13305-14-1

Basic information

• Product Name: 2-(4-Methoxyphenyl)glycolic acid methyl ester
• Synonyms: (4-Methoxyphenyl)glycolic acid methyl ester;(4-Methoxyphenyl)hydroxyacetic acid methyl ester;2-(4-Methoxyphenyl)glycolic acid methyl ester;α-Hydroxy-4-methoxybenzeneacetic acid methyl ester;methyl 2-hydroxy-2-(4-methoxyphenyl)acetate;Hydroxy-(4-methoxy-phenyl)-acetic acid methyl ester
• CAS NO: 13305-14-1
• Molecular Formula: C₁₀H₁₂O₄
• Molecular Weight: 196.2
• Mol File: 13305-14-1.mol
• Article Data: 31

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(4-Methoxyphenyl)glycolic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-Methoxyphenyl)glycolic acid methyl ester(13305-14-1)
• EPA Substance Registry System: 2-(4-Methoxyphenyl)glycolic acid methyl ester(13305-14-1)

Safety Data

• Hazardous Substances Data: 13305-14-1(Hazardous Substances Data)

Usage

Physical state

Colorless to pale yellow liquid

Odor

Sweet, floral

Usage

Fragrance ingredient in perfumes and personal care products

Application

Synthesis of pharmaceuticals and other organic compounds

Skin irritation potential

Moderate, should be handled with care

Upstream product

• 186581-53-3 diazomethane 
• 1198-84-1 4-hydroxymandelic acid 
• 505030-56-8 (+/-)-4-Methoxy-imidmandelsaeure-methylester 
• 104383-29-1 methyl (S)-α-hydroxy-(4-methoxyphenyl)acetate 
• 32174-38-2 methyl (R)-2-hydroxy-2-(4-methoxyphenyl)acetate 
• 91013-24-0 3-amino-4-methoxy-DL-mandelic acid-methyl ester 
• 123-11-5 4-methoxy-benzaldehyde 
• 67-56-1 methanol 
• 33646-40-1 4-methoxymandelonitrile 
• 20714-90-3 4-Methoxymandelic acid 
• 55538-79-9 methyl (+/-)-α-acetoxy-α-(4-methoxyphenyl)acetate 
• 22979-36-8 methyl 2-diazo-2-(4-methoxypheny)acetate 
• 1076-95-5 p-methoxyphenylglyoxal 
• 32766-61-3 4-methoxyphenylglyoxylate methyl ester 

Downstream Products

• 21165-16-2 2-hydroxy-2-(4-methoxyphenyl)acetamide 
• 104-01-8 4-Methoxyphenylacetic acid 
• 87920-02-3 p-Methoxy-N-methyl-mandelsaeureamid 
• 130796-19-9 methyl 2-(4-methoxyphenyl)-2-(trimethylsilyloxy)acetate 
• 74427-18-2 N-(2-chloro-3,4-dimethoxyphenylethyl)-4-methoxymandelamide 
• 104114-01-4 N-[2-(3,4-Dimethoxy-5-methyl-phenyl)-ethyl]-2-hydroxy-2-(4-methoxy-phenyl)-acetamide 
• 104113-97-5 N-<2-hydroxy-2-(4-methoxyphenyl)ethyl>-2-(2-bromo-3,4-dimethoxyphenyl)ethylamine 
• 104114-02-5 N-[2-(2,5-Difluoro-3,4-dimethoxy-phenyl)-ethyl]-2-hydroxy-2-(4-methoxy-phenyl)-acetamide 
• 104114-03-6 N-[2-(3,4-Dimethoxy-2,5-dimethyl-phenyl)-ethyl]-2-hydroxy-2-(4-methoxy-phenyl)-acetamide 
• 32766-61-3 4-methoxyphenylglyoxylate methyl ester 
• 20714-89-0 (R)-2-hydroxy-2-(4-methoxyphenyl)acetic acid 
• 104383-29-1 methyl (S)-α-hydroxy-(4-methoxyphenyl)acetate 
• 62717-74-2 N-[2-(3,4-dimethoxyphenyl)-ethyl]-2-hydroxy-2-(4-methoxyphenyl)ethylamine 
• 55538-79-9 methyl (+/-)-α-acetoxy-α-(4-methoxyphenyl)acetate 

