12,13-epoxytrichothec-9-ene

Base Information

• Chemical Name: 12,13-epoxytrichothec-9-ene
• CAS No.: 37133-74-7
• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.338
• Mol file: 37133-74-7.mol

Synonyms:Spiro[2,5-methano-1-benzoxepin-10,2'-oxirane],trichothec-9-ene deriv.; 12,13-Epoxy-D9-trichothecene; 12,13-Epoxytrichothec-9-ene

Chemical Property of 12,13-epoxytrichothec-9-ene

Chemical Property:

• Vapor Pressure: 0.000898mmHg at 25°C
• Boiling Point: 313.7°Cat760mmHg
• Flash Point: 153.9°C
• PSA: 21.76000
• Density: 1.12g/cm³
• LogP: 3.06930

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 12,13-epoxytrichothec-9-ene

There total 20 articles about 12,13-epoxytrichothec-9-ene 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: 64.0%

9β-trichodiol → (+)-12,13-epoxytrichothec-9-ene (37133-74-7)

Guidance literature:

With phosphate buffer; In water; at 27 ℃; for 120h;

DOI:10.1016/0031-9422(92)80114-T

Reference yield: 50.0%

(+)-12,13-deoxytrichothec-9-ene (54713-64-3,60769-55-3,114883-14-6) → (+)-12,13-epoxytrichothec-9-ene (37133-74-7) + C15H22O3 (114790-85-1) + C15H22O2 (60769-57-5)

Guidance literature:

With disodium hydrogenphosphate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 25 ℃; for 1h;

DOI:10.1021/ja00222a036

Reference yield: 50.0%

12,13-Epoxytrichothec-9-ene 3-phenylthionocarbonate → (+)-12,13-epoxytrichothec-9-ene (37133-74-7)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; at 80 ℃; for 1.25h;

DOI:10.1016/0031-9422(91)83621-Q

upstream raw materials:

trichodiene

isotrichodiol

(+)-12,13-deoxytrichothec-9-ene

(9S,SS)-12,13-deoxy-9,10-dihydro-10-(phenylsulfinyl)trichothecene

Refernces

• 1、 Hesketh, Andrew R.,Bycroft, Barrie W,Dewick, Paul M.,Gilbert, John. "REVISION OF THE STEREOCHEMISTRY IN TRICHODIOL, TRICHOTRIOL AND RELATED COMPOUNDS, AND CONCERNING THEIR ROLE IN THE BIOSYNTHESIS OF TRICHOTHECENE MYCOTOXINS". . p. 105 - 116. Retrieved 2007/10/02.
• 2、 Hesketh,Gledhill,Marsh,Bycroft,Dewick,Gilbert. "Isotrichodiol: A post-trichodiene intermediate in the biosynthesis of trichothecene mycotoxins". . p. 1184 - 1186. Retrieved 2007/10/02.