1003600-48-3

Basic information

• Product Name: 2,3-dideoxy-D-arabino-hept-2-enoic acid δ-lactone 4,6-diacetate 7-benzoate
• Synonyms: 2,3-dideoxy-D-arabino-hept-2-enoic acid δ-lactone 4,6-diacetate 7-benzoate
• CAS NO: 1003600-48-3
• Molecular Weight: 362.336
• Mol File: 1003600-48-3.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: 2,3-dideoxy-D-arabino-hept-2-enoic acid δ-lactone 4,6-diacetate 7-benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-dideoxy-D-arabino-hept-2-enoic acid δ-lactone 4,6-diacetate 7-benzoate(1003600-48-3)
• EPA Substance Registry System: 2,3-dideoxy-D-arabino-hept-2-enoic acid δ-lactone 4,6-diacetate 7-benzoate(1003600-48-3)

Safety Data

• Hazardous Substances Data: 1003600-48-3(Hazardous Substances Data)

Upstream product

• 1239353-07-1 C₁₄H₁₄O₆ 
• 108-24-7 acetic anhydride 
• 506-96-7 Acetyl bromide 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 37776-15-1 6-O-Benzoyl-3-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose 
• 22529-61-9 (1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol 
• 18685-18-2 3-O-benzyl-1,2-5,6-O-diisopropylidene-α-D-glucofuranose 
• 18549-40-1 1,2-O-isopropylidene-α-D-glucofuranose 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 98-88-4 benzoyl chloride 

Relevant articles and documents

Total synthesis of (?)-cleistenolide and formal synthesis of herbarumin I via a diastereoselective modulable allylation

A modulable tin based allylation method for the synthesis of 1,2,3-triols is described. The optimization of the reaction was aided by 1H and 119Sn low temperature NMR spectroscopic investigations, which support the formation of two c

Synthesis, antiproliferative activity and SAR analysis of (?)-cleistenolide and analogues

A new, modified total synthesis of (?)-cleistenolide (1) and sixteen new analogues or derivatives was achieved starting from commercially available 1,2-O-isopropylidene-α-D-glucofuranose. The synthesis of 1 proceeds in six steps and 67% overall yield, usi

New antitumour agents with α,β-unsaturated δ-lactone scaffold: Synthesis and antiproliferative activity of (?)-cleistenolide and analogues

A stereoselective total synthesis of (?)-cleistenolide (1) from D-glucose has been achieved. This new approach for the synthesis of (?)-cleistenolide and analogues involves a one-C-atom degradation of the chiral precursor, (Z)-selective Wittig olefination, followed by the final δ-lactonisation. Synthesized compounds showed potent growth inhibitory effects against selected human tumour cell lines, especially 2,4,6-trichlorobenzoyl derivative 12, which in the culture of MDA-MB 231 cells displayed the highest activity (IC500.02?μM) of all compounds under evaluation. A preliminary SAR study reveals the structural features that are beneficial for antiproliferative activity of synthesized δ-lactones, such as presence of either electron-withdrawing or electron-donating substituents in the aromatic ring, as well as the presence of cinnamoyl functionality instead of benzoyl group at the O-7 position.