90108-55-7

Basic information

• Product Name: 5-O-ACETYL-D-RIBO-1,4-LACTONE
• Synonyms: 5-O-ACETYL-D-RIBO-1,4-LACTONE;5-O-ACETYL-D-RIBONO-1,4-LACTONE
• CAS NO: 90108-55-7
• Molecular Formula: C7H10 O6
• Molecular Weight: 0
• Mol File: 90108-55-7.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-O-ACETYL-D-RIBO-1,4-LACTONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-O-ACETYL-D-RIBO-1,4-LACTONE(90108-55-7)
• EPA Substance Registry System: 5-O-ACETYL-D-RIBO-1,4-LACTONE(90108-55-7)

Safety Data

• Hazardous Substances Data: 90108-55-7(Hazardous Substances Data)

Upstream product

• 141-78-6 ethyl acetate 
• 5336-08-3 D-Ribono-1,4-lactone 
• 108-24-7 acetic anhydride 
• 108-22-5 Isopropenyl acetate 
• 108-05-4 vinyl acetate 
• 64-19-7 acetic acid 
• 104768-01-6 5-O-acetyl-2,3-O-(R)-benzylidene-D-ribono-1,4-lactone 

Relevant articles and documents

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.

Use of D-Ribonolactone in Organic Synthesis. 2. Scope and Utility

The scope and utility of D-ribonolactone (1) as chiral template for the synthesis of optically active γ-lactones which are important precursors for many natural products are discussed.The regio- and stereoselective functionalization of 1 is examined.