PICROTOXININ synthesis
- Product Name:PICROTOXININ
- CAS Number:17617-45-7
- Molecular formula:C15H16O6
- Molecular Weight:292.28
![Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-](/CAS/20210305/GIF/1000210-73-0.gif)
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17617-45-7
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Yield:-
Steps:
Multi-step reaction with 26 steps
1: DIBAL / toluene / 2 h
2: toluene; tetrahydrofuran / 0.5 h
3: 41 percent / imidazole / dimethylformamide / 2 h / 60 °C
4: 70 percent / bis(dibenzophospholyl)propane, o-(diphenylphosphino)benzoic acid, palladium acetate / CH2Cl2 / 21 h / Heating
5: 89 percent / dimethylformamide / 22 h
6: 66 percent / pyridine, SOCl2 / diethyl ether / 1.5 h
7: 79 percent / dimethylformamide / 16 h / 60 °C
8: K2CO3 / methanol / 0.5 h / Ambient temperature
9: (COCl)2, DMSO, Et3N / CH2Cl2
10: NaClO2, NaH2PO4, 2-methyl-but-2-ene / H2O; 2-methyl-propan-2-ol
11: diethyl ether
12: 67 percent / (CF3CO)2O, urea-H2O2 complex / CH2Cl2 / 3 h / Ambient temperature
13: 82 percent / (S)-camphorsulfonic acid, CF3COOH / CH2Cl2 / 0.5 h / Heating
14: OsO4, pyridine / CH2Cl2 / Ambient temperature
15: 96 percent / Zn, AcOH / methanol / 1.5 h / 60 °C
16: (S)-camphorsulfonic acid / acetone / 14 h / Ambient temperature
17: KOH / methanol; H2O / 22 h / 70 °C
18: diethyl ether
19: 86 percent / DMAP / CH2Cl2 / 3 h / Ambient temperature
20: 67 percent / 4M aq. HCl / tetrahydrofuran / 4.5 h / Ambient temperature
21: 85 percent / 2,6-lutidine / CH2Cl2 / 2.5 h / Ambient temperature
22: 90 percent Turnov. / KCN / tetrahydrofuran; methanol / 4.5 h / Ambient temperature
23: 68 percent / lithium hexamethyldisilamide / toluene; 2-methyl-propan-2-ol; hexane / 1 h / 100 °C
24: 92 percent / 48 percent aq. HF / acetonitrile / 0.5 h / 100 °C
25: 1.) Me2NCH(OMe)2, 2.) Ac2O / 1.) dichloroethane, 1 h, 2.) 100 deg C, 2 h
26: 77 percent / t-butyl hydroperoxide / tetrahydrofuran; 2,2,4-trimethyl-pentane / 1 h
References:
Trost, Barry;Krische, Michael J. [Journal of the American Chemical Society,1999,vol. 121,# 26,p. 6131 - 6141]
1000210-73-0
0 suppliers
inquiry
17617-45-7
66 suppliers
$50.00/100 mg
1000210-73-0
0 suppliers
inquiry
17617-45-7
66 suppliers
$50.00/100 mg
1000210-73-0
0 suppliers
inquiry
17617-45-7
66 suppliers
$50.00/100 mg
1000210-73-0
0 suppliers
inquiry
17617-45-7
66 suppliers
$50.00/100 mg