(3-alpha)-12,13-Epoxytrichothec-9-ene-3,15-diol diacetate

Base Information

Chemical Name:(3-alpha)-12,13-Epoxytrichothec-9-ene-3,15-diol diacetate
CAS No.:38818-51-8
Molecular Formula:C19H26O6
Molecular Weight:350.4061
Hs Code.:
DSSTox Substance ID:DTXSID50959610
Wikidata:Q82940426
Mol file:38818-51-8.mol

Synonyms:Calonectrin;(3-alpha)-12,13-Epoxytrichothec-9-ene-3,15-diol diacetate;SCHEMBL258470;DTXSID50959610;LS-157005;12,13-Epoxytrichothec-9-ene-3,15-diyl diacetate

Suppliers and Price of (3-alpha)-12,13-Epoxytrichothec-9-ene-3,15-diol diacetate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 3 raw suppliers

Chemical Property of (3-alpha)-12,13-Epoxytrichothec-9-ene-3,15-diol diacetate

Chemical Property:

Vapor Pressure:1.44E-07mmHg at 25°C
Boiling Point:429.1°Cat760mmHg
Flash Point:186.3°C
PSA：74.36000
Density:1.24g/cm³
LogP:2.15410
XLogP3:1.2
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:5
Exact Mass:350.17293854
Heavy Atom Count:25
Complexity:656

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1=CC2C(CC1)(C3(CC(C(C34CO4)O2)OC(=O)C)C)COC(=O)C
Isomeric SMILES:CC1=C[C@@H]2[C@](CC1)([C@]3(C[C@H]([C@H](C34CO4)O2)OC(=O)C)C)COC(=O)C

Technology Process of (3-alpha)-12,13-Epoxytrichothec-9-ene-3,15-diol diacetate

There total 26 articles about (3-alpha)-12,13-Epoxytrichothec-9-ene-3,15-diol diacetate 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:

: 28624-60-4
trichodiene

: 67-64-1
acetone

: 50722-38-8,115825-62-2
3-acetoxy-7,15-dihydroxy-12,13-epoxytrichothec-9-en-8-one

: 130369-84-5
isotrichodiol

: 38818-51-8
calonectrin

: 95673-99-7,99530-56-0
7,8-dihydroxycalonectrin

Guidance literature:: In water; for 6h; Further byproducts given; Fusarium culmorum CMI 14764;
DOI:10.1039/c39900001184

Reference yield:

: 80484-04-4
(1R,6R,10R)-6,12-Dimethyl-3,9-dioxa-tricyclo[8.4.0.0^1,6]tetradec-11-ene-4,7-dione

: 38818-51-8
calonectrin

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) LiOH, H₂O, 2.) NaH₂PO₄ / 1.) THF

3: pyridine / acetonitrile / 0 °C

4: LiAlH₄ / diethyl ether

5: Me₂SO, ClCOCOCl, Et₃N

6: NaOCH₃ / methanol / Heating

7: 1.) CH₂=CHOEt, PPTS, 2.) Me₂SO, 3.) PPTS, CH₃OH, 4.) PCC

8: 1.) Bu₄NF 2.) NBS, 3.) NaBH₄

9: 1.) CF₃COOOH, Na₂CO₃, 2.) Zn, Ag, 3.) DMAP

With pyridine; methanol; dmap; lithium hydroxide; sodium tetrahydroborate; sodium dihydrogenphosphate; N-Bromosuccinimide; lithium aluminium tetrahydride; oxalyl dichloride; trifluoroacetyl peroxide; tetrabutyl ammonium fluoride; water; sodium methylate; silver; pyridinium p-toluenesulfonate; sodium carbonate; dimethyl sulfoxide; triethylamine; ethyl vinyl ether; pyridinium chlorochromate; zinc; In methanol; diethyl ether; acetonitrile;
DOI:10.1021/ja00368a043

Reference yield:

: ((4R,4aR,8aR)-4a-Hydroxymethyl-4,7-dimethyl-3-oxo-3,4,4a,5,6,8a-hexahydro-2H-chromen-4-yl)-acetic acid

: 38818-51-8
calonectrin

Guidance literature:: Multi-step reaction with 8 steps

2: pyridine / acetonitrile / 0 °C

3: LiAlH₄ / diethyl ether

4: Me₂SO, ClCOCOCl, Et₃N

5: NaOCH₃ / methanol / Heating

6: 1.) CH₂=CHOEt, PPTS, 2.) Me₂SO, 3.) PPTS, CH₃OH, 4.) PCC

7: 1.) Bu₄NF 2.) NBS, 3.) NaBH₄

8: 1.) CF₃COOOH, Na₂CO₃, 2.) Zn, Ag, 3.) DMAP

With pyridine; methanol; dmap; sodium tetrahydroborate; N-Bromosuccinimide; lithium aluminium tetrahydride; oxalyl dichloride; trifluoroacetyl peroxide; tetrabutyl ammonium fluoride; sodium methylate; silver; pyridinium p-toluenesulfonate; sodium carbonate; dimethyl sulfoxide; triethylamine; ethyl vinyl ether; pyridinium chlorochromate; zinc; In methanol; diethyl ether; acetonitrile;
DOI:10.1021/ja00368a043