20714-90-3

Upstream product

• 33646-40-1 4-methoxymandelonitrile 
• 14337-31-6 2,2,2-trichloro-1-(4-methoxyphenyl)ethan-1-ol 
• 104-01-8 4-Methoxyphenylacetic acid 
• 56817-43-7 2-(4-methoxyphenyl)-1,1-bis(trimethylsilyloxy)ethene 
• 33441-62-2 3-(4-methoxyphenyl)oxirane-2,2-dicarbonitrile 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 23786-14-3 4-methoxy-phenyl acetic acid methyl ester 
• 75-77-4 chloro-trimethyl-silane 
• 151-50-8 potassium cyanide 
• 123-11-5 4-methoxy-benzaldehyde 
• 67-66-3 chloroform 
• 124-38-9 carbon dioxide 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 7647-01-0 hydrogenchloride 

Downstream Products

• 156-38-7 4-hydroxyphenylacetate 
• 20714-89-0 (R)-2-hydroxy-2-(4-methoxyphenyl)acetic acid 
• 13305-14-1 methyl 2-hydroxy-2-(4-methoxyphenyl)acetate 
• 33173-35-2 (+)-p-methoxy-O-acetylmandelic acid 
• 10502-44-0 (-)-p-methoxymandelic acid 
• 36141-66-9 ethyl 2-hydroxy-2-(4-methoxyphenyl)acetate 
• 93831-68-6 9-bromo-3-(4-methoxyphenyl)naphtho<1,8-bc>pyran-2,6-dione 
• 93831-67-5 5,9-dibromo-3-(4-methoxyphenyl)naphtho<1,8-bc>pyran-2,6-dione 
• 7099-91-4 p-methoxybenzoylformic acid 
• 123-11-5 4-methoxy-benzaldehyde 
• 105-13-5 4-Methoxybenzyl alcohol 
• 182308-88-9 5-(4-methoxyphenyl)-2,2-dimethyl-1,3-dioxolan-4-one 
• 100-09-4 4-methoxybenzoic acid 
• 940952-14-7 S-acetyl-α-(p-methoxyphenyl)-α-mercaptoacetic acid 

Relevant academic research and scientific papers

Synthesis and biological evaluation of 3-arylbenzofuranone derivatives as potential anti-Alzheimer’s disease agents

Multi-target drugs can better address the cascade of events involved in oxidative stress and the reduction in cholinergic transmission that occur in Alzheimer’s disease than cholinesterase inhibitors alone. We synthesised a series of 3-arylbenzofuranone derivatives and evaluated their antioxidant activity, cholinesterase inhibitory activity, and monoamine oxidase inhibitory activity. 3-Arylbenzofuranone compounds exhibit good antioxidant activity as well as selective acetylcholinesterase inhibitory activity. The IC50 value of anti-acetylcholinesterase inhibition of Compound 20 (0.089 ± 0.01 μM) is similar to the positive drug donepezil (0.059 ± 0.003 μM). According to the experimental results, Compounds 7, 13 show a certain effect in the in?vitro evaluation performed and have the potential as drug candidates for the treatment of Alzheimer’s disease.

Structural features and antioxidant activities of Chinese quince (Chaenomeles sinensis) fruits lignin during auto-catalyzed ethanol organosolv pretreatment

Chinese quince fruits (Chaenomeles sinensis) have an abundance of lignins with antioxidant activities. To facilitate the utilization of Chinese quince fruits, lignin was isolated from it by auto-catalyzed ethanol organosolv pretreatment. The effects of three processing conditions (temperature, time, and ethanol concentration) on yield, structural features and antioxidant activities of the auto-catalyzed ethanol organosolv lignin samples were assessed individually. Results showed the pretreatment temperature was the most significant factor; it affected the molecular weight, S/G ratio, number of β-O-4′ linkages, thermal stability, and antioxidant activities of lignin samples. According to the GPC analyses, the molecular weight of lignin samples had a negative correlation with pretreatment temperature. 2D-HSQC NMR and Py-GC/MS results revealed that the S/G ratios of lignin samples increased with temperature, while total phenolic hydroxyl content of lignin samples decreased. The structural characterization clearly indicated that the various pretreatment conditions affected the structures of organosolv lignin, which further resulted in differences in the antioxidant activities of the lignin samples. These results can be helpful for controlling and optimizing delignification during auto-catalyzed ethanol organosolv pretreatment, and they provide theoretical support for the potential applications of Chinese quince fruits lignin as a natural antioxidant in the food industry.

