Acetyldeoxynivalenol

Base Information

• Chemical Name: Acetyldeoxynivalenol
• CAS No.: 115825-62-2
• Molecular Formula: C₁₇H₂₂O₇
• Molecular Weight: 338.357
• NSC Number: 267036
• DSSTox Substance ID: DTXSID50921817
• Wikidata: Q82894911
• Mol file: 115825-62-2.mol

Synonyms:acetyldeoxynivalenol

Chemical Property of Acetyldeoxynivalenol

Chemical Property:

• Vapor Pressure: 6.23E-13mmHg at 25°C
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 338.13655304
• Heavy Atom Count: 24
• Complexity: 657

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC2C(C(C1=O)O)(C3(CC(C(C34CO4)O2)OC(=O)C)C)CO

Technology Process of Acetyldeoxynivalenol

There total 8 articles about Acetyldeoxynivalenol 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:

acetic anhydride (108-24-7) + vomitoxin hydrate (51481-10-8,50722-37-7,115825-61-1) → C17H22O7 (88337-96-6) + 3α-acetoxy-7α,15-dihydroxy-12,13-epoxytrichothec-9-en-8-one (50722-38-8,115825-62-2)

Guidance literature:

With pyridine; In dichloromethane; for 42h; Title compound not separated from byproducts; Ambient temperature;

DOI:10.1021/jo00251a040

Reference yield:

acetic anhydride (108-24-7) + vomitoxin hydrate (51481-10-8,50722-37-7,115825-61-1) → C17H22O7 (88337-96-6) + C19H24O8 (56676-60-9) + 3α-acetoxy-7α,15-dihydroxy-12,13-epoxytrichothec-9-en-8-one (50722-38-8,115825-62-2)

Guidance literature:

With dmap; triethylamine; In dichloromethane; for 5h; Title compound not separated from byproducts; Ambient temperature;

DOI:10.1021/jo00251a040

Reference yield:

trichodiene (28624-60-4) → 3-acetoxy-7,15-dihydroxy-12,13-epoxytrichothec-9-en-8-one (50722-38-8,115825-62-2) + (+)-12,13-epoxytrichothec-9-ene (37133-74-7) + isotrichodiol (130369-84-5) + 7,8-dihydroxycalonectrin (95673-99-7,99530-56-0)

Guidance literature:

With acetone; In water; for 6h; Further byproducts given; Fusarium culmorum CMI 14764;

DOI:10.1039/c39900001184

upstream raw materials:

trichodiene

acetone

acetic anhydride

vomitoxin hydrate

Downstream raw materials:

Deoxynivalenol triacetate

3α-acetyl-12,13-epoxy-7α-hydroxy-15-(trityloxy)trichothec-9-en-8-one

3,15-diacetyldeoxynivalenol

deoxynivalenol-15-O-β-D-glucopyranoside

Refernces

• 1、 Grove, John Frederick,McAlees, Alan J.,Taylor, Alan. "Preparation of 10-g Quantities of 15-O-Acetyl-4-deoxynivalenol". . p. 3860 - 3862. Retrieved 2007/10/02.