ChemicalBook CAS DataBase List cularine

cularine synthesis

6synthesis methods

Product Name:cularine
CAS Number:479-39-0
Molecular formula:C20H23NO4
Molecular Weight:341.4

621-59-0 Synthesis

621-59-0
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479-39-0
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Yield:-

Steps:

Multi-step reaction with 12 steps
1: Br₂ / acetic acid / 2 h / 25 °C
2: K₂CO₃ / ethanol / 2 h / 75 °C
3: AcONH₄; AcOH / 3 h / 80 °C
4: 72 percent / LAH / tetrahydrofuran / 8 h / 70 °C
5: 79 percent / CCl₄ / CH₂Cl₂ / 72 h / 40 °C
6: 95 percent / sodium amide / toluene / 1 h / 100 °C
7: 76 percent / toluene / 14 h / 75 °C
8: 92 percent / n-BuLi / tetrahydrofuran; hexane / 3 h / -10 - 5 °C
9: 83 percent / TFMSA / 3 h / 60 °C
10: 87 percent / NaH; C₆F₅I(OCOCF₃)2 / toluene / 2 h / -10 °C
11: methanol / 10 h
12: 34.52 mg / sodium borohydride / methanol / 0 - 20 °C

References:

Rodrigues, J. Augusto R.;Abramovitch, Rudolph A.;De Sousa, Joana D. F.;Leiva, Genaro C. [Journal of Organic Chemistry,2004,vol. 69,# 9,p. 2920 - 2928]

2973-59-3 Synthesis