Technology Process of (4R,5R,6R,E)-4-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-6-methyl-9-oxonon-2-enylacetate
There total 9 articles about (4R,5R,6R,E)-4-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-6-methyl-9-oxonon-2-enylacetate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 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: dmap; triethylamine / dichloromethane / 20 °C
5.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / -10 °C
6.1: periodic acid dihydrate / diethyl ether / 0.25 h
With
dmap; sodium tetrahydroborate; periodic acid dihydrate; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; 3-chloro-benzenecarboperoxoic acid;
In
tetrahydrofuran; diethyl ether; dichloromethane; water; toluene;
DOI:10.1039/c3ob40692j
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: Dess-Martin periodane / dichloromethane / 2.5 h / 20 °C
1.2: 20 h / 20 °C
2.1: diisobutylaluminium hydride / toluene; diethyl ether / 0.25 h / -40 °C / Inert atmosphere
3.1: dmap; triethylamine / dichloromethane / 20 °C
4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / -10 °C
5.1: periodic acid dihydrate / diethyl ether / 0.25 h
With
dmap; periodic acid dihydrate; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; 3-chloro-benzenecarboperoxoic acid;
In
diethyl ether; dichloromethane; toluene;
DOI:10.1039/c3ob40692j
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: sodium periodate / water; formic acid / 0.5 h / 20 °C
2.1: di-n-butylboryl trifluoromethanesulfonate; triethylamine / dichloromethane / 1.25 h / -78 - 0 °C / Inert atmosphere
2.2: 5.56 h / -78 - 0 °C / Inert atmosphere
2.3: 1 h / 0 °C / Inert atmosphere
3.1: 2,4,6-trimethyl-pyridine / dichloromethane / 0.25 h / 0 - 20 °C / Inert atmosphere
4.1: sodium tetrahydroborate / water; tetrahydrofuran / 20 h / 0 - 20 °C
5.1: Dess-Martin periodane / dichloromethane / 2.5 h / 20 °C
5.2: 20 h / 20 °C
6.1: diisobutylaluminium hydride / toluene; diethyl ether / 0.25 h / -40 °C / Inert atmosphere
7.1: dmap; triethylamine / dichloromethane / 20 °C
8.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / -10 °C
9.1: periodic acid dihydrate / diethyl ether / 0.25 h
With
2,4,6-trimethyl-pyridine; dmap; sodium tetrahydroborate; sodium periodate; periodic acid dihydrate; di-n-butylboryl trifluoromethanesulfonate; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; 3-chloro-benzenecarboperoxoic acid;
In
tetrahydrofuran; formic acid; diethyl ether; dichloromethane; water; toluene;
DOI:10.1039/c3ob40692j
