Technology Process of (1SR,2SR,3SR,5RS)-3<<4-<(tert-butyldimethylsilyl)oxy>-1-phenylnon-2-ynyl>thio>-2-propyl-1,5-epithiocyclopentane
There total 12 articles about (1SR,2SR,3SR,5RS)-3<<4-<(tert-butyldimethylsilyl)oxy>-1-phenylnon-2-ynyl>thio>-2-propyl-1,5-epithiocyclopentane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 98.6 percent / diethyl ether / 1.) -78 deg C, 1.5 h, 2.) from -78 deg C to -30 deg C, 2 h
2: 100 percent / N,N-diethylaniline / CH2Cl2 / 22 h / 22 °C
3: Na, ethanol / diethyl ether; liquid ammonia / 1 h / -78 °C
4: 100 percent / pyridine / 120 h / 0 °C
5: 100 percent / p-toluenesulfonic acid / methanol / 4 h / 22 °C
6: 92 percent / H2 / 5percent Pd/C / ethanol; ethyl acetate / 9 h / 22 °C
7: 58 percent / dimethylformamide / 0.6 h / 84 °C
8: 4.6percent methanolic HCl / 4 h / 55 °C
9: BF3*OEt2 / CHCl3 / 1 h / 23 °C
10: 100 percent / triethylamine / CH2Cl2 / 0.5 h / 0 °C
With
pyridine; hydrogenchloride; ethanol; boron trifluoride diethyl etherate; hydrogen; sodium; toluene-4-sulfonic acid; triethylamine; N,N-diethylaniline;
palladium on activated charcoal;
In
methanol; diethyl ether; ethanol; dichloromethane; chloroform; ammonia; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo00381a027
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 100 percent / pyridine / 120 h / 0 °C
2: 100 percent / p-toluenesulfonic acid / methanol / 4 h / 22 °C
3: 92 percent / H2 / 5percent Pd/C / ethanol; ethyl acetate / 9 h / 22 °C
4: 58 percent / dimethylformamide / 0.6 h / 84 °C
5: 4.6percent methanolic HCl / 4 h / 55 °C
6: BF3*OEt2 / CHCl3 / 1 h / 23 °C
7: 100 percent / triethylamine / CH2Cl2 / 0.5 h / 0 °C
With
pyridine; hydrogenchloride; boron trifluoride diethyl etherate; hydrogen; toluene-4-sulfonic acid; triethylamine;
palladium on activated charcoal;
In
methanol; ethanol; dichloromethane; chloroform; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo00381a027
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 100 percent / N,N-diethylaniline / CH2Cl2 / 22 h / 22 °C
2: Na, ethanol / diethyl ether; liquid ammonia / 1 h / -78 °C
3: 100 percent / pyridine / 120 h / 0 °C
4: 100 percent / p-toluenesulfonic acid / methanol / 4 h / 22 °C
5: 92 percent / H2 / 5percent Pd/C / ethanol; ethyl acetate / 9 h / 22 °C
6: 58 percent / dimethylformamide / 0.6 h / 84 °C
7: 4.6percent methanolic HCl / 4 h / 55 °C
8: BF3*OEt2 / CHCl3 / 1 h / 23 °C
9: 100 percent / triethylamine / CH2Cl2 / 0.5 h / 0 °C
With
pyridine; hydrogenchloride; ethanol; boron trifluoride diethyl etherate; hydrogen; sodium; toluene-4-sulfonic acid; triethylamine; N,N-diethylaniline;
palladium on activated charcoal;
In
methanol; diethyl ether; ethanol; dichloromethane; chloroform; ammonia; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo00381a027
