57404-55-4

Upstream product

• 123-75-1 pyrrolidine 
• 17574-14-0 4-acetoxymethyl-2-methoxyphenyl acetate 
• 108-05-4 vinyl acetate 
• 498-00-0 4-hydroxymethyl-2-methoxyphenol 
• 141-78-6 ethyl acetate 
• 1058649-06-1 2-methoxy-4-((methoxymethoxy)methyl) phenol 
• 108-24-7 acetic anhydride 
• 1058649-10-7 4-((ethoxymethoxy)methyl)-2-methoxy phenol 
• 113931-96-7 4-<(tert-butyldimethylsilyl)oxy>-3-methoxybenzyl alcohol 
• 121-33-5 vanillin 
• 69404-94-0 O-tert-butyldimethylsilylvanillin 
• 1073340-63-2 4-tert-butyldimethylsilyloxy-3-methoxybenzyl ethanoate 
• 75-36-5 acetyl chloride 
• 55182-58-6 4-Methylen-2-methoxy-2,5-cyclohexadienon 

Downstream Products

• 41623-84-1 4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-3-methoxybenzyl acetate 

Relevant academic research and scientific papers

Microwave-accelerated selective acylation of (hydroxyalkyl)phenols using acid chlorides

Highly selective acylation of the alcoholic hydroxy group can be achieved with (hydroxyalkyl)phenols carrying both alcoholic and phenolic hydroxyls by the use of the most common acylating agents, acid chlorides, under microwave irradiation. Copyright Tayl

GLYCOSIDE COMPOUND

Compounds of formula (I″) wherein: R11, R12, R13, R14 and R15 are hydrogen, hydroxyl, C1-6 alkyl, C1-6 alkoxy, C1-6 alkyl-carbonyloxy, or a G-O— group, and at least one of R11, R12, R13, R14 and R15 is a G-O— group, wherein G is a saccharide residue,X1 is a single bond, or a methylene group, an ethylene group, a trimethylene group, a vinylene group or —CH═CH—CH2—,X2 is —CO—O— or —O—CO—,p and q are integer ofs 0 to 7, and p+q=0 to 8,Y1 is methylene, ethylene or an alkenylene group having a carbon number of 2 to 15 and 1 to 3 double bonds, andR16 and R17 are hydrogen, methyl or ethyl, or R16 and R17 form a C3-6 cycloalkyl group, are useful as GLP-1 secretion promoting agents.

Chemoselective CaO-mediated acylation of alcohols and amines in 2-methyltetrahydrofuran

Calcium oxide is proposed as an innocuous acid scavenger for the chemoselective synthesis of amide- and ester-type compounds. Although these molecules have wide spread applications in organic and pharmaceutical chemistry, and a large number of routes have been designed for their synthesis, the development of more efficient and environmentally friendly acylation strategies remains an ongoing challenge. The use of CaO allows for the stoichiometric acylation of primary alcohols in the presence of phenols or tertiary alcohols; amines can also be subjected to acylation reactions in the presence of hydroxyl groups. Chirality is obtained through acylation if the starting material is an optically pure alcohol or if a chiral acylating agent is used. Furthermore, the use of 2-methyltetrahydrofuran (2-MeTHF), a more ecofriendly solvent, leads to maximized yields. This protocol is successfully applied to the synthesis of an interesting N-aryloxazolidin-2-one intermediate for the preparation of linezolid-type compounds.

Microwave-assisted rapid and efficient deprotection and direct esterification and silylation of MOM and EOM ethers catalyzed by [Hmim][HSO 4] as a Bronsted acidic ionic liquid

1-Methylimidazolium hydrogensulfate, [Hmim] [HSO4], a Bronsted acidic room temperature ionic liquid, is used as a catalyst and reaction medium for facile and ecofriendly deprotection of methoxymethyl (MOM) and ethoxymethyl (EOM) ethers to their corresponding alcohols under thermal conditions (Δ) and microwave irradiation (MW). Furthermore, one-pot interconversion to the respective acetates and trimethylsilyl (TMS) ethers was also achieved. Springer-Verlag 2010.

Application of hansch's model to capsaicinoids and capsinoids: A study using the quantitative structure-activity relationship. A novel method for the synthesis of capsinoids

We describe a synthetic approach for two families of compounds, the capsaicinoids and capsinoids, as part of a study of the quantitative relationship between structure and activity. A total of 14 capsaicinoids of increasing lateral chain lengths, from 2 to 16 carbon atoms, were synthesized. In addition, 14 capsinoids with identical lateral chains, as well as capsiate and dihydrocapsiate, have been synthesized, and a new method for the synthesis of these compounds has been developed. The yields range from 48.35 to 98.98%. It has been found that the synthetic capsaicinoids and capsinoids present a lipophilia similar to those of the natural compounds and present similar biological activity. The bioactivity of the synthetic capsaicinoids and capsinoids decreases proportionally to the degree of difference in lipophilia (higher or lower) compared to the natural compounds. Biological activity was determined using the etiolated wheat (Triticum aestlvum L.) coleoptiles bioassay and by comparing results of the synthesis with those presented by their counterpart natural compounds. The bioactivities found correlated directly to the lipophilic properties of the synthesized compounds.

METHOD FOR THE CHEMICAL SYNTHESIS OF CAPSINOIDS

Method for the chemical synthesis of capsinoids, natural compounds with proven biological activity, from vanillin, comprising the protection of the alcohol group thereof, reduction of the aldehyde to alcohol, esterification of same and deprotection of the first protected alcohol group. In this way, the desired compounds are generated with high purity and said compounds can be easily separated with no mixing owing to the competitive esterification on the aromatic ring.

Enzyme-catalyzed chemoselective transesterification reactions on hydroxymethylated phenolic compounds

The chemoselective capabilities of porcine pancreatic lipase (PPL) in tetrahydrofuran and Candida rugosa lipase (CRL) in diisopropyl ether have been investigated for selective acetylation and deacetylation of hydroxymethylated phenols and hydroxyaryl alky

Lipase-catalysed chemoselective monoacetylation of hydroxyalkylphenols and chemoselective removal of a single acetyl group from their diacetates

It was demonstrated that Pseudomonas cepacia PS lipase adsorbed on Celite, has the ability to catalyse the chemoselective monoacetylation of various hydroxyalkylphenols or the chemoselective removal of a single acetyl group from the corresponding acetate.

PROTECTION DES PHENOLS PAR LE GROUPEMENT AZIDOMETHYLENE APPLICATION A LA SYNTHESE DE PHENOLS INSTABLES

Phenols are protected by the azidomethylene group in basic, nucleophilic, oxidative, weakly reductive and weakly acidic media.This group is obtained by the reaction of sodium azide with aryloxymethyl chlorides.Its utility lies in the ease with which it can be removed under very mild conditions which allows the synthesis of very unstable phenolic compounds.

SELECTIVE DEACETYLATION OF AROMATIC ACETATES BY AMINOLYSIS

Pyrrolidine was shown to deacetylate aromatic acetyl groups considerably faster than aliphatic groups.