75513-56-3

Usage

Uses

Used in Flavor and Fragrance Industry:
METHYL 5-METHYL-2-HEXENOATE is used as a flavor or fragrance agent for its sweet and fruity scent. It is commonly used in the production of perfumes, soaps, and other consumer products to impart a pleasant aroma.
Used in Food Industry:
METHYL 5-METHYL-2-HEXENOATE is used as a flavor enhancer in the food industry to improve the taste of various products, adding a fruity and refreshing note to the overall flavor profile.

Upstream product

• 123-51-3 i-Amyl alcohol 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 590-86-3 isovaleraldehyde 
• 5927-18-4 trimethyl phosphonoacetate 
• 88738-78-7 bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate 
• 1067-74-9 Methyl diethylphosphonoacetate 
• 67-56-1 methanol 
• 41653-96-7 (E)-5-methyl-2-hexenoic acid 

Downstream Products

• 1442644-40-7 1-tert-butyl 5-methyl (2S,3S)-2-((diphenylmethylene)amino)-3-isobutylpentanedioate 
• 41653-96-7 (E)-5-methyl-2-hexenoic acid 
• 98875-57-1 methyl trans-5-methyl-2-(2-hydroxypropan-2-yl)hex-3-enoate 
• 75513-59-6 methyl threo-3-hydroxy-2-tosyloxy-5-methylhexanoate 
• 75410-06-9 methyl cis-2,3-epoxy-5-methylhexanoate 
• 62023-30-7 DL-threo-3-amino-2-hydroxy-5-methylhexanoic acid 
• 10488-87-6 ethyl 2-benzoylpropionate 
• 22818-43-5 (S)-3-amino-5-methylhexanoic acid 
• 91298-67-8 (R)-3-amino-5-methylhexanoic acid 
• 108860-74-8 (4Z)-2-hydroxy-3-methoxycarbonyl-2,6-dimethylhept-4-ene 

Relevant academic research and scientific papers

Herbaceamide, a chlorinated N-acyl amino ester from the marine sponge, Dysidea herbacea

Herbaceamide (1) was isolated from Disydea herbacea. The structure and partial stereochemistry were assigned on the basis of spectroscopic comparison with dysidenin (2) and synthetic analogs.

Ligand-controlled cobalt-catalyzed remote hydroboration and alkene isomerization of allylic siloxanes

The Co-catalyzed remote hydroboration and alkene isomerization of allylic siloxanes were realized by a ligand-controlled strategy. The remote hydroboration with dcype provided borylethers, while xantphos favored the formation of silyl enol ethers.

Highly enantioselective copper(i)-catalyzed conjugate addition of 1,3-diynes to α,β-unsaturated trifluoromethyl ketones

The conjugate diynylation of α,β-unsaturated trifluoromethyl ketones is carried out in the presence of a low catalytic load (2.5 mol%) of a copper(i)-MeOBIPHEP complex, triethylamine and a terminal 1,3-diyne. Pre-metalation of the terminal 1,3-diyne with stoichiometric or higher amounts of dialkylzinc reagent is not required. The corresponding internal diynes bearing a propargylic stereogenic center are obtained with good yields and excellent enantioselectivities. This journal is

Asymmetric cascade reaction to allylic sulfonamides from allylic alcohols by palladium(II)/base-catalyzed rearrangement of allylic carbamates

A regio- and enantioselective tandem reaction is reported capable of directly transforming readily accessible achiral allylic alcohols into chiral sulfonyl-protected allylic amines. The reaction is catalyzed by the cooperative action of a chiral ferrocene palladacycle and a tertiary amine base and combines high step-economy with operational simplicity (e.g. no need for inert-gas atmosphere or catalyst activation). Mechanistic studies support a Pd II-catalyzed [3,3] rearrangement of allylic carbamates - generated in situ from the allylic alcohol and an isocyanate - as the key step, which is followed by a decarboxylation.

The asymmetric aza-claisen rearrangement: development of widely applicable pentaphenylferrocenyl palladacycle catalysts

Systematic studies have been performed to develop highly efficient catalysts for the asymmetric aza-Claisen rearrangement of trihaloacetimidates. Herein, we describe the stepwise development of these catalyst systems involving four different catalyst generations finally resulting in the development of a planar chiral pentaphenylferrocenyl oxazoline palladacycle. This complex is more reactive and has a broader substrate tolerance than all previously known catalyst systems for asymmetric aza-Claisen rearrange-ments. Our investigations also reveal that subtle changes can have a big impact on the activity. With the enhanced catalyst activity, the asymmetric aza-Claisen rearrangement has a very broad scope: the methodology not only allows the formation of highly enantioenriched primary allylic amines, but also secondary and tertiary amines; al-lylic amines with N-substituted quaternary stereocenters are conveniently accessible as well. The reaction conditions tolerate many important functional groups, thus providing stereoselective access to valuable functionalized building blocks, for example, for the synthesis of unnatural amino acids. Our results suggest that face-selective olefin coordination is the enantioselectivitydetermining step, which is almost exclusively controlled by the element of planar chirality.

A convenient one-pot PCC oxidation-Wittig reaction of alcohols

A simple one-pot process for the PCC oxidation of alcohols followed by in situ trapping of the aldehyde with a Wittig reagent is described.

Tandem Conjugate addition of Silylcuprate and Benzenesulfenyl Chloride to Unsaturated Esters: Stereoselective Preparation of anti-3-Dimethylphenylsilyl-2-phenylthio Aldehydes

Conjugate addition of dimethylphenylsilylcuprate is successful even to a 2,3-disubstituted acrylate ester and when followed by α-sulfenylation of the trapped silyl enol ether intermediate, reduction and re-oxidation gives, for example, (2SR,3RS)-(anti)-2,

Synthesis of DL-Statine and DL-4-Amino-3-hydroxy-4-phenylbutanoic Acids via the Isoxazoline Route

1,3-Dipolar cycloaddition of chloronitrile oxide to N-allyltrichloroacetamides and subsequent reductive cleavage of the 3-methoxy-substituted isoxazolines gives methyl 3-hydroxy-4-trichloroacetamido esters which by acidic hydrolysis give the corresponding

Mechanism of Formation of Natural Cyclopropanes: Synthesis of Postulated Intermediates in Presqualene and Chrysanthemyl Alcohol Biosynthesis

The α-unsaturated esters (15), (28), and (33) have been used in deconjugative additions to ketones, to provide the β,γ-hydroxy esters (17), (18), (29), (30), and (37) and hence the unsaturated diols (22), (23), and (38).These diols have been postulated as precursors to the natural cyclopropanes chrysanthemyl alcohol and presqualene, through homoallylic participation.Experiments with cell-free extract of Artemisia annua foliage show that neither diol (22) nor (23) is converted to chrysanthemyl alcohol.Limited experiments with an homogenate of Rhizopus arrhizus provide little support for the intervention of the diol (38) in squalene biosynthesis.

Studies of intramolecular Diels-Alder reactions: preparation of methyl spirohepta-4,6-dien-1-yl esters and their internal cycloaddition reactivity

Different routes to the spirohepta-4,6-dien-1-yl esters 5,6,7,26, and 28 are described and their intramolecular Diels-Alder reactivity examined.A sidechain oxygen substituent is essential for cyclization although its exact role in the cycloaddition remains obscure.The trienes 5,6, and 28 cyclize to the tetracyclo1.7.04.6.06.10>undecenes 9, 10, and 30 which are useful synthetic intermediates for the preparation of sesquiterpenes.