ChemicalBook CAS DataBase List PICROTOXININ

PICROTOXININ synthesis

14synthesis methods

Product Name:PICROTOXININ
CAS Number:17617-45-7
Molecular formula:C15H16O6
Molecular Weight:292.28

Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-

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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