24410-84-2

Usage

Uses

Used in Food and Beverage Industry:
(2E)-2-Pentenoic acid ethyl ester is used as a flavoring agent for its fruity scent, enhancing the taste and aroma of various food and drink products.
Used in Perfume and Cosmetics Industry:
(2E)-2-Pentenoic acid ethyl ester is used as a fragrance ingredient in perfumes and cosmetics, providing a pleasant and attractive scent to these products.
Used in Organic Synthesis:
(2E)-2-Pentenoic acid ethyl ester is used as an intermediate in the synthesis of other organic compounds, contributing to the creation of a wide range of chemical products.

InChI:InChI=1/C7H12O2/c1-3-5-6-7(8)9-4-2/h5-6H,3-4H2,1-2H3/b6-5+

Upstream product

• 1071-46-1 hydrogen ethyl malonate 
• 123-38-6 propionaldehyde 
• 927-80-0 1-ethoxyacetylene 
• 3278-34-0 ethyl 2-(ethoxythiocarbonylthio)acetate 
• 72258-75-4 2-<(ethoxycarbonyl)methyl>-2-oxo-4,5-dimethyl-1,3,2-dioxaphospholane 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 146984-85-2 ethyl (E)-2-iodo-2-pentenoate 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 55314-57-3 ethyl pent-2-ynoate 
• 64-17-5 ethanol 
• 108-29-2 5-methyl-dihydro-furan-2-one 
• 144152-65-8 (Diethoxy-phosphanyloxy)-acetic acid ethyl ester 
• 13991-37-2 trans-2-pentenoic acid 
• 75-03-6 ethyl iodide 

Downstream Products

• 215731-62-7 (R)-ethyl 3-(N-((R)-1-phenylethyl)amino)pentanoate 
• 251660-12-5 (R)-3-phenylpentanoic acid ethyl ester 
• 884318-78-9 (R)-ethyl 3-(N-benzyl-N-((R)-1-phenylethyl)amino)pentanoate 
• 98587-10-1 (S)-3-n-butyl-5-methylfuran-2(5H)-one 
• 2446-13-1 4-ethyl-5,5-dicarbethoxy-2-pyrrolidinone 
• 1576-96-1 (E)-2-penten-1-ol 
• 71004-71-2 N-tosyl-N-(1-pent-3-enyl)amine 

Relevant academic research and scientific papers

Copper-Catalyzed Azide–Ynamide Cyclization to Generate α-Imino Copper Carbenes: Divergent and Enantioselective Access to Polycyclic N-Heterocycles

Here an efficient copper-catalyzed cascade cyclization of azide-ynamides via α-imino copper carbene intermediates is reported, representing the first generation of α-imino copper carbenes from alkynes. This protocol enables the practical and divergent synthesis of an array of polycyclic N-heterocycles in generally good to excellent yields with broad substrate scope and excellent diastereoselectivities. Moreover, an asymmetric azide–ynamide cyclization has been achieved with high enantioselectivities (up to 98:2 e.r.) by employing BOX-Cu complexes as chiral catalysts. Thus, this protocol constitutes the first example of an asymmetric azide–alkyne cyclization. The proposed mechanistic rationale for this cascade cyclization is further supported by theoretical calculations.

JAK kinase inhibitor, preparation method thereof, and application in the field of medicines

The application relates to a JAK kinase inhibitor, a preparation method thereof, and an application in the field of medicines and belongs to the field of medical chemistry. In the application, a series of novel small-molecular JAK inhibitors are provided and are represented as the general formula (II). The compounds have better effects and higher safety in prevention or treatment on JAK-related adaptation diseases.

Upadacitinib tartrate: Tyrosine-protein kinase JAK1 inhibitor Treatment of autoimmune inflammatory diseases Treatment of rheumatoid arthritis

Upadacitinib tartrate (ABT-494) is a potent and selective tyrosine-protein kinase JAK1 inhibitor being developed for the treatment of systemic autoimmune inflammatory diseases, including rheumatoid arthritis (RA), Crohn's disease, ulcerative colitis and psoriatic arthritis. In vitro, upadacitinib demonstrated higher selectivity for inhibiting JAK1 over JAK2 and JAK3, suggesting a potentially improved therapeutic profile in treating patients with inflammatory diseases compared to nonselective JAK inhibitors. Upadacitinib has demonstrated safety and efficacy in phase II trials in patients with RA and inflammatory bowel disease, and is currently in phase III development for these indications.

