Ambruticin synthesis
- Product Name:Ambruticin
- CAS Number:58857-02-6
- Molecular formula:C28H42O6
- Molecular Weight:474.634
380355-91-9
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Yield:-
Steps:
Multi-step reaction with 13 steps
1.1: 71 percent / tetrahydrofuran; hexane / -78 - 20 °C
2.1: Bu3SnCu(Bu)CNLi2 / tetrahydrofuran; hexane / 0.25 h / -78 °C
2.2: DMPU / tetrahydrofuran; hexane / -78 - 20 °C
2.3: 80 percent / I2 / diethyl ether / 0 - 20 °C
3.1: 88 percent / Pd(PPh3)4 / benzene; tetrahydrofuran / 0.5 h / 60 - 70 °C
4.1: H2; Rh(acac)(CO)2; (S,R)-BINAPHOS / benzene / 60 h / 30 - 35 °C / 15201 Torr
5.1: 190 mg / CrCl2 / tetrahydrofuran / 20 °C
6.1: 96 percent / Pd(OAc)2; Ag2CO3; Et3N / CH2Cl2 / 24 h / 20 °C
7.1: 99 percent / DIBAL-H / toluene / 0.5 h / -78 °C
8.1: 86 percent / (R,R)-1,2-dimethylamido-ethylenedioxy-butyl-borane / CH2Cl2 / 2 h / -10 °C
9.1: PPh3; DEAD / tetrahydrofuran / 3 h / 20 °C
10.1: 93 mg / ammonium molybdate; aq. H2O2 / ethanol; tetrahydrofuran / 20 °C
11.1: 92 percent / LiHMDS / dimethylformamide; hexamethylphosphoric acid triamide; tetrahydrofuran / -35 - 20 °C
12.1: 98 percent / TBAF / tetrahydrofuran / 4 h / 20 °C
13.1: 87 percent / O2; NaHCO3 / Pt / H2O; acetone; propan-2-ol / 50 °C
References:
Liu;Jacobsen [Journal of the American Chemical Society,2001,vol. 123,# 43,p. 10772 - 10773]
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58857-02-6
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1000210-73-0
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58857-02-6
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1000210-73-0
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58857-02-6
4 suppliers
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1000210-73-0
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58857-02-6
4 suppliers
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