119736-15-1

Basic information

• Product Name: 2-(hydroxymethyl)-3-(phenylmethoxy)-4H-pyran-4-one
• Synonyms: 2-(hydroxymethyl)-3-(phenylmethoxy)-4H-pyran-4-one
• CAS NO: 119736-15-1
• Molecular Weight: 232.236
• Mol File: 119736-15-1.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2-(hydroxymethyl)-3-(phenylmethoxy)-4H-pyran-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(hydroxymethyl)-3-(phenylmethoxy)-4H-pyran-4-one(119736-15-1)
• EPA Substance Registry System: 2-(hydroxymethyl)-3-(phenylmethoxy)-4H-pyran-4-one(119736-15-1)

Safety Data

• Hazardous Substances Data: 119736-15-1(Hazardous Substances Data)

Upstream product

• 1968-51-0 2-Hydroxymethyl-3-hydroxy-pyran-4(1H)-one 
• 100-39-0 benzyl bromide 
• 61049-69-2 3-O-benzylmaltol 
• 496-63-9 3-hydroxy-pyran-4-one 
• 50-00-0 formaldehyd 
• 100-44-7 benzyl chloride 
• 28787-36-2 2-methyl-4-oxo-4H-pyran-3-yl acetate 
• 118-71-8 Maltol 
• 98-00-0 (2-furyl)methyl alcohol 

Downstream Products

• 500371-01-7 3-(benzyloxy)-4-oxo-4H-pyran-2-carbaldehyde 
• 119736-16-2 3-(benzyloxy)-1-((tert-butoxycarbonyl)amino)-4-oxo-1,4-dihydropyridine-2-carboxylic acid ethyl ester 

Relevant articles and documents

Purification and characterization of molybdenum-containing aldehyde dehydrogenase that oxidizes benzyl maltol derivative from Pseudomonas nitroreducens SB32154

Maltol derivatives are used in a variety of fields due to their metal-chelating abilities. In the previous study, it was found that cytochrome P450 monooxygenase, P450nov, which has the ability to effectively convert the 2-methyl group in a maltol derivative, transformed 3-benzyloxy-2-methyl-4-pyrone (BMAL) to 2-(hydroxymethyl)-3-(phenylmethoxy)-4H-pyran-4-one (BMAL-OH) and slightly to 3-benzyloxy-4-oxo-4 H-pyran-2-carboxaldehyde (BMAL-CHO). We isolated Pseudomonas nitroreducens SB32154 with the ability to convert BMAL-CHO to BMAL-COOH from soil. The enzyme responsible for aldehyde oxidation, a BMAL-CHO dehydrogenase, was purified from P. nitroreducens SB32154 and characterized. The purified BMAL-CHO dehydrogenase was found to be a xanthine oxidase family enzyme with unique structure of heterodimer composed of 75 and 15 kDa subunits containing a molybdenum cofactor and [Fe-S] clusters, respectively. The enzyme showed broad substrate specificity toward benzaldehyde derivatives. Furthermore, one-pot conversion of BMAL to BMAL-COOH via BMAL-CHO by the combination of the BMAL-CHO dehydrogenase with P450nov was achieved.

Preparation method of 3-(benzyloxy)-4-oxo-4H-pyran-2-carboxylic acid

The invention relates to a novel synthesis route of 3-(benzyloxy)-4-oxo-4H-pyran-2-carboxylic acid. 3-hydroxy-2-methyl-4H-pyran-4-one used as a raw material undergoes acetyl protection, a brominationreaction, benzyl protection and oxidation reaction to synthesize a dolutegravir intermediate in four steps at a high yield. The above preparation method of 3-(benzyloxy)-4-oxo-4H-pyran-2-carboxylic acid has the advantages of high yield, low cost, environmental protection, easiness operation, and suitableness for realizing industrialization.

ANTIVIRAL AGENT

The present invention provides an integrase inhibitor. The inventors have have found the following compound of formula (I) possessing an integrase inhibitory activity. (wherein, R C and R D taken together with the neighboring carbon atoms form a ring which may be a condensed ring, Y is hydroxy, mercapto or amino; Z is O, S or NH ; R A is a group shown by (wherein, C ring is N-containing aromatic heterocycle) or the like)