Structure-activity relationships study of neolamellarin A and its analogues as hypoxia inducible factor-1 (HIF-1) inhibitors

The novel marine pyrrole alkaloid neolamellarin A derived from sponge has been shown to inhibit hypoxia-induced HIF-1 activity. In this work, we designed and synthesized neolamellarin A and its series of derivatives by a convergent synthetic strategy. The HIF-1 inhibitory activity and cytotoxicity of these compounds were evaluated in Hela cells by dual-luciferase reporter gene assay and MTT assay, respectively. The results showed that neolamellarin A 1 (IC50 = 10.8 ± 1.0 μM) and derivative 2b (IC50 = 11.9 ± 3.6 μM) had the best HIF-1 inhibitory activity and low cytotoxicity. Our SAR research focused on the effects of key regions aliphatic carbon chain length, aromatic ring substituents and C-7 substituent on biological activity, providing a basis for the subsequent research on the development of novel pyrrole alkaloids as HIF-1 inhibitors and design of small molecule probes for target protein identification.

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.

Method for preparing phenylethanolamine compound intermediate

The invention discloses a method for preparing a phenylethanolamine compound intermediate. The method comprises the following steps: (1) carrying out a nitrifying reaction on 1-methyl-3-phenylpropylamine and a nitrifying reagent to obtain a 4-(4-nitrophenyl)-butan-2-amine and 4-(2-nitrophenyl)-butan-2-amine mixture; and (2) reacting the mixture obtained in step (1) with a compound of formula III,and separating the obtained reaction product to obtain the phenylethanolamine compound intermediate of formula I. The method for preparing the phenylethanolamine compound intermediate has the advantages of simplicity in operation, short route and few steps; and an o-nitro impurities generated in the nitrifying reaction can be easily removed after being reacted without separation and becoming corresponding amides, so the reaction yield and the product purity are high, and the industrial production of the product is facilitated.

The Synthesis of Chiral α-Aryl α-Hydroxy Carboxylic Acids via RuPHOX-Ru Catalyzed Asymmetric Hydrogenation

A ruthenocenyl phosphino-oxazoline-ruthenium complex (RuPHOX?Ru) catalyzed asymmetric hydrogenation of α-aryl keto acids has been successfully developed, affording the corresponding chiral α-aryl α-hydroxy carboxylic acids in high yields and with up to 97% ee. The reaction could be performed on a gram scale with a relatively low catalyst loading (up to 5000 S/C) and the resulting products can be transformed to several chiral building blocks, biologically active compounds and chiral drugs. (Figure presented.).

Chemoenzymatic Preparation of Enantiomerically Enriched (R)-(–)-Mandelic Acid Derivatives: Application in the Synthesis of the Active Agent Pemoline

The enantioselective resolution of several racemic derivatives of mandelic acid methyl ester catalyzed by lipases from Pseudomonas fluorescens (Amano AK) or Burkholderia cepacia (Amano PS-C II and Amano PS-IM) has been achieved. A gram-scale lipase-mediated kinetic resolution approach has been developed that allows the facile synthesis of the corresponding methyl (R)-(–)-mandelates with excellent enantiomeric excesses (up to >99 % ee) and reaction enantioselectivity (E values up to >200). The dopaminergic agent pemoline, used in the treatment of attention-deficit hyperactivity disorder (ADHD) and narcolepsy, was synthesized with 98 % ee in a straightforward route by condensing the prepared methyl (R)-(–)-mandelate with guanidine hydrochloride under basic conditions. The desired (R)-(+)-pemoline in optically pure form (>99 % ee) was obtained after two recrystallizations from ethanol. However, it was confirmed by chiral HPLC that optically active pemoline undergoes racemization in methanol solution.

Silica sulfuric acid as a highly efficient catalyst for the synthesis of diarylacetic acids

ABSTRACT: An efficient heterogeneous method for the synthesis of diarylacetic acids was developed utilizing silica sulfuric acid as a catalyst. The reaction is highly efficient with a small amount of catalyst for the combination of a variety of electron-n

Endothelin antagonists benzene oxygen benzene acetic acids and its preparation method and application

The invention provides a phenoxy phenylacetic acid endothelin antagonist shown in a formula (I) or a pharmaceutically acceptable salt thereof, and also provides a preparation method of the benzene oxygen phenylacetic acid endothelin antagonist or the pharmaceutically acceptable salt thereof, and an application thereof in preparation of a medicament for treating cardiovascular and cerebrovascular diseases, tumors, diabetes mellitus, nephrosis, asthma or hyperthyroidism.

Resolving synthetic method for paramethoxymandelic acid

The present invention relates to a resolving synthetic method for paramethoxymandelic acid. The method comprises the following steps of: by taking chiral alpha-phenylethylamine acid as a resolving agent, carrying out a salt forming reaction on the paramet