ChemicalBook CAS DataBase List (-)-Prantschimgin

(-)-Prantschimgin synthesis

11synthesis methods

Product Name:(-)-Prantschimgin
CAS Number:13209-79-5
Molecular formula:C19H20O5
Molecular Weight:328.36

305-01-1 Synthesis

305-01-1
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Yield:-

Steps:

Multi-step reaction with 12 steps
1: 85 percent / K₂CO₃ / dimethylformamide / 13 h / -20 °C
2: 90 percent / i-Pr₂NEt / CH₂Cl₂ / 2 h / 0 °C
3: 82 percent / DPPP; Et₃SiH / Pd(OAc)2 / dimethylformamide / 5 h / 60 °C / 11400 Torr
4: tetrahydrofuran / 50 h / 60 °C
5: 81 percent / DBU / CH₂Cl₂ / 48 h / 40 °C
6: 76 percent / (R)-BINOL; Ph₃PAs=O; molecular sieves 4 Angstroem / La(O-i-Pr)3; TBHP / tetrahydrofuran / 5 h / 20 °C
7: 76 percent / tetrahydrofuran / 0.25 h / -78 °C
8: 74 percent / BF₃*THF; NaBH₄ / tetrahydrofuran / 1 h / 0 °C
9: 92 percent / aq. HCl / tetrahydrofuran; H₂O / 17 h / 35 °C
10: 92 percent / i-Pr₂NEt / CH₂Cl₂ / 0.17 h / 0 °C
11: 80 percent / Na(O-t-Bu); DPPF / Pd(OAc)2 / toluene / 1 h / 90 °C
12: 72 percent / LiHMDS; DMAP / tetrahydrofuran / 2 h / -40 - 20 °C