-H Hydroamidation of Alkenes by 1,4,2-Dioxazol-5-ones

A NiH-catalyzed thioether-directed cyclometalation strategy is developed to enable remote methylene C-H bond amidation of unactivated alkenes. Due to the preference for five-membered nickelacycle formation, the chain-walking isomerization initiated by the NiH insertion to an alkene can be terminated at the γ-methylene site remote from the alkene moiety. By employing 2,9-dibutyl-1,10-phenanthroline as the ligand and dioxazolones as the reagent, the amidation occurs at the γ-C(sp3)-H bonds to afford the amide products in up to 90% yield (>40 examples) with remarkable regioselectivity (up to 24:1 rr).

Rapid Access to Highly Functionalized Alkyl Boronates by NiH-Catalyzed Remote Hydroarylation of Boron-Containing Alkenes

The direct and selective functionalization of relatively simple and readily accessible precursors to produce highly functionalized alkyl boronates is a synthetically useful process. Herein we report a NiH-catalyzed remote hydroarylation process that can, through a synergistic combination of chain walking and subsequent cross-coupling, introduce an aryl group at the adjacent carbon atom of alkyl boronates under mild conditions. By means of a preliminary experiment with moderate enantioselectivity, it was shown that an asymmetric version could also be realized.

TASTE MODULATING ALDEHYDES

Aldehydes of formula (I) (X represents an alkyl or alkenyl group having up to 9 carbon atoms) for use in taste modulation and/or flavor compositions are provided. Specifically, the compounds of the presently disclosed subject matter provide effective and unexpected taste modulating properties. The taste modulation and/or flavor compositions can be incorporated into various consumer end products in particular in combination with high intensity sweeteners.

Synthesis of Diketones, Ketoesters, and Tetraketones by Electrochemical Oxidative Decarboxylation of Malonic Acid Derivatives: Application to the Synthesis of cis-Jasmone

Disubstituted malonic acid derivatives are smoothly converted into diketones and ketoesters in good to excellent yield (68% to 91%) under electrochemical conditions. The scope can be extended to transform trisubstituted bis-malonic acids into tetraketones in 77% to 86% yield. The new method was applied to the total synthesis of cis-jasmone.

Synthesis of Diketones, Ketoesters, and Tetraketones by Electrochemical Oxidative Decarboxylation of Malonic Acid Derivatives: Application to the Synthesis of cis-Jasmone

Disubstituted malonic acid derivatives are smoothly converted into diketones and ketoesters in good to excellent yield (68% to 91%) under electrochemical conditions. The scope can be extended to transform trisubstituted bis-malonic acids into tetraketones in 77% to 86% yield. The new method was applied to the total synthesis of cis-jasmone.

Messenger RNA for the delivery composition and method (by machine translation)

The present invention provides compositions comprising the lipid particles of encapsulated in mRNA molecular composition. Said composite particle comprising a cationic lipid, a non-cationic lipid and encapsulated in the lipid particles of the mRNA molecules in the lipid particle. The composition (for example) is used for the introduction of human subject suffering from a mRNA molecule, they are subject in said translation in order to produce the used to improve one or more of the symptoms of the disease polypeptide. The invention also provides for the preparation of said composition of the present invention a cationic lipid. (by machine translation)

COMPOSITIONS AND METHODS FOR DELIVERING MESSENGER RNA

The present invention provides compositions comprising mRNA molecules encapsulated within lipid particles. The lipid particles comprise a cationic lipid, a non-cationic lipid, and an mRNA molecule that is encapsulated within the lipid particle. The compositions are useful, for example, to introduce the mRNA molecules into a human subject where they are translated to produce a polypeptide that functions to ameliorate one or more symptoms of a disease. The invention also provides cationic lipids that are useful for preparing the compositions of the invention.

COMPOSITIONS AND METHODS FOR DELIVERING MESSENGER RNA

The present invention provides compositions comprising mRNA molecules encapsulated within lipid particles. The lipid particles comprise a cationic lipid, a non-cationic lipid, and an mRNA molecule that is encapsulated within the lipid particle. The compositions are useful, for example, to introduce the mRNA molecules into a human subject where they are translated to produce a polypeptide that functions to ameliorate one or more symptoms of a disease. The invention also provides cationic lipids that are useful for preparing the compositions of the invention.

Organic Compounds

Disclosed are compounds having the ability to inhibit cytochrome P450 2A6, 2A13, and/or 2B6 and tobacco products comprising them. Also disclosed are pharmaceutical compositions comprising them.