41162-32-7

Basic information

• Product Name: 2,3,5-tri-O-acetyl-D-ribonic acid γ-lactone
• Synonyms: 2,3,5-tri-O-acetyl-D-ribonic acid γ-lactone
• CAS NO: 41162-32-7
• Molecular Weight: 274.227
• Mol File: 41162-32-7.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2,3,5-tri-O-acetyl-D-ribonic acid γ-lactone(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,5-tri-O-acetyl-D-ribonic acid γ-lactone(41162-32-7)
• EPA Substance Registry System: 2,3,5-tri-O-acetyl-D-ribonic acid γ-lactone(41162-32-7)

Safety Data

• Hazardous Substances Data: 41162-32-7(Hazardous Substances Data)

Upstream product

• 532-20-7 D-Ribose 
• 108-05-4 vinyl acetate 
• 5336-08-3 D-Ribono-1,4-lactone 
• 288103-33-3 1-[1-C-Phenylseleno-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribo-pentofuranosyl]uracil 
• 108-24-7 acetic anhydride 
• 88302-93-6 (2S,3R)-3-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-oxirane-2-carboxylic acid methyl ester 
• 914294-88-5 1-[(1S)-2,3,5-tri-O-acetyl-1α-phenylseleno-β-D-ribo-pentafuranosyl]uracil 
• 84044-87-1 methyl (3R,4R)-2,2-dichloro-4,5-O-isopropylidene-3,4,5-trihydroxypentanoate 

Downstream Products

• 5336-08-3 D-Ribono-1,4-lactone 
• 1352000-18-0 3-O-acetyl-D-ribonolactone 
• 92512-29-3 (2S,4S)-2,4-dihydroxypentane-1,5-diyl bis(2,4,6-tri-isopropylbenzenesulphonate) 
• 92512-30-6 (3S,5S)-3,5-bis(benzoyloxy)heptane-1,7-dinitrile 
• 26532-13-8 methyl 2,5-di-O-benzoyl-3-deoxy-α-D-threo-pentofuranoside 

Relevant articles and documents

Diastereoselective Addition of Electrogenerated Trichloromethyl and Dichloro(methoxycarbonyl)methyl Anions to α-Branching Aldehydes

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Regioselective acylation of d-ribono-1,4-lactone catalyzed by lipases

Lipases from ten different sources and two mycelium-bound lipases isolated from Amazonian fungi were screened as biocatalysts in the acylation reaction of d-ribono-1,4-lactone with a variety of acyl donors in non-aqueous media. Several reaction parameters were evaluated including the type and amount of enzyme, acyl donor, and organic solvent, as well as the influence of water and the recyclability of the catalyst. When Candida antarctica lipase (CAL-B) was used, the acylation was highly regioselective and the corresponding 5-acyl-d-ribono-1,4-lactones were observed as the sole product. The best conversion (>99%) into 5-acetyl-d-ribono-1,4-lactone was obtained through the combination of vinyl acetate as the acetyl donor and 10 mg (100 U) of CAL-B in dry acetonitrile after 24 h. However, lipases from Burkholderia cepacia (PSL-C and PSL-D), Pseudomonas fluorescens (AK) and Thermomyces langinosus (Lipozyme TL-IM) gave mixtures of mono-, di- and tri-acetylated products in lower conversions. CAL-B maintained its catalytic activity during five cycles of repeated use when decanoic and dodecanoic acids were employed as acyl donors in the acylation of d-ribono-1,4-lactone.

A Convenient Procedure for the Deoxygenation and Homologation of D-Ribose Derivatives

5-O-Acetyl- and 5-O-diphenyl-t-butylsilyl-2,3-di-O-acetyl-D-ribonolactones were converted into the corresponding 3-deoxy-2-O-acetyl-D-arabinolactone derivatives (9a) and (9b) by sequential reaction with 1,8-diazabicycloundec-7-ene and hydrogen over