Technology Process of (+/-)-<1α(5S*,6S*,8R*,9R*),2α,4aβ,5β,8aα>-6-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-4-methoxy-9-methyl-2-oxo-8-<<2-(trimethylsilyl)ethoxy>methoxy>-1-oxaspiro<4.5>dec-3-en-3-yl 1,2,4a,5,6,7,8,8a-octahydro-5-(methoxymethoxy)-1-methyl-
There total 13 articles about (+/-)-<1α(5S*,6S*,8R*,9R*),2α,4aβ,5β,8aα>-6-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-4-methoxy-9-methyl-2-oxo-8-<<2-(trimethylsilyl)ethoxy>methoxy>-1-oxaspiro<4.5>dec-3-en-3-yl 1,2,4a,5,6,7,8,8a-octahydro-5-(methoxymethoxy)-1-methyl- which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
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100297-65-2,100349-20-0
(+/-)-<1α(5S*,6S*,8R*,9R*),2α,4aβ,5β,8aα>-6-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-4-methoxy-9-methyl-2-oxo-8-<<2-(trimethylsilyl)ethoxy>methoxy>-1-oxaspiro<4.5>dec-3-en-3-yl 1,2,4a,5,6,7,8,8a-octahydro-5-(methoxymethoxy)-1-methyl-
- Guidance literature:
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With
dmap; dicyclohexyl-carbodiimide;
In
dichloromethane;
for 4h;
Ambient temperature;
DOI:10.1021/jo00355a013
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100297-65-2,100349-20-0
(+/-)-<1α(5S*,6S*,8R*,9R*),2α,4aβ,5β,8aα>-6-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-4-methoxy-9-methyl-2-oxo-8-<<2-(trimethylsilyl)ethoxy>methoxy>-1-oxaspiro<4.5>dec-3-en-3-yl 1,2,4a,5,6,7,8,8a-octahydro-5-(methoxymethoxy)-1-methyl-
- Guidance literature:
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Multi-step reaction with 8 steps
1: 94 percent / pyridine, 4-(dimethylamino)pyridine / CH2Cl2 / 18 h
2: 61 percent / LiClO4, MCPBA / diethyl ether / 20 h / 0 °C
3: 1.) CuBr, DMS / 1.) diethyl ether, 0 deg C, 2.) a) diethyl ether, hexane, o deg C, 2 h, b) RT, 3 h
4: 92 percent / diisopropylethylamine / CH2Cl2 / 4 h / Ambient temperature
5: 99 percent / H2 / 10percent Pd/C / ethanol / 1 h / 760 Torr
6: 4-(dimethylamino)pyridine / CH2Cl2 / 1.5 h / Ambient temperature
7: 84 percent / LiOH / methanol; H2O / 24 h / Ambient temperature
8: 92 percent / 4-(dimethylamino)pyridine, DCC / CH2Cl2 / 4 h / Ambient temperature
With
pyridine; dmap; lithium hydroxide; 2,3-dimercapto-succinic acid; hydrogen; lithium perchlorate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; copper(I) bromide;
palladium on activated charcoal;
In
methanol; diethyl ether; ethanol; dichloromethane; water;
DOI:10.1021/jo00355a013
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100297-65-2,100349-20-0
(+/-)-<1α(5S*,6S*,8R*,9R*),2α,4aβ,5β,8aα>-6-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-4-methoxy-9-methyl-2-oxo-8-<<2-(trimethylsilyl)ethoxy>methoxy>-1-oxaspiro<4.5>dec-3-en-3-yl 1,2,4a,5,6,7,8,8a-octahydro-5-(methoxymethoxy)-1-methyl-
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 94 percent / pyridine, 4-(dimethylamino)pyridine / CH2Cl2 / 18 h
2: 61 percent / LiClO4, MCPBA / diethyl ether / 20 h / 0 °C
3: 1.) CuBr, DMS / 1.) diethyl ether, 0 deg C, 2.) a) diethyl ether, hexane, o deg C, 2 h, b) RT, 3 h
4: 92 percent / diisopropylethylamine / CH2Cl2 / 4 h / Ambient temperature
5: 99 percent / H2 / 10percent Pd/C / ethanol / 1 h / 760 Torr
6: 4-(dimethylamino)pyridine / CH2Cl2 / 1.5 h / Ambient temperature
7: 84 percent / LiOH / methanol; H2O / 24 h / Ambient temperature
8: 92 percent / 4-(dimethylamino)pyridine, DCC / CH2Cl2 / 4 h / Ambient temperature
With
pyridine; dmap; lithium hydroxide; 2,3-dimercapto-succinic acid; hydrogen; lithium perchlorate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; copper(I) bromide;
palladium on activated charcoal;
In
methanol; diethyl ether; ethanol; dichloromethane; water;
DOI:10.1021/jo00355a013
