209849-12-7

Basic information

• Product Name: (1S)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)pent-4-en-1-ol
• Synonyms: (1S)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)pent-4-en-1-ol
• CAS NO: 209849-12-7
• Molecular Weight: 334.412
• Mol File: 209849-12-7.mol

Chemical Properties

• CAS DataBase Reference: (1S)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)pent-4-en-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)pent-4-en-1-ol(209849-12-7)
• EPA Substance Registry System: (1S)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)pent-4-en-1-ol(209849-12-7)

Safety Data

• Hazardous Substances Data: 209849-12-7(Hazardous Substances Data)

Upstream product

• 107-05-1 3-chloroprop-1-ene 
• 37776-17-3 5,6-anhydro-3-O-benzyl-1,2-O-isopropylidene-β-L-idofuranose 
• 22037-73-6 3-bromo-1-butene 
• 23558-05-6 3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose 

Downstream Products

• 794517-31-0 [(2R,5S)-5-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-tetrahydro-furan-2-yl]-methanol 
• 1093615-93-0 (3aR,6S,6aR)-6-(benzyloxy)-5-((S)-1-(benzyloxy)pent-4-enyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole 
• 1391825-72-1 C₂₃H₃₇ClHgO₄Si 
• 1391825-71-0 C₂₃H₃₈O₄Si 
• 1391825-70-9 C₁₇H₂₃ClHgO₄ 
• 1391825-69-6 C₁₇H₂₄O₄ 
• 1391825-67-4 C₁₉H₂₆O₆ 
• 909576-58-5 C₁₉H₂₆O₆ 
• 1391825-68-5 C₁₉H₂₆O₅ 
• 909576-50-7 C₁₉H₂₅ClHgO₅ 
• 1391825-73-2 C₂₃H₃₈O₅Si 
• 221014-98-8 Propionic acid (S)-5-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-tetrahydro-furan-2-ylmethyl ester 
• 221015-03-8 2',5-Anhydro-3-O-benzyl-6-deoxy-5-C-((2'R,S)-2',3'-dihydroxypropyl)-1,2-O-isopropylidene-β-L-idofuranose 
• 794517-26-3 Trifluoro-methanesulfonic acid (3R,4R,5R)-4,5-bis-benzyloxy-5-((2S,5R)-5-benzyloxymethyl-tetrahydro-furan-2-yl)-3-methyl-1-methylene-pentyl ester 

Relevant articles and documents

Bis-tetrahydrofurans from carbohydrates via iodoetherification and iodine substitution

Iodocyclization followed by nucleophilic displacement of iodine affords mainly trans-2,5-substituted THF related to annonaceous acetogenins.

Total synthesis of L-(+)-swainsonine and other indolizidine azasugars from D-glucose

A total synthesis of L-(+)-swainsonine, a potent and specific inhibitor of naringinase, along with the syntheses of six unnatural indolizidine azasugars are reported by starting from D-glucose. L-(+)-Swainsonine was synthesized in 14 steps in 17% overall yield. Further, two of the indolizidine analogues were found to be good glycosidase inhibitors at micromolar concentrations. In all of these syntheses, the key step was an intramolecular SN2 reaction. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.