172603-52-0

Basic information

• Product Name: 2-O-benzoyl-3-deoxy-5,6-O-isopropylidene-D-erythro-hex-2-enono-1,4-lactone
• CAS NO: 172603-52-0
• Molecular Weight: 304.299
• Mol File: 172603-52-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-O-benzoyl-3-deoxy-5,6-O-isopropylidene-D-erythro-hex-2-enono-1,4-lactone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-O-benzoyl-3-deoxy-5,6-O-isopropylidene-D-erythro-hex-2-enono-1,4-lactone(172603-52-0)
• EPA Substance Registry System: 2-O-benzoyl-3-deoxy-5,6-O-isopropylidene-D-erythro-hex-2-enono-1,4-lactone(172603-52-0)

Safety Data

• Hazardous Substances Data: 172603-52-0(Hazardous Substances Data)

Upstream product

• 2782-07-2 D-galactono-1,4-lactone 
• 172603-50-8 2,3-di-O-benzoyl-5,6-O-isopropylidene-D-galactono-1,4-lactone 
• 56710-46-4 5,6-O-isopropylidene-D-galactonic acid γ-lactone 

Relevant articles and documents

β-Elimination of protected aldono-1,4-lactones as a general approach to the synthesis of 2-keto-3-deoxyaldonic acids containing four to six carbon atoms

The well-known β-elimination of protected aldonolactones is used for the synthesis of the short-chain 2-keto-3-deoxyaldonic acids 1-4 containing four to six carbon atoms. The key step is the facile β-elimination step which generates the desired 2-keto-3-deoxy acids as protected enol 1,4-lactones in excellent yields. Smooth deprotection then leads to the 2-keto-3-deoxyaldonic acids. In the case of the protected D-galactono-1,4-lactone 6 an epimerisation is observed during the elimination process. This enables the synthesis of both 2-keto-3-deoxy-D-hexonic acids with either D-erythro (1) or D-threo (2) configuration in good to excellent yields in only three steps starting with commercially available D-galactono-1,4-lactone (5).