Technology Process of 5-[(1R,2S,5S)-5-Azido-2-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-2-methoxy-pyridine
There total 9 articles about 5-[(1R,2S,5S)-5-Azido-2-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-2-methoxy-pyridine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium azide;
In
N,N-dimethyl-formamide;
at 20 ℃;
for 5h;
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 93 percent / lipase PS (Pseudomonas sp., Amano); phosphate buffer / 21 h / 20 °C / pH 7.6
2: 98 percent / imidazole / dimethylformamide
3: 64 percent / lithium 2-thienylcyanocuprate; BF3*Et2O / tetrahydrofuran; diethyl ether / -78 °C
4: 83 percent / NaBH4 / methanol
5: 73 percent / NaHCO3 / diphenyl ether / 0.5 h / 280 °C
6: 77 percent / H2 / PtO2 / ethyl acetate
7: 90 percent / pyridine; DMAP / CH2Cl2 / 20 °C
8: 84 percent / NaN3 / dimethylformamide / 5 h / 20 °C
With
pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; sodium azide; phosphate buffer; lipase PS (Pseudomonas sp., Amano); boron trifluoride diethyl etherate; hydrogen; sodium hydrogencarbonate; thien-2-yl(cyano)copper lithium;
platinum(IV) oxide;
In
tetrahydrofuran; methanol; diphenylether; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
1: Deacetylation / 2: Substitution / 3: Addition / 4: Reduction / 5: Elimination / 6: Catalytic hydrogenation / 7: Substitution / 8: Substitution;
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-
146830-36-6
(+)-(1S,4R,4aS,5R,8S,8aR)-5-Acetoxy-1,4,4a,5,8,8a-hexahydro-8-hydroxy-endo-1,4-methanonaphthalene
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 95 percent / PDC / CH2Cl2
2: 93 percent / lipase PS (Pseudomonas sp., Amano); phosphate buffer / 21 h / 20 °C / pH 7.6
3: 98 percent / imidazole / dimethylformamide
4: 64 percent / lithium 2-thienylcyanocuprate; BF3*Et2O / tetrahydrofuran; diethyl ether / -78 °C
5: 83 percent / NaBH4 / methanol
6: 73 percent / NaHCO3 / diphenyl ether / 0.5 h / 280 °C
7: 77 percent / H2 / PtO2 / ethyl acetate
8: 90 percent / pyridine; DMAP / CH2Cl2 / 20 °C
9: 84 percent / NaN3 / dimethylformamide / 5 h / 20 °C
With
pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; dipyridinium dichromate; sodium azide; phosphate buffer; lipase PS (Pseudomonas sp., Amano); boron trifluoride diethyl etherate; hydrogen; sodium hydrogencarbonate; thien-2-yl(cyano)copper lithium;
platinum(IV) oxide;
In
tetrahydrofuran; methanol; diphenylether; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
1: Oxidation / 2: Deacetylation / 3: Substitution / 4: Addition / 5: Reduction / 6: Elimination / 7: Catalytic hydrogenation / 8: Substitution / 9: Substitution;
