2495-35-4

Usage

Uses

1. Pharmaceutical Industry:
Benzyl acrylate is used as a reagent for the preparation of 2-(Phosphonomethyl)pentanedioic Acid (P353900), a selective glutamate carboxypeptidase 2 (GCP-II) inhibitor. This application is significant in the development of drugs targeting neurological disorders and conditions related to glutamate dysregulation.
2. Polymer Industry:
Benzyl acrylate is used in the preparation of high refractive index polyacrylates. These polymers are valuable in the production of optical materials, such as lenses and filters, due to their high refractive index and excellent light transmission properties.
3. Chemical Synthesis:
Benzyl acrylate is used in the synthesis of heptanoic acid benzyl ester, a compound with potential applications in the fragrance and flavor industries. Its use in this context highlights its versatility as a synthetic building block.
4. Polymerization Process:
Benzyl acrylate is used to prepare polybenzylacrylate using azobisisobutyronitrile (AIBN) as an initiator. This process is essential in the production of polymers with specific properties, such as controlled molecular weight and architecture, which can be tailored for various applications in materials science and engineering.

InChI:InChI=1/C10H10O2/c1-2-10(11)12-8-9-6-4-3-5-7-9/h2-7H,1,8H2

Upstream product

• 6282-07-1 3-chloro-propionic acid benzyl ester 
• 79-10-7 acrylic acid 
• 100-51-6 benzyl alcohol 
• 814-68-6 acryloyl chloride 
• 91-66-7 N,N-diethylaniline 
• 57-57-8 β-Propiolactone 
• 100-39-0 benzyl bromide 
• 90841-55-7 benzyl 3-bromopropionate 
• 123200-71-5 benzyl β-dichloromethylsulfonylpropionate 
• 2177-18-6 vinyl acrylate 
• 1826-67-1 vinyl magnesium bromide 
• 69318-61-2 benzyl 2-acetoxypropanoate 
• 107-94-8 chloropropionic acid 
• 108-31-6 maleic anhydride 

Downstream Products

• 56351-35-0 2-[(1R)-1-(2-benzyloxycarbonyl-ethyl)-7-oxo-(1rH,5cH)-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl]-3-methyl-but-2-enoic acid benzyl ester 
• 16605-99-5 biphenyl-2-carboxylic acid methyl ester 
• 16606-00-1 methyl 3-phenylbenzoate 
• 75025-13-7 methyl 2-phenyl-3-cyclohexenecarboxylate 
• 75025-14-8 methyl 5-phenyl-3-cyclohexenecarboxylate 
• 135581-23-6 2,2-spiropentamethylene-3-(2'-benzyloxycarbonylethyl)-7-methyl-3,7-diaza-4-oxabicyclo<3.3.0>octane-6,8-dione 
• 5454-21-7 heptanoic acid phenylmethyl ester 
• 113410-74-5 2-(2'-benzyloxycarbonylethyl)-3,3-spiropentamethylene-5-benzyloxycarbonylisoxazolidine 
• 116171-72-3 6,6-diethoxy-4,4-(diethoxycarbonyl)-hexansaurebenzylester 
• 108299-02-1 1-(R)-Phenyl-2-(S)-carboxycyclohex-5-ene 
• 82342-63-0 5-phenyl-cyclohex-3-enecarboxylic acid 
• 75025-11-5 benzyl 5-phenyl-3-cyclohexenecarboxylate 
• 6939-75-9 benzyl levulinate 
• 22056-09-3 3-phenyl-3-hydroxy-2-methylene-propanoic acid benzyl ester 

Relevant academic research and scientific papers

Acid- And base-switched palladium-catalyzed γ-C(sp3)-H alkylation and alkenylation of neopentylamine

The functionalization of remote unactivated C(sp3)-H and the reaction selectivity are among the core pursuits for transition-metal catalytic system development. Herein, we report Pd-catalyzed γ-C(sp3)-H-selective alkylation and alkenylation with removable 7-azaindole as a directing group. Acid and base were found to be the decisive regulators for the selective alkylation and alkenylation, respectively, on the same single substrate under otherwise the same reaction conditions. Various acrylates were compatible for the formation of C(sp3)-C(sp3) and C(sp3)-C(sp2) bonds. The alkenylation protocol could be further extended to acrylates with natural product units and α,β-unsaturated ketones. The preliminary synthetic manipulation of the alkylation and alkenylation products demonstrates the potential of this strategy for structurally diverse aliphatic chain extension and functionalization. Mechanistic experimental studies showed that the acidic and basic catalytic transformations shared the same six-membered dimer palladacycle.

ISOTOPES OF ALPHA KETOGLUTARATE AND RELATED COMPOUNDS AND THEIR USE IN HYPERPOLARIZED IMAGING

A compound of the Formula I or a pharmaceutically acceptable salt thereof, wherein R1, Ca, Cb, Cd, and n are the same as described in the specification. Disclosed is a method of diagnosing or monitoring a patient suffering from cancer, the method comprising: administering a pharmaceutical composition comprising an effective amount of an active agent, wherein the active agent is the compound of Formula I, a pharmaceutically acceptable salt of any of the foregoing thereof, or a combination thereof, together with a pharmaceutically acceptable carrier to the patient; and diagnosing or monitoring the patient by hyperpolarized 13C-MRI. Also disclosed is a method of synthesizing 1-13C- 5-12C-diacid.

