Fastigilin C

Base Information

Chemical Name:Fastigilin C
CAS No.:6995-12-6
Molecular Formula:C20H24O6
Molecular Weight:360.4
Hs Code.:
Wikidata:Q27106607

Synonyms:Fastigilin C;CHEBI:4983;6995-12-6;[(3aS,4R,5S,5aS,8aR,9S,9aS)-4-hydroxy-5,8a-dimethyl-1-methylidene-2,8-dioxo-3a,4,5,5a,9,9a-hexahydroazuleno[6,5-b]furan-9-yl] 3-methylbut-2-enoate;C09452;Q27106607

Suppliers and Price of Fastigilin C

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 5 raw suppliers

Chemical Property of Fastigilin C

Chemical Property:

Vapor Pressure:3.41E-14mmHg at 25°C
Boiling Point:545.9°C at 760 mmHg
Flash Point:192.5°C
PSA：89.90000
Density:1.25g/cm³
LogP:1.73420
XLogP3:2.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:3
Exact Mass:360.15728848
Heavy Atom Count:26
Complexity:743

Purity/Quality:: 85.0-99.8% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1C2C=CC(=O)C2(C(C3C(C1O)OC(=O)C3=C)OC(=O)C=C(C)C)C
Isomeric SMILES:C[C@H]1[C@@H]2C=CC(=O)[C@]2([C@H]([C@H]3[C@@H]([C@@H]1O)OC(=O)C3=C)OC(=O)C=C(C)C)C

Technology Process of Fastigilin C

There total 40 articles about Fastigilin C 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: 96.0%

: 143470-96-6,143562-79-2
(3aα,4α,4aβ,7α,7aα,8α,9β,9aα)-(+/-)-9-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-3a,4,4a,5,6,7,7a,8,9,9a-decahydro-4a,8-dimethyl-7-methoxy-3-methylene-2,5-dioxoazuleno<6,5-b>furan-4-yl 3-methyl-2-butenoate

: 6995-12-6,108448-61-9
(+/-)-fastigilin C

Guidance literature:: With amberlyst-15; In diethyl ether; for 3h; Heating;

Reference yield: 85.0%

: 143562-79-2
(3aα,4α,4aβ,7α,7aα,8α,9β,9aα)-(+)-9-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-3a,4,4a,5,6,7,7a,8,9,9a-decahydro-4a,8-dimethyl-7-methoxy-3-methylene-2,5-dioxoazuleno<6,5-b>furan-4-yl 3-methyl-2-butenoate

: 6995-12-6
(-)-fastigilin C

Guidance literature:: With amberlyst-15; water; In methanol; diethyl ether; at 50 ℃; for 3h;

Reference yield:

: 23535-17-3
(±)-4-hydroxy-2-methylcyclopent-2-en-1-one

: 6995-12-6
(-)-fastigilin C

Guidance literature:: Multi-step reaction with 21 steps

2: 89 percent / Ag₂O / CH₂Cl₂ / 18 h / Ambient temperature

3: 1.) trityl hexachloroantimonate / 1.) CH₂Cl₂, -20 deg C, 20 min, 2.) CH₂Cl₂, -78 deg C, 0.5 h

4: 78 percent / Hg(OTf)2, N,N-dimethylaniline / acetonitrile / 1 h / -20 °C

5: 96 percent / CeCl₃*7H₂O, NaBH₄ / methanol / 0.5 h / -78 °C

6: 99 percent / imidazole / dimethylformamide / 18 h / Ambient temperature

7: 96 percent / DIBAL-H / diethyl ether; toluene / 0.5 h / -78 °C

8: 79 percent / iPr₂NEt / CH₂Cl₂ / 1 h / Heating

9: 91 percent / tetrabutylammonium fluoride / tetrahydrofuran / 12 h / Heating

10: 96 percent / imidazole / dimethylformamide / 18 h / Ambient temperature

11: 99 percent / p-TsOH / diethyl ether / 18 h / Ambient temperature

12: 1.) n-BuLi / 1.) THF, hexane, -20 deg C, 30 min, 2.) THF, hexane, from -20 deg C to RT, 1.5 h

13: TsOH / diethyl ether

14: 91 percent / CH₃CO₃H, NaOAc / CH₂Cl₂ / 2 h / 0 °C

15: 89 percent / H₂, BF₄ / CH₂Cl₂ / 2 h / 51714.8 Torr

16: 1.) LDA / 1.) THF, cyclohexane, -78 deg C, 45 min, 2.) THF, cyclohexane, from -78 deg C to -20 deg C

17: acetonitrile / 3 h / Heating

18: 88 percent / Et₃N, DMAP / xylene / 48 h / Heating

19: 92 percent / ZnBr₂ / CH₂Cl₂ / 3 h / Ambient temperature

20: 87 percent / NaOAc, Celite, PCC / CH₂Cl₂ / 18 h / Ambient temperature

21: 85 percent / Amberlyst-15, H₂O / diethyl ether; methanol / 3 h / 50 °C

With 1H-imidazole; peracetic acid; dmap; sodium tetrahydroborate; n-butyllithium; cerium(III) chloride; amberlyst-15; [(bicyclo[2.2.1]hepta-2,5-diene)(1,4-bis(diphenylphosphino)butane)rhodium(I)] tetrafluoroborate; Celite; tetrabutyl ammonium fluoride; water; hydrogen; sodium acetate; triphenylmethylium hexachloroantimonate(V); mercuric triflate; diisobutylaluminium hydride; toluene-4-sulfonic acid; N,N-dimethyl-aniline; triethylamine; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; silver(l) oxide; zinc dibromide; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; xylene;