Technology Process of (2S,3R,4S,5S,7S)-2,3-dihydroxy-7-benzyl-cephalotaxan-8-one
There total 12 articles about (2S,3R,4S,5S,7S)-2,3-dihydroxy-7-benzyl-cephalotaxan-8-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
hydrogenchloride; water;
In
tetrahydrofuran;
at 50 ℃;
for 0.5h;
DOI:10.1021/jo049884l
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 98 percent / hexamethyldisilazane / CH2Cl2 / 17 h / 0 - 20 °C
2.1: 85 percent / palladium(II) acetate / acetonitrile / 16 h / 20 °C
3.1: Al(i-PrO)3 / 0.75 h / 130 - 140 °C
4.1: 550 mg / SnCl4 / CH2Cl2; nitromethane / 4 h / -78 - 20 °C
5.1: 81 percent / NMO; H2O / OsO4 / tetrahydrofuran; 2-methyl-propan-2-ol / 24 h / 20 °C
6.1: 86 percent / p-toluenesulfonic acid / 4 h / 20 °C
7.1: s-BuLi / tetrahydrofuran; cyclohexane / 0.33 h / -78 °C
7.2: 71 percent / tetrahydrofuran; cyclohexane / 1 h / cooling
8.1: 100 percent / HCl; H2O / tetrahydrofuran / 0.5 h / 50 °C
With
hydrogenchloride; N-methyl-2-indolinone; water; sec.-butyllithium; palladium diacetate; tin(IV) chloride; aluminum isopropoxide; toluene-4-sulfonic acid; 1,1,1,3,3,3-hexamethyl-disilazane;
osmium(VIII) oxide;
In
tetrahydrofuran; nitromethane; dichloromethane; cyclohexane; acetonitrile; tert-butyl alcohol;
DOI:10.1021/jo049884l
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: 100 percent / lithium; ammonia / tetrahydrofuran / -78 - 20 °C
2.1: 80 percent / NaH / benzene / 16 h / Heating
3.1: 100 percent / acetic acid; water / 16 h / Heating
4.1: 98 percent / hexamethyldisilazane / CH2Cl2 / 17 h / 0 - 20 °C
5.1: 85 percent / palladium(II) acetate / acetonitrile / 16 h / 20 °C
6.1: Al(i-PrO)3 / 0.75 h / 130 - 140 °C
7.1: 550 mg / SnCl4 / CH2Cl2; nitromethane / 4 h / -78 - 20 °C
8.1: 81 percent / NMO; H2O / OsO4 / tetrahydrofuran; 2-methyl-propan-2-ol / 24 h / 20 °C
9.1: 86 percent / p-toluenesulfonic acid / 4 h / 20 °C
10.1: s-BuLi / tetrahydrofuran; cyclohexane / 0.33 h / -78 °C
10.2: 71 percent / tetrahydrofuran; cyclohexane / 1 h / cooling
11.1: 100 percent / HCl; H2O / tetrahydrofuran / 0.5 h / 50 °C
With
hydrogenchloride; N-methyl-2-indolinone; ammonia; water; sec.-butyllithium; palladium diacetate; tin(IV) chloride; aluminum isopropoxide; lithium; sodium hydride; toluene-4-sulfonic acid; acetic acid; 1,1,1,3,3,3-hexamethyl-disilazane;
osmium(VIII) oxide;
In
tetrahydrofuran; nitromethane; dichloromethane; cyclohexane; acetonitrile; tert-butyl alcohol; benzene;
DOI:10.1021/jo049884l