NOVEL COMPOUND HAVING BONE METABOLISM INHIBITORY ACTIVITY AND METHOD FOR PRODUCING THE SAME

PROBLEM TO BE SOLVED: To provide a novel compound having bone metabolism inhibitory activity, the compound having inhibitory activity on BMP signaling through the ALK2 receptor, and also having high pharmacological activity and high safety. SOLUTION: The

COMPOSITION FOR ATTRACTING MALE BLUEBERRY SPANWORM MOTH

A composition that includes: Z,Z-(3R,4S)-cis-3,4-epoxy-6,9-heptadecadiene; and Z,Z,Z-3,6,9-heptadecatriene, where the Z,Z-(3R,4S)-cis-3,4-epoxy-6,9-heptadecadiene and the Z,Z,Z-3,6,9-heptadecatriene are present in a ratio of between 5:1 (by mass) and about 20:1 (by mass). The composition may be for attracting a male blueberry spanworm moth. Use of a composition that includes Z,Z-(3R,4S)-cis-3,4-epoxy-6,9-heptadecadiene and Z,Z,Z-3,6,9-heptadecatriene for attracting male blueberry spanworm. A method of attracting male blueberry spanworm moths that includes placing a composition comprising Z,Z-(3R,4S)-cis-3,4-epoxy-6,9-heptadecadiene and Z,Z,Z-3,6,9-heptadecatriene suitably close to a field of having the male blueberry spanworm moths.

Intermediates for the synthesis of 4-substituted proline derivatives

A chemoenzymatic synthesis of a series of 2-hydroxy-5-nitro-4-substituted esters is described that uses two biotransformations in a single-pot process in which a kinetic resolution/reduction occurs. The products are valuable intermediates for the preparation of 4-substituted prolines and 5-substituted 3-hydroxypiperidinones as illustrated by the preparation of (2R,4R)-4- methylproline and (3S,5R)-3-hydroxy-5-methylpiperidinone. Georg Thieme Verlag Stuttgart · New York.

A PROCESS FOR THE PREPARATION OF AN ALKYL ALKENOATE

A process for the preparation of an alkyl alkenoate, wherein a lactone of the general molecular formula (I) wherein n is 1, 2 or 3, R1 is a C1-C4 alkyl group, and R2, R3 and R4 are, independently, a H atom or a C1-C4 alkyl group, is reacted with a C1-C4 alkyl alcohol in a liquid phase in the presence of a strong acid catalyst at transesterification conditions to form the alkyl alkenoate, wherein alkyl alkenoate and alcohol are continuously removed from the liquid phase by distillation.

Stereocontrol of the Horner-Wadsworth-Emmons Reaction: Application to the Synthesis of HIV-1 Protease Inhibitors

A systematic study on the Horner-Wadsworth-Emmons (HWE) reaction has shown that ethyl diphenylphosphonoacetate and methyl diphenylphosphonoacetate give a high excess of (Z)-alkenes. These reaction conditions were then used to prepare (Z)-ethyl-5-phenylpent-2-enoate, the corresponding (E)-isomer being prepared by standard Wittig chemistry. Reduction of each allylic ester, with diisobutylaluminium hydride (DIBAL), gave the allylic alcohols (15) and (19), respectively. Epoxidation of (15) and (19), under Sharpless conditions, gave separate samples of all four stereoisomers of 2,3-epoxy-5-phenylpentan-1-ol. Esterification of each isomer with Cbz-valine, under Mitsunobu conditions, provided (9)-(12) which were assayed against HIV protease. The cis series (9)-(10) proved to be significantly more potent than the trans (11)-12) and, within each of these series, the isomers derived from L-diisopropyltartrate [(9) and (11)] were the most active.

Process for preparation of chiral 3-amino-pyrrolidine and analogous bicyclic compounds

A process for the preparation of chiral 3-aminopyrrolidine and analogous bicyclic derivatives from dihydroxy olefins by treatment with titanium isopropoxide, an optically active tartrate ester and tert-butyl hydroperoxide, followed by subsequent alkylatio