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ChemicalBook CAS DataBase List HOMOORIENTIN

HOMOORIENTIN synthesis

5synthesis methods
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Yield:-

Steps:

Multi-step reaction with 10 steps
1: 84 percent / N,N-diisopropylethylamine / CH2Cl2 / 0 - 20 °C
2: 100 percent / K2CO3 / dimethylformamide / 3 h / 80 °C
3: 100 percent / HCl / methanol / 1 h / Heating
4: 84 percent / K2CO3 / dimethylformamide / 0 - 20 °C
5: 75 percent / 4 Angstroem molecular sieves; BF3*Et2O / CH2Cl2 / -78 - 20 °C
6: 100 percent / K2CO3 / dimethylformamide / 3 h / 80 °C
7: 40 percent / H2 / Pd/C / ethyl acetate / 2 h / 20 °C
8: 91 percent / NaOH / dioxane; H2O / 24 h / 20 °C
9: 76 percent / I2 / dimethylsulfoxide / 0.25 h / 200 °C
10: 100 percent / H2 / Pd/C / ethyl acetate; ethanol / 4.5 h / 20 °C

References:

Kumazawa, Toshihiro;Minatogawa, Tomomi;Matsuba, Shigeru;Sato, Shingo;Onodera, Jun-Ichi [Carbohydrate Research,2000,vol. 329,# 3,p. 507 - 513]

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