Trichothec-9-ene-3,4,15-triol, 12,13-epoxy-, 4-acetate, (3alpha,4beta)-

Base Information

• Chemical Name: Trichothec-9-ene-3,4,15-triol, 12,13-epoxy-, 4-acetate, (3alpha,4beta)-
• CAS No.: 2531-11-5
• Deprecated CAS: 96699-75-1,174421-34-2
• Molecular Formula: C₁₇H₂₄O₆
• Molecular Weight: 324.374
• DSSTox Substance ID: DTXSID30938509
• Wikidata: Q82914827
• Mol file: 2531-11-5.mol

Synonyms:4-Acetoxyscirpenol;4-O-Acetoxyscirpenol;2531-11-5;Trichothec-9-ene-3,4,15-triol, 12,13-epoxy-, 4-acetate, (3alpha,4beta)-;Scirp-9-ene-3alpha,4beta,15-triol, 4-acetate;Trichothec-9-ene-3alpha,4beta,15-triol, 12,13-epoxy-, 4-acetate;[(1S,2R,7R,9R,10R,11S,12S)-10-Hydroxy-2-(hydroxymethyl)-1,5-dimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-11-yl] acetate;[(2R,7R,9R,10R,11S)-10-hydroxy-2-(hydroxymethyl)-1,5-dimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-11-yl] acetate;DTXSID30938509;LS-157027;3,15-dihydroxy-12,13-epoxytrichothec-9-en-4-yl acetate;Spiro(2,5-methano-1-benzoxepin-10,2'-oxirane), trichothec-9-ene-3,4,15-triol deriv;Spiro(2,5-methano-1-benzoxepin-10,2'-oxirane), trichothec-9-ene-3,4,15-triol deriv.

Chemical Property of Trichothec-9-ene-3,4,15-triol, 12,13-epoxy-, 4-acetate, (3alpha,4beta)-

Chemical Property:

• Vapor Pressure: 2.1E-10mmHg at 25°C
• Refractive Index: 1.584
• Boiling Point: 460.2°Cat760mmHg
• Flash Point: 165°C
• Density: 1.34g/cm³
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 324.15728848
• Heavy Atom Count: 23
• Complexity: 588

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2C(CC1)(C3(C(C(C(C34CO4)O2)O)OC(=O)C)C)CO
• Isomeric SMILES: CC1=C[C@@H]2[C@](CC1)(C3([C@@H]([C@H]([C@H](C34CO4)O2)O)OC(=O)C)C)CO

Technology Process of Trichothec-9-ene-3,4,15-triol, 12,13-epoxy-, 4-acetate, (3alpha,4beta)-

There total 8 articles about Trichothec-9-ene-3,4,15-triol, 12,13-epoxy-, 4-acetate, (3alpha,4beta)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

C22H32O7 (97350-75-9,97350-77-1,121471-17-8) → 4-β-acetoxyscirpene-3α,15-diol (2531-11-5,174421-34-2,96699-75-1)

Guidance literature:

With acetic acid; In tetrahydrofuran; for 120h; Ambient temperature;

DOI:10.1021/jo00217a046

Reference yield:

C20H30O6 (77620-41-8,97372-96-8,97413-89-3,106454-34-6) → 4-β-acetoxyscirpene-3α,15-diol (2531-11-5,174421-34-2,96699-75-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 58 percent / DBU / benzene / 6 h / Ambient temperature

2: 90 percent / aq. AcOH / tetrahydrofuran / 120 h / Ambient temperature

With acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; benzene;

DOI:10.1021/jo00217a046

Reference yield:

C24H34O8 (77620-40-7,97372-95-7,97413-94-0,106454-35-7) → 4-β-acetoxyscirpene-3α,15-diol (2531-11-5,174421-34-2,96699-75-1)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. NaOH / tetrahydrofuran; methanol

2: 58 percent / DBU / benzene / 6 h / Ambient temperature

3: 90 percent / aq. AcOH / tetrahydrofuran / 120 h / Ambient temperature

With sodium hydroxide; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; benzene;

DOI:10.1021/jo00217a046

upstream raw materials:

C₂₂H₃₂O₇

C₂₀H₂₉BrO₆

C₂₀H₃₀O₆

C₂₂H₃₁BrO₇

Downstream raw materials:

3α,4β-diacetoxy-10β-bromo-9α,15-epoxytrichothecene-12-one

3α,4β,15-triacetoxy-12,13-epi-epoxytrichothec-9-ene