58609-13-5

Basic information

• Product Name: BENZYL 2-(4-(BENZYLOXY)PHENYL)ACETATE
• Synonyms: BENZYL 2-(4-(BENZYLOXY)PHENYL)ACETATE
• CAS NO: 58609-13-5
• Molecular Formula: C₂₂H₂₀O₃
• Molecular Weight: 332.397
• Mol File: 58609-13-5.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• CAS DataBase Reference: BENZYL 2-(4-(BENZYLOXY)PHENYL)ACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: BENZYL 2-(4-(BENZYLOXY)PHENYL)ACETATE(58609-13-5)
• EPA Substance Registry System: BENZYL 2-(4-(BENZYLOXY)PHENYL)ACETATE(58609-13-5)

Safety Data

• Hazardous Substances Data: 58609-13-5(Hazardous Substances Data)

Usage

Description

BENZYL 2-(4-(BENZYLOXY)PHENYL)ACETATE is an organic compound that serves as a key reactant in the synthesis of various chemical compounds, particularly in the field of organic chemistry and pharmaceuticals. It is characterized by its benzyl-protected structure, which plays a crucial role in its reactivity and applications.

Uses

Used in Organic Chemistry:
BENZYL 2-(4-(BENZYLOXY)PHENYL)ACETATE is used as a reactant for the synthesis of complex organic molecules, particularly in the field of organic chemistry. Its benzyl-protected structure allows for selective reactions and the formation of desired products with minimal side reactions.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, BENZYL 2-(4-(BENZYLOXY)PHENYL)ACETATE is used as a reactant for the synthesis of a benzyl-protected analog of the phenylpropanoid glycoside arenarioside. BENZYL 2-(4-(BENZYLOXY)PHENYL)ACETATE has potential applications in the development of new drugs and therapeutic agents, as it can be further modified and functionalized to create novel molecules with specific biological activities.
Used in Synthesis of Arenarioside Analogs:
BENZYL 2-(4-(BENZYLOXY)PHENYL)ACETATE is used as a reactant for the synthesis of a benzyl-protected analog of arenarioside, a phenylpropanoid glycoside with potential biological activities. The benzyl protection group in this compound allows for selective reactions and the formation of the desired arenarioside analog with minimal side reactions, which can be further deprotected and modified to explore its potential applications in various fields, such as medicine and pharmaceuticals.

Upstream product

• 100-44-7 benzyl chloride 
• 156-38-7 4-hydroxyphenylacetate 
• 6547-53-1 2-[4-(benzyloxy)benzyl]acetic acid 
• 100-51-6 benzyl alcohol 
• 100-39-0 benzyl bromide 

Downstream Products

• 10338-51-9 Salidroside 
• 126582-20-5 (E)-2,3-Bis-(4-benzyloxy-phenyl)-acrylic acid 
• 126582-27-2 Z-1,1-dichloro-2,3-bis(4-benzyloxyphenyl)cyclopropane 
• 126582-33-0 C₂₉H₂₆O₂ 
• 126582-23-8 C₂₈H₂₄O₂ 
• 126582-30-7 C₁₅H₁₂Cl₂O₂ 
• 177906-36-4 (3-Azido-propyl)-[2-(5-{(S)-2-[2-(4-benzyloxy-phenyl)-acetylamino]-3-carbamoyl-propionylamino}-pentylcarbamoyl)-ethyl]-carbamic acid benzyl ester 
• 177906-35-3 (4-benzyloxyphenyl)acetic acid succinimidyl ester 
• 243641-09-0 2-[4-(Benzyloxy)phenyl]-N-methoxy-N-methylacetamide 
• 916458-88-3 (4-benzyloxyphenyl)ethyl (2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1->3)-2-O-acetyl-4-O-[(E)-3,4-di-O-benzyl]caffeoyl-6-O-tert-butyldimethylsilyl-β-D-glucopyranoside 
• 916458-87-2 (4-benzyloxyphenyl)ethyl (2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1->3)-2-O-acetyl-6-O-tert-butyldimethylsilyl-β-D-glucopyranoside 
• 916458-86-1 (4-benzyloxyphenyl)ethyl (2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1->3)-2-O-acetyl-β-D-glucopyranoside 

Relevant articles and documents

Structure-supercooling property relationship of phenylethyl phenylacetate derivatives and analogue

In this paper, three new compounds were synthesized by introduction of benzyloxy group to phenylethyl phenylacetate (PPA) and shorting the flexible ester linker. NMR spectra and mass spectra are achieved to confirm the structure of the compounds. The solid-liquid and liquid-solid phase change behaviors of PPA and these three compounds were explored by direct observation and differential scanning calorimetry (DSC) measurements. It was found that all four compounds would form supercooled liquids during a heating-cooling cycle. The supercooling degree is as large as 44 °C or above. The effects of benzyloxy group and the flexible linker on the phase transition processes as well as the supercooling degrees were discussed in detail with the computational optimized geometry of isolated molecules. It was revealed that the dihedral angles between adjacent phenyl rings play a significant role in tuning their phase transition temperatures. This work also discovers the high enthalpies of PPA derivatives and analogues in both solid-liquid and liquid-solid phase transition processes, making them great potentials for the thermal energy control of appropriate working temperature regions.

Method for synthesizing salidroside by using [Rmim][OSO2OR]-Lewis acid ionic liquid system

The invention belongs to the technical field of catalytic synthesis and particularly relates to a method for synthesizing salidroside by using a [Rmim][OSO2OR]-Lewis acid ionic liquid system. According to the method, the salidroside compound is synthesized by using ionic liquid [Rmim][OSO2OR]. The synthesis of the ionic liquid provided by the invention needs only a one-step reaction, and atoms ofraw materials in a synthetic reaction of the ionic liquid are utilized by 100%, and thus, the reaction is an atomic-economical-efficiency reaction with simple and convenient operation. The method provided by the invention is environmentally friendly and is mild in reaction conditions and simple in aftertreatment, the problems such as environmental pollution caused by tedious synthesis of the ionicliquid used during the existing O-Glycosylation of a glycosyl trichloroacetimidate donor by using an ionic liquid system, thermal energy consumption, atom waste and a non-atomic-economical-efficiencyreaction are solved, and meanwhile, the problems such as environmental pollution and tedious aftertreatment caused by the existing salidroside drug chemical-synthesis in organic solvents are solved.

Synthesis of a benzyl-protected analog of arenarioside, a trisaccharide phenylpropanoid glycoside

A benzyl-protected analog of the phenylpropanoid glycoside arenarioside, (4-benzyloxyphenyl)ethyl α-l-rhamnopyranosyl-(1→3)-4-O-[(E)-3,4-di-O-benzyl-caffeoyl]-[β-d-xylopyranosyl-(1→6)]-β-d-glucopyranoside (22), was synthesized through two different routes from d-glucose. This is the first approach on the synthesis of a trisaccharide phenylpropanoid glycoside, although the benzyl-protecting group in the backbone of the arenarioside analog could not be removed by conventional debenzylation procedures.