2120-70-9

Usage

Occurrence

Has apparently not been reported to occur in nature.

Preparation

From phenol in weak aqueous alkali with monochloroacetaldehyde dimethyl acetal to yield the acetal which is then hydrolysed.

InChI:InChI=1/C8H8O2/c9-6-7-10-8-4-2-1-3-5-8/h1-6H,7H2

Upstream product

• 122-99-6 2-Phenoxyethanol 
• 538-43-2 3-phenoxy-1,2-propanediol 
• 32438-31-6 (2,2-diethoxy-ethoxy)-benzene 
• 701-99-5 Phenoxyacetyl chloride 
• 546-67-8 lead(IV) tetraacetate 
• 71-43-2 benzene 
• 1746-13-0 allyl phenyl ether 
• 2555-49-9 phenoxyacetic acid ethyl ester 
• 56-23-5 tetrachloromethane 
• 139-02-6 sodium phenoxide 
• 108-95-2 phenol 
• 3613-97-6 N,N-Diethyl-phenoxyacetamide 
• 7664-93-9 sulfuric acid 
• 7252-83-7 1-bromo-2,2-dimethoxyethane 

Downstream Products

• 271-89-6 1-benzofurane 
• 710-12-3 2-hydroxy-3-phenoxy-propionamide 
• 128677-42-9 2-hydroxy-3-phenylsulfanyl-propionamide 
• 43018-68-4 (+/-)-dimethyl-(4-hydroxy-5-phenoxy-pentyl)-amine 
• 43018-71-9 7-Dimethylamino-1,3-diphenoxy-heptane-2,4-diol 
• 111348-37-9 1-phenoxy-4-(trimethylsilyl)-3-butyn-2-ol 
• 917-23-7 5,15,10,20-tetraphenylporphyrin 
• 7695-63-8 (+/-)-1-isopropylamino-3-phenoxypropan-2-ol 
• 29638-63-9 1-(butylamino)-3-phenoxypropan-2-ol 
• 64980-40-1 1-(N-tert-butyl)amino-3-phenoxy-2-propanol 
• 53673-51-1 1-benzylamino-3-phenoxy-propan-2-ol 
• 52752-55-3 (Z)-1,4-di(phenoxy)but-2-ene 
• 112243-65-9 (S)-2-hydroxy-3-phenoxypropylamine 
• 106985-59-5 phenoxyacetaldehyde cyanohydrin acetate 

Relevant academic research and scientific papers

Drastic fluorine effect: Complete reversal of the selectivity in the Au-catalyzed hydroalkoxylation reaction of fluorinated haloalkynes

The gold-catalyzed hydration reaction of haloalkynes is highly regioselective producing 2-halomethylketones as the sole products. Herein, we document a drastic fluorine effect where the reaction of 1-halo-3,3-difluoroalkynes as substrates leads to a complete reversal of selectivity and produces 3,3-difluoroesters as the unique products.

An Asymmetric Suzuki-Miyaura Approach to Prostaglandins: Synthesis of Tafluprost

We report the catalytic asymmetric synthesis of Tafluprost (1), a prostaglandin analogue. This synthesis demonstrates a new approach to prostaglandins involving symmetrization and desymmetrization of a racemic precursor to control the absolute and relative stereochemistry of the cyclopentyl core. Key steps include a diastereo- and enantioselective Rh-catalyzed Suzuki-Miyaura reaction of a racemic bicyclic allyl chloride and an alkenyl boronic acid and a regio- and diastereoselective Pd-catalyzed Tsuji-Trost reaction with an enolate surrogate.

COMPOUND USED AS AUTOPHAGY REGULATOR, AND PREPARATION METHOD THEREFOR AND USES THEREOF

It is related to compounds used as autophagy modulators and a method for preparing and using the same, specifically providing a compound of general formula (I), or pharmaceutically acceptable salts thereof, which is a type of autophagy modulators, particularly mammalian ATG8 homologues modulators.

Gold(III)-Catalyzed Intermolecular Oxidation-Cyclization of Ynones: Access to 4-Substituted Chroman-3-ones

A synthesis of 4-substituted chroman-3-one derivatives has been developed through a gold(III) catalyzed oxidation-cyclization of ynones in good to excellent yield using easily prepared substrates. A broad range of synthetically useful functional groups (halide, alkene, alkyne, phenolic hydroxyl) were tolerated. Further application of this method paves a new way to prepare the skeleton of oblarotenoids. A cascade oxidative cyclization for construction of pyrano[2,3-c]chromen-1(5H)-one derivatives is also presented. (Figure presented.).

Chemoselective deoxygenation of ether-substituted alcohols and carbonyl compounds by B(C6F5)3-catalyzed reduction with (HMe2SiCH2)2

B(C6F5)3-catalyzed deoxygenation of ether-substituted alcohols and carbonyl compounds has been developed using (HMe2SiCH2)2 as the reductant. This unique reagent shows distinct superiority over traditional one silicon-centered hydrosilanes, giving the corresponding alkanes in high yields with good tolerance of ethers, aryl halides and alkenes. The control experiments suggest that (HMe2SiCH2)2 might facilitate the approach in an intramolecular Si/O activation manner.

