ChemicalBook CAS DataBase List Neocryptotanshinone

Neocryptotanshinone synthesis

12synthesis methods

Product Name:Neocryptotanshinone
CAS Number:109664-02-0
Molecular formula:C19H22O4
Molecular Weight:314.38

2270-59-9 Synthesis

2270-59-9
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109664-02-0
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Yield:-

Steps:

Multi-step reaction with 8 steps
1: 1.) n-BuLi, TMEDA / 1.) hexane, 45 deg C, 30 min, 2.) THF, 55-60 deg C, 20 h
2: 97 percent / AlCl₃ / CH₂Cl₂ / 0.25 h / 0 °C
3: 95 percent / BBr₃ / CH₂Cl₂ / 4 h / -78 - 25 °C
4: 87 percent / DMAP / pyridine / 1.) 0 deg C -> 25 deg C, 1 h, 2.) 25 deg C, 48 h
5: 71 percent / LiCl, 4A sieves, Me₄Sn, 2,6-di-tert-butylhydroxytoluene / PdCl₂(dppf) / dimethylformamide / 12 h / 90 °C / 2585.7 Torr
6: 1.) LiHMDS, 2,2,2-trifluoroethyl trifluoroacetate, 2.) MsN₃, Et₃N / 1.) THF, -78 deg C, 45 min, 2.) MeCN, H₂O, 25 deg C, 6 h
7: 64 percent / benzene / 24 h / Ambient temperature; Irradiation
8: 84 percent / n-Bu₄NF, O₂ / tetrahydrofuran / 40 h / 25 °C