Technology Process of (5R,6S,7R,8R,9R)-7-(benzyloxy)-8-(tert-butyldimethylsilyloxy)-4-ethoxy-9-methyl-6-vinyl-1-oxaspiro[4.5]dec-3-en-2-one
There total 17 articles about (5R,6S,7R,8R,9R)-7-(benzyloxy)-8-(tert-butyldimethylsilyloxy)-4-ethoxy-9-methyl-6-vinyl-1-oxaspiro[4.5]dec-3-en-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
nafion resin modified with mercury;
In
ethanol; water;
at 20 ℃;
for 48h;
DOI:10.1039/c3ob40692j
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: sodium tetrahydroborate / water; tetrahydrofuran / 20 h / 0 - 20 °C
2.1: Dess-Martin periodane / dichloromethane / 2.5 h / 20 °C
2.2: 20 h / 20 °C
3.1: diisobutylaluminium hydride / toluene; diethyl ether / 0.25 h / -40 °C / Inert atmosphere
4.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 15 h / 0 °C / Inert atmosphere
5.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / Cooling with ice
6.1: periodic acid dihydrate / diethyl ether / 0.25 h
7.1: tetrakis(triphenylphosphine) palladium(0); pyrrolidine / tetrahydrofuran / 20 °C / Inert atmosphere
8.1: triethylamine / dichloromethane / 1 h / 50 °C / Inert atmosphere
9.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.25 h / 20 °C
9.2: 2 h / 20 °C
10.1: diisopropylamine; n-butyllithium / hexane; toluene / 0.5 h / -78 °C
10.2: 0.33 h / -78 - 0 °C
11.1: nafion resin modified with mercury / water; ethanol / 48 h / 20 °C
With
pyrrolidine; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium(0); n-butyllithium; periodic acid dihydrate; carbon tetrabromide; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; diisopropylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine;
In
tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; water; toluene;
DOI:10.1039/c3ob40692j
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: diisobutylaluminium hydride / toluene; diethyl ether / 0.25 h / -40 °C / Inert atmosphere
2.1: dmap; triethylamine / dichloromethane / 20 °C
3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / -10 °C
4.1: periodic acid dihydrate / diethyl ether / 0.25 h
5.1: triphenylphosphine; pyrrolidine; palladium diacetate / dimethyl sulfoxide / 20 °C
6.1: triethylamine / dichloromethane / 1 h / 50 °C / Inert atmosphere
7.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.25 h / 20 °C
7.2: 2 h / 20 °C
8.1: diisopropylamine; n-butyllithium / hexane; toluene / 0.5 h / -78 °C
8.2: 0.33 h / -78 - 0 °C
9.1: nafion resin modified with mercury / water; ethanol / 48 h / 20 °C
With
pyrrolidine; dmap; n-butyllithium; periodic acid dihydrate; palladium diacetate; diisobutylaluminium hydride; triethylamine; diisopropylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine;
In
diethyl ether; ethanol; hexane; dichloromethane; water; dimethyl sulfoxide; toluene;
DOI:10.1039/c3ob40692j
