22805-47-6

Upstream product

• 106-48-9 4-chloro-phenol 
• 107-18-6 allyl alcohol 
• 162919-37-1 (S)-3-[4-(benzyloxy)phenyl]-2-hydroxypropanoic acid 
• 16652-64-5 O-benzyl-S-tyrosine 
• 501-92-8 4-(prop-2-enyl)phenol 
• 140-67-0 Estragole 
• 61499-22-7 phenol, 4-(2-propenyl)-, acetate 

Relevant academic research and scientific papers

Recovery effect of phenylpropanoid glycosides from Magnolia obovata fruit on alloxan-induced pancreatic islet damage in zebrafish (Danio rerio)

Investigation of phytochemicals from Magnolia obovata fruit led to the isolation of three novel phenylpropanoid glycosides: obovatoside A-C (1-3) and two known phenylpropanoids, syringin (4) and pavonisol (5). The structures of 1-5 were determined by NMR,

Highly efficient and selective phosphorylation of amino acid derivatives and polyols catalysed by 2-aryl-4-(dimethylamino)pyridine-N-oxides-towards kinase-like reactivity

The chemoselective phosphorylation of hydroxyl containing amino acid derivatives and polyols by phosphoryl chlorides catalyzed by 2-aryl-4-(dimethylamino)pyridine-N-oxides is described.

The synthesis of phenolic propane-1, 2- and 1,3-diols as intermediates in immobilised chelatants for the borate anion

The isomeric 3-(hydroxyphenyl)propane-1, 2-diols have been synthesised from allylic precursors by epoxidation and cleavage. Several different methods have been examined for obtaining 1-(methoxyphenyl)propane-1, 3-diols. 2-(methoxyphenyl)propane-1, 3-diols and certain hydroxy analogues have been obtained from benzaldoximes converted by oxidation to methoxy- and benzyloxynitromethylbenzenes followed by hydroxymethylation with formaldehyde and catalytic hydrogenation.

The photochemistry of 4-chlorophenol in water revisited: The effect of cyclodextrins on cation and carbene reactions

The photochemistry of 4-chlorophenol (1) in water and in the presence of cyclodextrins has been studied by means of steady-state and time-resolved experiments. These have shown that 1 undergoes photoheterolysis of the C-Cl bond in the triplet state to yield the 4-hydroxyphenyl cation 32 in equilibrium with 4-oxocyclohexa-2,5-dienylidene, 33. These triplet intermediates scarcely react with a n nucleophile, such as water, nor abstract hydrogen from this solvent, thus they are long-lived (≈1 μs). Specific trapping of both intermediates has been achieved. The cation adds to 2-propenol, kadd～1.3× 108 M-1 s-1, to form the long-lived phenonium ion 11 (with λmax = 290 nm), which then converts to 3-(4-hydroxyphenyl)propane-1,2-diol (10). Carbene 33 is trapped by oxygen to give benzoquinone and is reduced by D-glucose (kq = 8.5 × 10-1 s-1) to give the phenoxyl radical (8) and phenol (9). Cyclodextrins have been found to trap the intermediates much more efficiently (kq = 9.4×10 8M-1s-1 with β-CD), which indicates that inclusion is involved. Ground state 1 forms inclusion complexes with 1:1 stoichiometry and association constants of 140 and 300 M-1 with α- and β-CD, respectively. Complexation does not change the efficiency or the mode of photofragmentation of 1; however, it does influence the course of the reaction because the major portion of the intermediates are reduced to phenol within the cavity (k′red ≥ 5 × 107 s-1) either via a radical 8 or via a radical cation 9+. Under these conditions, neither 2-propenol nor oxygen trap the intermediates to a significant extent.

PROCESS FOR PRODUCING 1,2-ETHANEDIOL DERIVATIVES

A process for preparing a 1,2-ethanediol derivative in a high yield by reducing an α-hydroxy carboxylic acid ester derivative in a protic solvent or a hydrous aprotic polar solvent in the presence of a sodium boron hydride compound. A process for preparing a 1,2-ethanediol derivative in a high yield by esterifying an α-hydroxy carboxylic acid derivative to synthesize an α-hydroxy carboxylic acid ester derivative, and reducing this ester derivative in a protic solvent or a hydrous aprotic polar solvent in the presence of a sodium borohydride compound in the same reaction vessel.