STRYCHNINE synthesis
- Product Name:STRYCHNINE
- CAS Number:57-24-9
- Molecular formula:C21H22N2O2
- Molecular Weight:334.41
1024-38-0
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57-24-9
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Yield:-
Steps:
Multi-step reaction with 22 steps
1.1: Pd2dba3*CHCl3; (S)-BINAPO / dimethylformamide / 21 h / 0 °C
2.1: 100 percent / aq. HCl / tetrahydrofuran / 1 h / 20 °C
3.1: 90 percent / PBr3 / tetrahydrofuran / 1.5 h / 0 - 20 °C
4.1: 95 percent / dimethylsulfoxide / 1 h / 20 °C
5.1: 73 percent / Pd(OAc)2; Me2PPh; Ag2CO3 / dimethylsulfoxide / 17 h / 90 °C
6.1: LiAlH4 / tetrahydrofuran / 1.5 h / 20 °C
7.1: 3.22 g / Et3N / dimethylformamide / 1 h / 20 °C
8.1: 77 percent / MnO2; benzoquinone; AcOH / Pd(OAc)2 / 20 h / 50 °C
9.1: 9-BBN / tetrahydrofuran / 9 h / 50 °C
9.2: aq. NaOH; H2O2 / tetrahydrofuran / 4 h / 20 °C
10.1: 87 percent / (COCl)2; DMSO; Et3N / CH2Cl2 / 0.92 h / -78 °C
11.1: 63 percent / KHMDS / tetrahydrofuran; toluene / 0.25 h / 20 °C
12.1: 100 percent / PPh3; HCO2H; iPr2NEt / Pd(OAc)2 / dimethylformamide / 1 h / 60 °C
13.1: 89 percent / sodium naphthalenide / tetrahydrofuran / 0.25 h / -78 °C
14.1: 18.0 mg / K2CO3 / tetrahydrofuran / 0.5 h / 0 °C
15.1: 46 percent / Pd(OAc)2; PPh3; i-Pr2NEt / dimethylsulfoxide / 1.5 h / 80 °C
16.1: 81 percent / NaOiPr / propan-2-ol / 1 h / 20 °C
17.1: CF3CO2H / CH2Cl2 / 0.5 h / 0 °C
18.1: 7.1 mg / Li2CO3 / dimethylformamide / 14 h / 40 °C
19.1: 48 percent / PPh3; K2CO3; Bu4NCl / Pd(OAc)2 / dimethylformamide / 0.5 h / 70 °C
20.1: 47 percent / LiAlH4 / diethyl ether; tetrahydrofuran / 0 °C
21.1: 96 percent / aq. HCl / tetrahydrofuran / 3 h / 20 °C
22.1: 16 percent / KOH / ethanol / 6 h / 85 °C
References:
Mori, Miwako;Nakanishi, Masato;Kajishima, Daisuke;Sato, Yoshihiro [Journal of the American Chemical Society,2003,vol. 125,# 32,p. 9801 - 9807]
467-16-3
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57-24-9
3 suppliers
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