77620-40-7

Basic information

• Product Name: 3-(tetrahydro-2H-pyran-2-yloxy)-12,13-epoxytrichothec-9-ene-4,15-diyl diacetate
• CAS NO: 77620-40-7
• Molecular Formula: C₂₄H₃₄O₈
• Molecular Weight: 450.522
• Mol File: 77620-40-7.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 532.6°C at 760 mmHg
• Flash Point: 228.2°C
• Density: 1.26g/cm³
• Vapor Pressure: 2E-11mmHg at 25°C
• Refractive Index: 1.549
• CAS DataBase Reference: 3-(tetrahydro-2H-pyran-2-yloxy)-12,13-epoxytrichothec-9-ene-4,15-diyl diacetate(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(tetrahydro-2H-pyran-2-yloxy)-12,13-epoxytrichothec-9-ene-4,15-diyl diacetate(77620-40-7)
• EPA Substance Registry System: 3-(tetrahydro-2H-pyran-2-yloxy)-12,13-epoxytrichothec-9-ene-4,15-diyl diacetate(77620-40-7)

Safety Data

• Hazardous Substances Data: 77620-40-7(Hazardous Substances Data)

Upstream product

• 110-87-2 3,4-dihydro-2H-pyran 
• 2270-40-8 anguidine 
• 2270-40-8 anguidine 
• 99531-44-9 3α-<(tetrahydropyranyl)oxy>-4β,15-dihydroxytrichotheca-9,12-diene 
• 99531-53-0 3α-<(tetrahydropyranyl)oxy>-10β-bromo-9α,15-epoxytrichothec-12-en-4β-ol 
• 97337-72-9 12-epi-3α-<(tetrahydropyranyl)oxy>-10β-bromo-9α,15:12,13-diepoxytrichothecan-4β-ol 
• 2270-40-8 anguidine 
• 2466-76-4 N-Acetylimidazole 
• 77620-41-8 C₂₀H₃₀O₆ 
• 2270-40-8 4,15-diacetoxyscirpenol 
• 108-24-7 acetic anhydride 
• 77620-41-8 12-epi-3α-<(tetrahydropyranyl)oxy>-12,13-epoxytrichothec-9-ene-4β,15-diol 
• 99531-47-2 Acetic acid (1S,2R,7R,9S,10S,11S)-2-acetoxymethyl-1,5-dimethyl-12-methylene-10-(tetrahydro-pyran-2-yloxy)-8-oxa-tricyclo[7.2.1.0^2,7]dodec-5-en-11-yl ester 
• 106336-19-0 3α-<(tetrahydropyranyl)oxy>-4β-<(triethylsilyl)oxy>-10β-bromo-9α,15-epoxy-13-nortrichothecan-12-one 

Downstream Products

• 77620-41-8 12-epi-3α-<(tetrahydropyranyl)oxy>-12,13-epoxytrichothec-9-ene-4β,15-diol 
• 77620-41-8 3α-O-(2-tetrahydropyranyl)scirpene-4β,15-diol 
• 77620-42-9 15-acetoxy-3α-O-(2-tetrahydropyranyl)scirpen-4β-ol 
• 2270-40-8 4β,15-diacetoxy-3α-hydroxy-12,13-epoxytrichothec-9-ene 
• 2270-40-8 anguidine 
• 77620-42-9 12,13-epoxy-4β-hydroxy-3α-<(tetrahydro-2H-pyranyl)oxy>trichothec-9-en-15-yl acetate 
• 77620-41-8 12,13-epoxy-3α-<(tetrahydro-2H-pyranyl)oxy>trichothec-9-ene-4β,15-diol 
• 77620-41-8 C₂₀H₃₀O₆ 
• 2531-11-5 4-β-acetoxyscirpene-3α,15-diol 
• 81331-32-0 3α,4β-dihydroxyscirpene-15-carboxaldehyde 
• 81331-37-5 3α,4β-dihydroxyscirpene-15-carboxylic acid 
• 81331-34-2 4β-acetoxy-3α-hydroxyscirpene-15-carboxaldehyde 
• 77620-48-5 15-(crotonyloxy)scirpene-3α,4β-diol 
• 77620-50-9 15-(methacryloyloxy)scirpene-3α,4β-diol 

Relevant articles and documents

Synthesis of new, unnatural macrocyclic trichothecenes: 3-Isoverrucarin A ((1″-O)(3→4)abeo-verrucarin A), verrucinol, and verrucene

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Trichothecene degradation studies. 3. Synthesis of 12,13-deoxy-12,13-methanoanguidine and 12-epianguidine, two optically active analogues of the epoxytrichothecene mycotoxin anguidine

The title compounds were synthesized in order to further explore the apparent requirement of the trichothecene 12,13-epoxide unit for biological activity. Cyclopropane analogue 4 was prepared via a sequence involving a Simmons-Smith cyclopropanation of the anguidine degradation intermediate 6, whereas the key step in the synthesis of 12-epianguidine (5) was the dimethylsulfonium methylide mediated cyclopropanation of norketone 9. These compounds are among the first skeletally modified, semisynthetic trichothecene analogues to be prepared for biological evaluation.

Synthesis of 4β-Acetoxyscirpene-3α,15-diol

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