Relevant articles and documents

Constituents of various wood-rotting basidiomycetes

Phytochemical investigation of n-hexane and methanol extracts of fruiting bodies of the wood-rotting fungi Fomitopsis pinicola, Ganoderma lipsiense, Fomes fomentarius and Gloeophyllum odoratum led to the isolation and identification of several triterpene derivatives and some aromatic compounds derived from lignin. These are the new natural products, namely, pinicolic acid E (16α-hydroxy-3-oxolanosta-8,24-dien-21-oic acid) and pinicolol C (3-oxolanosta-7,9(11),24-trien-15α,21-diol) from the crust of F. pinicola, ganoderenic acid D {(E)-7β-hydroxy-3,11,15,23-tetraoxolanosta-8,20(22)-dien-26-oic acid} and ganoderic acid N (7β,20-dihydroxy-3,11,15,23-tetraoxolanost-8-en-26-oic acid) from G. lipsiense and ergosterol peroxide (5α,8α-epidioxyergost-6-en-3β-ol) as well as ergost-7-en-3-one from F. formentarius. From G. odoratum, dehydroeburicoic acid {24-methylene-3-oxolanosta-7,9(11)-dien-21-oic acid}, the dimethylacetal of 4,4,14α-trimethyl-24-oxo-5α-chol-8-en-21-oic acid and some aromatic compounds, of which 1-(4'-methoxyphenyl)-1,2-ethandiol is a new natural product, were isolated. Furthermore, a complete set of 13C NMR data of the steryl esters 3β-linoleyloxyergosta-7,24(28)-diene, 3β-linoleyloxyergosta-7,22-diene and 3β-linoleyloxyergost-7-ene, which could be identified as a mixture in all investigated fungi, could be recorded. It was proved by HPLC and TLC investigations, that the crust on top of the fruiting bodies of F. pinicola consists of lanostane derivatives. (C) 2000 Elsevier Science Ltd.

Direct Aerobic α-Hydroxylation of Arylacetates for the Synthesis of Mandelates

Aerobic α-hydroxylation of α-methylene esters has proven challenging due to overoxidation and hydrolysis of the materials. In this article, KOtBu-promoted TBAB-catalyzed α-hydroxylation of α-methylene aryl esters using O2as the oxyge

Silyl Cyanopalladate-Catalyzed Friedel-Crafts-Type Cyclization Affording 3-Aryloxindole Derivatives

3-Aryloxindole derivatives were synthesized through a Friedel-Crafts-type cyclization. The reaction was catalyzed by a trimethylsilyl tricyanopalladate complex generated in situ from trimethylsilyl cyanide and Pd(OAc) 2. Wide varieties of diethyl phosphates derived from N -arylmandelamides were converted almost quantitatively into oxindoles. When N, N -dibenzylamide was used instead of an anilide substrate, a benzo-fused δ-lactam was obtained. An oxindole product was subjected to substitution reactions to afford 3,3-diaryloxindoles with two different aryl groups.

Kinetic Resolution of Allylic Alcohol with Chiral BINOL-Based Alkoxides: A Combination of Experimental and Theoretical Studies

The development and characterization of enantioselective catalytic kinetic resolution of allylic alcohols through asymmetric isomerization with chiral BINOL derivatives-based alkoxides as bifunctional Br?nsted base catalysts were described in the study. A number of chiral BINOL derivatives-based alkoxides were synthesized, and their structure-enantioselectivity correlation study in asymmetric isomerization identified a promising chiral Br?nsted base catalyst, which afforded various chiral secondary allylic alcohols (ee up to 99%, S factor up to >200). In the mechanistic study, alkoxide species were identified as active species and the phenol group of BINOL largely affected the high reactivity and enantioselectivity via hydrogen bonding between the chiral Br?nsted base catalyst and substrates. The strategy is the first successful synthesis strategy of various chiral secondary allylic alcohols through enantioselective transition-metal-free base-catalyzed isomerization. The applicability of the strategy had been demonstrated by the synthesis of the bioactive natural product (+)-veraguensin.