HETEROCYCLIC LIPXON ANALOGS AND USES THEROF

The present invention relates to a compound of formula (I): wherein L is an optionally substituted heterocyclic group excluding unsubstituted monocyclic pyridine groups; wherein a is 0, 1 or 2; wherein R1 is H or with R2 is a bond; wherein R2 is an optionally substituted alkoxy or aryloxy group, or with R1 forms a bond; wherein R3 is an optionally substituted alkyl group; and wherein R4 is CH2, CMe2 or O. Such compounds may be used in the treatment or prophylaxis of a disease or condition in which inhibition of acute inflammation and/or promotion of its resolution and/or suppression of fibrosis.

Palladium-Catalyzed C(sp3)?H Arylation of Primary Amines Using a Catalytic Alkyl Acetal to Form a Transient Directing Group

C?H Functionalization of amines is a prominent challenge due to the strong complexation of amines to transition metal catalysts, and therefore typically requires derivatization at nitrogen with a directing group. Transient directing groups (TDGs) permit C?H functionalization in a single operation, without needing these additional steps for directing group installation and removal. Here we report a palladium catalyzed γ-C?H arylation of amines using catalytic amounts of alkyl acetals as transient activators (e.g. commercially available (2,2-dimethoxyethoxy)benzene). This simple additive enables arylation of amines with a wide range of aryl iodides. Key structural features of the novel TDG are examined, demonstrating an important role for the masked carbonyl and ether functionalities. Detailed kinetic (RPKA) and mechanistic investigations determine the order in all reagents, and identify cyclopalladation as the turnover limiting step. Finally, the discovery of an unprecedented off-cycle free-amine directed ?-cyclopalladation of the arylation product is reported.

Pyrazolo[3,4-c]pyridine derivative

The invention relates to a pyrazolo[3,4-c]pyridine derivative. The invention relates to a compound represented by a formula (I), a tautomer thereof, an optical isomer thereof or a pharmaceutically acceptable salt thereof, wherein the formula (I) is shown in the description, and Z, X, RNc, RNd, RNe and RNf are defined according to the claim 1. The invention further relates to the pharmaceutical composition contain the compound. The invention further relates to use of the compound or the pharmaceutical composition in preparing a drug for preventing and/or treating a disease which inhibits positive influence of an Xa factor, particularly use in preparing the drug for preventing and/or treating the disease which inhibits positive influence of the Xa factor under the condition of low hemorrhage risk.

Reactions of peroxide products of ozonolysis of allyl ethers/esters in the AcOH-CH2Cl2 system on treatment with semicarbazide hydrochloride

Background: A one-pot method for the preparation of the corresponding alkoxy acetic acids by low-temperature ozonolysis of allyl ethers/esters followed by treatment with semicarbazide hydrochloride has been suggested. The reaction occurs via formation of acetoxyhydroperoxide, subsequent reduction of which depends on the process temperature and the nature of the starting substrate. Objective: The article is aimed at the development of one-pot method for obtaining practically important alkoxy acetic acids, because the ozonolytic cleavage of a ?=? double bond is the key step in full syntheses of many biologically active compounds. Methods: We used a low temperature ozonolysis of functionally substituted olefins in the system acetic acid-methylene dichloride followed by reduction of semicarbazide hydrochloride. To create a method we have used available allyl ethers/esters as starting materials. Results: We investigated reaction of the peroxide products of ozonolysis of monoallyl ethers, ester and diallyl ethers in an AcOH/CH2Cl2 mixture on treatment with semicarbazide hydrochloride at various temperatures. We have discovered that the selectivity of reduction of acetoxyhydroperoxide formed at the first stage depends both on the process temperature and on the nature of the starting substrate. A decrease in temperature favors acid hydrolysis and formation of a carboxylic acid. Conclusion: We have proposed a simple and highly efficient one-pot method for the preparation alkoxy acetic acids without isolation of intermediate peroxides.

New class of bioluminogenic probe based on bioluminescent enzyme-induced electron transfer: BioLeT

Bioluminescence imaging (BLI) has advantages for investigating biological phenomena in deep tissues of living animals, but few design strategies are available for functional bioluminescent substrates. We propose a new design strategy (designated as bioluminescent enzyme-induced electron transfer: BioLeT) for luciferin-based bioluminescence probes. Luminescence measurements of a series of aminoluciferin derivatives confirmed that bioluminescence can be controlled by means of BioLeT. Based on this concept, we developed bioluminescence probes for nitric oxide that enabled quantitative and sensitive detection even in vivo. Our design strategy should be applicable to develop a wide range of practically useful bioluminogenic probes.