31939-25-0

Basic information

• Product Name: (E)-3-Phenyl-acrylic acid (1aS,1bS,2S,5aR,6S,6aS)-6-acetoxy-2-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-1b,5a,6,6a-tetrahydro-2H-1,3-dioxa-cyclopropa[a]inden-1a-ylmethyl ester
• CAS NO: 31939-25-0
• Molecular Weight: 702.666
• Mol File: 31939-25-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (E)-3-Phenyl-acrylic acid (1aS,1bS,2S,5aR,6S,6aS)-6-acetoxy-2-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-1b,5a,6,6a-tetrahydro-2H-1,3-dioxa-cyclopropa[a]inden-1a-ylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-Phenyl-acrylic acid (1aS,1bS,2S,5aR,6S,6aS)-6-acetoxy-2-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-1b,5a,6,6a-tetrahydro-2H-1,3-dioxa-cyclopropa[a]inden-1a-ylmethyl ester(31939-25-0)
• EPA Substance Registry System: (E)-3-Phenyl-acrylic acid (1aS,1bS,2S,5aR,6S,6aS)-6-acetoxy-2-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-1b,5a,6,6a-tetrahydro-2H-1,3-dioxa-cyclopropa[a]inden-1a-ylmethyl ester(31939-25-0)

Safety Data

• Hazardous Substances Data: 31939-25-0(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 1399-49-1 10-O-trans-cinnamoylcatalpol 

Relevant articles and documents

Ozonolysis of protected iridoid glucosides

Scutellaria subvelutina was found to be an excellent source of the catalpol ester scutellarioside I (3) and this was chemically converted into 5,7-dideoxycynanchoside. The partially protected iridoid glucosides, 8,10:4′,6′-di-O-isopropylidene-5,7-dideoxycynanchoside (6) and 6,2′,3′,6′-tetra-O-benzoyl-antirrhinoside (10), as well as the fully protected 5,6-O-isopropylidene-2′,3′,4′,6′-tetra-O- acetylantirrhinoside (8a) were subjected to ozonolysis with reductive work-up using sodium tetrahydridoborate. Using a large excess of reductant, the reaction mixtures from 6 and 8a were reduced completely to give the respective poly substituted cyclopentanols, while reduction of the ozonolysis product from 10 could be stopped at the hemiacetal 11 by employing a smaller amount of reductant.