Asymmetric Allylation Catalyzed by Chiral Phosphoric Acids: Stereoselective Synthesis of Tertiary Alcohols and a Reagent-Based Switch in Stereopreference

The substrate scope of the asymmetric allylation with zinc organyls catalyzed by 3,3-bis(2,4,6-triisopropylphenyl)-1,1-binaphthyl-2,2-diyl hydrogenphosphate (TRIP) has been extended to non-cyclic ester organozinc reagents and ketones. Tertiary chiral alcohols are obtained with ee's up to 94% and two stereogenic centers can be created. Compared to the previous lactone reagent the stereopreference switches almost completely, proving the fact that the nature of the organometallic compound is of immense importance for the asymmetry of the product. (Figure presented.).

Phosphine-Catalyzed Cascade Annulation of MBH Carbonates and Diazenes: Synthesis of Hexahydrocyclopenta[c]pyrazole Derivatives

A phosphine-catalyzed cascade annulation of Morita-Baylis-Hillman (MBH) carbonates and diazenes was achieved, giving tetrahydropyrazole-fused heterocycles bearing two five-membered rings in moderate to excellent yields. The reaction underwent an unprecedented reaction mode of MBH carbonates, in which two molecules of MBH carbonates were fully merged into the ring system.

Olefination via Cu-Mediated Dehydroacylation of Unstrained Ketones

The dehydroacylation of ketones to olefins is realized under mild conditions, which exhibits a unique reaction pathway involving aromatization-driven C-C cleavage to remove the acyl moiety, followed by Cu-mediated oxidative elimination to form an alkene between the α and β carbons. The newly adopted N′-methylpicolinohydrazonamide (MPHA) reagent is key to enable efficient cleavage of ketone C-C bonds at room temperature. Diverse alkyl- and aryl-substituted olefins, dienes, and special alkenes are generated with broad functional group tolerance. Strategic applications of this method are also demonstrated.

Method for synthesizing cisatracurium besilate

The invention discloses a method for synthesizing cisatracurium besilate. The method comprises the following steps of: reacting a compound shown as formula I, a compound shown as formula II and oxalicacid dihydrate to generate a compound shown as formula III; reacting the compound shown as formula III under the catalysis of Pd/C to generate a compound shown as formula IV; reacting the compound shown as formula IV with 1, 5-pentanediol to generate a compound shown as formula V; and reacting the compound shown as formula V with methyl benzenesulfonate to prepare cisatracurium besilate; whereinthe compounds shown as the formula I, the formula II, the formula III, the formula IV and the formula V are respectively represented as the specification. The synthesis method provided by the invention can significantly improve the yield and purity of cisatracurium besilate and reduce the synthesis cost of cisatracurium besilate.

Palladium-catalyzed remote C-H functionalization of 2-aminopyrimidines

A straightforward strategy was developed for the arylation and olefination at the C5-position of the N-(alkyl)pyrimidin-2-amine core with readily available aryl halides and alkenes, respectively. This approach was highly regioselective, and the transformation was achieved based on two different (Pd(ii)/Pd(iv)) and (Pd(0)/Pd(ii)) catalytic cycles.

Synthesis of C-Glycosyl Amino Acid Building Blocks Suitable for the Solid-Phase Synthesis of Multivalent Glycopeptide Mimics

Five C-glycosyl functionalized lysine building blocks, featuring C-glycosidic derivatives of α-rhamnose, α-mannose, α-galactose, β-galactose, and β-N-acetyl glucosamine have been designed and synthesized. These derivatives, equipped with acid-labile protecting groups, are eminently suitable for solid-phase synthesis of multivalent glycopeptides. The lysine building blocks were prepared from C-allyl glycosides that underwent a Grubbs cross-metathesis with an acrylate, followed by a reduction of the C=C double bond in the resulting α,β-unsaturated esters, and liberation of the carboxylate to allow condensation with a lysine side chain. The thus obtained C-glycosides, five in total, were applied in the solid-phase peptide synthesis (SPPS) of three glycopeptides, showing the potential of the described building blocks in the assembly of well-defined mimics of homo- and heteromultivalent glycopeptides and glycoclusters.

Palladium-catalyzed regioselective synthesis of B(4,5)-or B(4)-substituted: O-carboranes containing α,β-unsaturated carbonyls

With the help of a carboxylic acid directing group, Pd-catalyzed regioselective synthesis of B(4,5)-or B(4)-substituted o-carboranes containing α,β-unsaturated carbonyls has been reported. The-COOH, removed during the course of the reaction, is responsible for controlling the regioselectivity. The desired products could be obtained in moderate to good yields.

Ruthenium(II) Catalysed Highly Regioselective C-3 Alkenylation of Indolizines and Pyrrolo[1,2-a]quinolines

Discovered the Ruthenium(II) catalysed highly stereo- and regioselective protocol for the oxidative C-3 alkenylation of indolizines and pyrrolo[1,2-a]quinolines. The methodology represents the first example for the directing group assisted C–C bond formation reaction of the indolizines. Under mild reaction conditions, this method provides an ample substrate scope to produce C-3 alkenyl indolizines in excellent to moderate yields. However, pyrrolo[1,2-a]quinolines underwent alkenynation at elevated temperature to furnish C-3 alkenyl derivatives. The functionalized indolizines were selectively reduced to obtain their saturated derivatives.