156459-20-0

Basic information

• Product Name: 6-(dimethoxymethyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid
• Synonyms: 6-(dimethoxymethyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid;6-(Dimethoxymethyl)-1,2-dihydro-2-oxo-3-pyridinecarboxylic acid;6-(DIMETHOXYMETHYL)-2-HYDROXYNICOTINIC ACID
• CAS NO: 156459-20-0
• Molecular Formula: C₉H₁₁NO₅
• Molecular Weight: 213.18734
• EINECS: -0
• Mol File: 156459-20-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 413.7±45.0 °C(Predicted)
• Appearance: /
• Density: 1.343±0.06 g/cm3(Predicted)
• PKA: 2.37±0.20(Predicted)
• CAS DataBase Reference: 6-(dimethoxymethyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 6-(dimethoxymethyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid(156459-20-0)
• EPA Substance Registry System: 6-(dimethoxymethyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid(156459-20-0)

Safety Data

• Hazardous Substances Data: 156459-20-0(Hazardous Substances Data)

Usage

General Description

6-(dimethoxymethyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid is a chemical compound with potential pharmaceutical applications. It belongs to the class of dihydropyridine derivatives, which are known for their various biological activities. 6-(dimethoxymethyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid may possess antioxidant, anti-inflammatory, and analgesic properties, making it a promising candidate for the development of new drugs. Its structure contains a dihydropyridine core with additional methyl and methoxy groups, which could contribute to its pharmacological effects. Further research is needed to fully elucidate the potential uses and mechanisms of action of this compound.

Upstream product

• 6342-56-9 Pyruvic aldehyde dimethyl acetal 
• 156459-19-7 3-cyano-6-(dimethoxymethyl)-2-pyridone 

Downstream Products

• 348128-80-3 2-(1-tert-butoxycarbonylamino-ethyl)-6-{4-[1-tert-butoxycarbonyl-2-(tert-butyl-dimethyl-silanyloxy)-ethylthiocarbamoyl]-thiazol-2-yl}-nicotinic acid benzyl ester 
• 348128-79-0 2-(1-tert-butoxycarbonylamino-ethyl)-6-{4-[1-tert-butoxycarbonyl-2-(tert-butyl-dimethyl-silanyloxy)-ethylcarbamoyl]-thiazol-2-yl}-nicotinic acid benzyl ester 
• 348128-73-4 phenacyl (RS)-2-[2-(1-t-butoxycarbonylaminoethyl)-3-(t-butyldiphenylsiloxymethyl)pyridin-6-yl]-1,3-thiazole-4-carboxylate 
• 348128-81-4 2-(1-tert-butoxycarbonylamino-ethyl)-6-[4-(1-tert-butoxycarbonyl-2-hydroxy-ethylthiocarbamoyl)-thiazol-2-yl]-nicotinic acid benzyl ester 
• 348128-82-5 2-(1-tert-butoxycarbonylamino-ethyl)-6-[4-(1-tert-butoxycarbonyl-2-hydroxy-ethylthiocarbamoyl)-thiazol-2-yl]-nicotinic acid benzyl ester 
• 348128-83-6 t-butyl (4S)-2-(2-{3-benzyloxycarbonyl-2-[(1R)-1-t-butoxycarbonylaminoethyl]pyridin-6-yl}-1,3-thiazol-4-yl)-4,5-dihydro-1,3-thiazole-4-carboxylate 
• 348128-85-8 t-butyl (4S)-2-(2-{3-benzyloxycarbonyl-2-[(1S)-1-t-butoxycarbonylaminoethyl]pyridin-6-yl}-1,3-thiazol-4-yl)-4,5-dihydro-1,3-thiazole-4-carboxylate 
• 348128-89-2 (R)-2'-[5-Benzyloxycarbonyl-6-((R)-1-tert-butoxycarbonylamino-ethyl)-pyridin-2-yl]-4,5-dihydro-[2,4']bithiazolyl-4-carboxylic acid 
• 348128-72-3 (RS)-2-[2-(1-t-butoxycarbonylaminoethyl)-3-(t-butyldiphenylsiloxymethyl)pyridin-6-yl]-1,3-thiazole-4-carboxylic acid 
• 348128-71-2 methyl (RS)-2-[2-(1-t-butoxycarbonylaminoethyl)-3-(t-butyldiphenylsiloxymethyl)pyridin-6-yl]-1,3-thiazole-4-carboxylate 
• 348128-74-5 phenacyl (RS)-2-[2-(1-t-butoxycarbonylaminoethyl)-3-(hydroxymethyl)pyridin-6-yl]-1,3-thiazole-4-carboxylate 
• 348128-69-8 (RS)-2-(1-t-butoxycarbonylaminoethyl)-3-(t-butyldiphenylsiloxymethyl)-6-(dimethoxymethyl)pyridine 
• 348128-75-6 phenacyl (RS)-2-(1H-2-t-butoxycarbonyl-1-oxo-2,3-dihydropyrrolo[3,4-b]pyridin-5-yl)-1,3-thiazole-4-carboxylate 
• 348128-70-1 {1-[3-(tert-butyl-diphenyl-silanyloxymethyl)-6-formyl-pyridin-2-yl]-ethyl}-carbamic acid tert-butyl ester 

Relevant articles and documents

Novel synthesis of the main central 2,3,6-trisubstituted pyridine skeleton [Fragment A-B-C] of a macrobicyclic antibiotic, cyclothiazomycin

The useful synthesis of the main central 2,3,6-trisubstituted pyridine skeleton [the protected Fragment A-B-C] of a macrobicyclic antibiotic, cyclothiazomycin, was first accomplished. First, the 2-[2-(2-substituted thiazol-4-yl)]-4,5-dihydrothiazole-4-carboxylate [Fragment A derivative], attached to the 6-substituent of the main pyridine skeleton, was synthesized by two consecutive thiazolations of the protected Ser thioamide derivative with 3-bromopyruvate, and then thiazolination of the C-terminal Ser residue of the sequence. Secondly, an efficient synthesis of the central 2-(2-{2[(1R)-1-aminoethyl]pyridin-6-yl}thiazol-4-yl)-4, 5-dihydrothiazole-4-carboxylate [Fragment B derivative] was also achieved by thiazolation of the formyl group of the 2-(1-aminoethyl)-6-formylpyridine derivative, and then thiazolination. Thirdly, a convenient synthesis of the protected dehydrotetrapeptide [Fragment C derivative], which is bound to the 2-substituent of the pyridine skeleton, was attained by the usual stepwise elongation of the appropriate α-amino acids and β-elimination of a Thr residue of the sequence. Finally, the facile fragment condensation of the three Fragments thus obtained gave the protected Fragment A-B-C derivative via Fragment A-B. Furthermore, the configurational structures of the three Fragments (A, B, and C) were also investigated.

An efficient synthesis of 6-formyl-1,2-dihydro-2-oxo-3-pyridinecarboxylic acid and some carbonyl derivatives of it and its 6-acetyl homologue

Starting with 1,1-dimethoxy-2-propanone (1), 6-formyl-1,2-dihydro-2-oxo-3-pyridinecarboxylic acid (5a) has been prepared in large quantities by a highly efficient, 4-step synthesis. This compound, along with its one carbon homologue, 6-acetyl-1,2-dihydro-2-oxo-3-pyridinecarboxylic acid (5b) has been reacted with several carbonyl derivative forming reagents to provide a series of side chains for β-lactams. Among these carbonyl derivatives are styrylamides which were prepared from Wittig and Horner-Emmons reagents. The preparation of the phosphonium salts and phosphonate esters is also described.