33886-26-9

Upstream product

• 501-30-4 5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one 
• 98-88-4 benzoyl chloride 
• 127-09-3 sodium acetate 
• 64-19-7 acetic acid 
• 52080-42-9 (2Ξ,6S)-4-benzoyloxy-6-benzoyloximethyl-2-chloro-6H-pyran-3-one 
• 110-86-1 pyridine 
• 13007-49-3 (2Ξ,6S)-4-benzoyloxy-6-benzoyloximethyl-2-methoxy-6H-pyran-3-one 
• 52080-42-9 3,6-Di-O-benzoyl-4-desoxy-α-D-glycero-hex-enopyranos-2-ulosyl-chlorid 
• 13145-41-0 potassium cyanocarbonimidodithioate 
• 75414-38-9 (6S)-4-benzoyloxy-6-benzoyloxymethyl-2H-pyran-3(6H)-one 
• 26209-93-8 5-acetoxy-2-acetoxymethyl-4H-pyran-4-one 

Downstream Products

• 33777-42-3 (5-hydroxy-4-oxo-4H-pyran-2-yl)methyl benzoate 
• 838-76-6 5-benzoyloxy-2-methyl-4H-pyran-4-one 

Relevant academic research and scientific papers

Sugar Enolones, XVIII. - Stereocontrolled Functionalization at Proanomeric Centres by Photobromination. - A Novel Efficient Access to Oxo- and Oximinoglycosyl Bromides

Suitably O-blocked monosaccharides carrying an electron acceptor group such as an oxo or oximino function next to a proanomeric centre, readily homolyze the corresponding push-pull-substituted C-H bond to give under photobromination conditions the respect

Synthesis of N-Cyanodithiocarbonimidic Acid Derivatives

The nucleophilic dithiocarbonimidic acid derivatives 2a-e and the isothiourea 2f react with the α-D-glucopyranosyl bromide 1 to yield the corresponding esters 3a-f (cf.Scheme 1). 2a gives with the 3-hexenopyranos-2-ulosyl chloride 4 the ester 5b.Bis(bromomethyl)quinoxaline (8) yields with 2a-c the esters 10a-c (cf.Scheme 2).The reaction of the dipotassium salt 6 with 4 provides di-O-benzoylkojic acid (7), and with 8 the cyclic N-cyanodithiocarbonimidate 9 is obtained.

Coordinative Role of Alkali Cations in Organic Reactions. IV. Benzoylation, Phenacylation, and Benzylation of Kojic Acid

Using kojic acid (5-hydroxy-2-hydroxymethyl-4-pyrone) as a substrate, the title reactions were carried out with various alkali metal hydroxides.Whereas phenacylation (with KOH or NaOH) and benzylation (with KOH, NaOH, or LiOH) are possible only on the phenolic hydroxyl, benzoylation can be carried out selectively as well as collectively on both the hydroxyl group (in 80percent aq.EtOH).The results were discussed in terms of the interactive role of alkali cations with the substrate.