3544-99-8

Basic information

• Product Name: (2S,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)oxolane-2-ca rboxylic acid
• Synonyms: (2S,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)oxolane-2-ca rboxylic acid;ThyMidine-5'-carboxylic acid;1,2-Dideoxy-1-(3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)-beta-D-erythro-pentofuranuronic acid
• CAS NO: 3544-99-8
• Molecular Formula: C₁₀H₁₂N₂O₆
• Molecular Weight: 0
• Mol File: 3544-99-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.596g/cm³
• Refractive Index: 1.611
• CAS DataBase Reference: (2S,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)oxolane-2-ca rboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)oxolane-2-ca rboxylic acid(3544-99-8)
• EPA Substance Registry System: (2S,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)oxolane-2-ca rboxylic acid(3544-99-8)

Safety Data

• Hazardous Substances Data: 3544-99-8(Hazardous Substances Data)

Usage

General Description

"(2S,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)oxolane-2-carboxylic acid" is a chemical compound with a complex molecular structure. It is a derivative of oxolane-2-carboxylic acid and contains a 3-hydroxy and a 5-(5-methyl-2,4-dioxo-pyrimidin-1-yl) group. (2S,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)oxolane-2-ca rboxylic acid is likely to have biological activity due to its complex structure and can be used in pharmaceutical research for developing new drugs. It is important for medicinal chemistry as it presents potential for drug discovery or as a lead compound for the development of new pharmaceuticals. However, further research is needed to fully understand and harness its potential.

InChI:InChI=1/C10H12N2O6/c1-4-3-12(10(17)11-8(4)14)6-2-5(13)7(18-6)9(15)16/h3,5-7,13H,2H2,1H3,(H,15,16)(H,11,14,17)/t5-,6+,7-/m0/s1

Upstream product

• 67-56-1 methanol 
• 704883-64-7 thymidine-5'-carboxylic acid tert-butyl perester 

Downstream Products

• 75930-35-7 N-<2-(3-cyclohexylureido)ethyl>-1,2-dideoxy-1-(3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)-β-D-ribofuranuronamide 
• 80647-05-8 N-<4-<2-(chloromethyl)-1,3-dioxolan-2-yl>phenyl>-1,2-dideoxy-1-<3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl>-β-D-erythro-pentofuranuronamide 
• 111087-12-8 1,2-dideoxy-1-<3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl>-N-<4-(3-methylureido)phenyl>-β-D-ribofuranuronamide 
• 153765-12-9 4-<1,2-dideoxy-1-(thymin-1-yl)-β-D-ribofuranuronamido>-O-(4,4'-dimethoxytrityl) ethanol 
• 132376-92-2 <5'-(2)H2>thymidine 
• 75930-34-6 1,2-dideoxy-1-(3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)-N-<2-(3-methylureido)ethyl>-β-D-ribofuranuronamide 
• 168772-59-6 (2S,3S,5R)-3-Hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carboxylic acid {2-[(S)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl)-ethoxy]-ethyl}-amide 
• 177898-49-6 C₄₆H₅₂N₆O₁₁ 
• 177898-51-0 C₄₇H₅₆N₆O₁₁ 
• 205580-01-4 (S)-5-Benzyloxycarbonylamino-2-{[(2S,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carbonyl]-amino}-pentanoic acid benzyl ester 

Relevant articles and documents

Thermal decomposition of the tert-butyl perester of thymidine-5′- carboxylic acid. Formation and fate of the pseudo-C4′ radical

Thermal decomposition of the tert-butyl perester of thymidine-5′- carboxylic acid 1 carried out at 85°C in different solvents affords the tert-butylacetal 4a, deriving from in cage decomposition, and pseudo C4′ radicals 2. Radicals 2 can be reduced to 5 by hydrogen atom abstraction from thiol (thiophenol or glutathione) or THF, or can be oxidized to cations 8 by dioxygen or perester 1 itself. Cations 8 are stereoselectively trapped by the nucleophilic solvent (tert-butanol, methanol, water) to give acetals 4a-c.