616236-44-3

Basic information

• Product Name: Pentanoic acid, 4-oxo-, 4-hydroxybutyl ester
• CAS NO: 616236-44-3
• Molecular Formula: C9H16O4
• Molecular Weight: 188.224
• Mol File: 616236-44-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Pentanoic acid, 4-oxo-, 4-hydroxybutyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Pentanoic acid, 4-oxo-, 4-hydroxybutyl ester(616236-44-3)
• EPA Substance Registry System: Pentanoic acid, 4-oxo-, 4-hydroxybutyl ester(616236-44-3)

Safety Data

• Hazardous Substances Data: 616236-44-3(Hazardous Substances Data)

Upstream product

• 110-63-4 Butane-1,4-diol 
• 123-76-2 levulinic acid 

Downstream Products

• 867205-15-0 4-Oxo-pentanoic acid 4-{[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-diisopropylamino-phosphanyloxy}-butyl ester 

Relevant articles and documents

Solid-phase synthesis of thermolytic DNA oligonucleotides functionalized with a single 4-hydroxy-1-butyl or 4-phosphato-/thiophosphato-1-butyl thiophosphate protecting group

(Chemical Equation Presented) Several thermolytic CpG-containing DNA oligonucleotides analogous to 1 have been synthesized to serve as potential immunotherapeutic oligonucleotide prodrug formulations for the treatment of infectious diseases in animal models. Specifically, the CpG motif (GACGTT) of each DNA oligonucleotide has been functionalized with either the thermolabile 4-hydroxy-1-butyl or the 4-phosphato-/thiophosphato-1-butyl thiophosphate protecting group. This functionalization was achieved through incorporation of activated deoxyribonucleoside phosphoramidite 8b into the oligonucleotide chain during solid-phase synthesis and, optionally, through subsequent phosphorylation effected by phosphoramidite 9. Complete conversion of CpG ODNs hbu1555, psb1555, and pob1555 to CpG ODN 1555 (homologous to 2) occurred under elevated temperature conditions, thereby validating the function of these diastereomeric oligonucleotides as prodrugs in vitro. Noteworthy is the significant increase in solubility of CpG ODN psb1555 and CpG pob1555 in water when compared to that of neutral CpG ODN fma1555 (homologous to 1).

Facile and selective cleavage of allyl ethers based on palladium(0)-catalyzed allylic alkylation of N,N′-dimethylbarbituric acid

The classical palladium(0)-catalyzed allylic alkylation of N,N′-dimethylbarbituric acid can be applied to the facile and selective cleavage of allylic alkyl ethers to release the corresponding alcohols in excellent yield. This reaction proceeds under neutral conditions without any additive to activate the allyl ethers and tolerates various functional groups, such as ester, ether, ketone, alkyl and aryl chloride, nitrile and nitro groups.