Ginkgolic acid synthesis
- Product Name:Ginkgolic acid
- CAS Number:22910-60-7
- Molecular formula:C22H34O3
- Molecular Weight:346.5
629-30-1
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22910-60-7
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Yield:-
Steps:
Multi-step reaction with 9 steps
1: p-toluenesulfonic acid / CH2Cl2 / 1.5 h
2: 1.) DMSO; 2.) oxalyl chloride, triethylamine / 1.) CH2Cl2, -50 deg C, 5 min; 2.) CH2Cl2, -50 deg C 20 min, rt
3: potassium t-butoxide / 1.) THF-HMPA, -60 deg C, 30 min; 2.) -20 deg C 5 min, rt overnight
4: 95 percent / p-toluenesulfonic acid / methanol / 2 h / Ambient temperature
5: hydrogen / Pt-C / ethyl acetate
6: 1.) DMSO; 2.) oxalyl chloride, triethylamine / 1.) CH2Cl2, -78 deg C, 5 min; 2.) CH2Cl, -78 deg C 5 min, rt
7: 1.) n-butyllithium / 1.) THF-hexane, 0 deg C 30 min; 2.) THF-hexane, -30 deg C 40 min, rt
8: 97 percent / NaOH / dimethylsulfoxide / 24 h / Heating
9: 67 percent / NaH, ethanethiol / dimethylformamide / 1.) 0 deg C, 30 min rt; 2.) reflux 3 h
References:
Yamagiwa, Yoshiro;Ohashi, Kinji;Sakamoto, Yoshitaka;Hirakawa, Shinji;Kamikawa, Tadao;Kubo, Isao [Tetrahedron,1987,vol. 43,# 15,p. 3387 - 3394]
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154714-19-9
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22910-60-7
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303-07-1
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22910-60-7
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164014-40-8
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34335-17-6
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22910-60-7
180 suppliers
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