Technology Process of ethyl (2E,4E,6R,7R,8R,9R)-8-[(tert-butyldimethylsilyl)oxy]-10-[(tert-butyldiphenylsilyl)oxy]-6-methoxy-4,7,9-trimethyl-2,4-decadienoate
There total 5 articles about ethyl (2E,4E,6R,7R,8R,9R)-8-[(tert-butyldimethylsilyl)oxy]-10-[(tert-butyldiphenylsilyl)oxy]-6-methoxy-4,7,9-trimethyl-2,4-decadienoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 1H-imidazole; dmap / dichloromethane / 1 h / -5 °C / Inert atmosphere
2.1: 2,6-dimethylpyridine / dichloromethane / 0.5 h / -50 °C / Inert atmosphere
3.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / tetrahydrofuran; acetone; toluene / 14 h / 20 °C / pH 7 / Inert atmosphere; aq. buffer
4.1: sodium periodate / tetrahydrofuran / 3 h / 23 °C / pH 7 / Inert atmosphere; aq. buffer
5.1: toluene / 18 h / 90 °C / Inert atmosphere
6.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 0.5 h / 0 °C / Inert atmosphere
7.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere
7.2: 0.67 h / 0 °C / Inert atmosphere
8.1: benzene / 12 h / 80 °C / Inert atmosphere
With
1H-imidazole; 2,6-dimethylpyridine; dmap; sodium periodate; osmium(VIII) oxide; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; 4-methylmorpholine N-oxide;
In
tetrahydrofuran; dichloromethane; acetone; toluene; benzene;
5.1: Wittig reaction / 7.1: Swern oxidation / 7.2: Swern oxidation / 8.1: Wittig reaction;
DOI:10.1002/ejoc.201101635
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 2,6-dimethylpyridine / dichloromethane / 0.5 h / -50 °C / Inert atmosphere
2.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / tetrahydrofuran; acetone; toluene / 14 h / 20 °C / pH 7 / Inert atmosphere; aq. buffer
3.1: sodium periodate / tetrahydrofuran / 3 h / 23 °C / pH 7 / Inert atmosphere; aq. buffer
4.1: toluene / 18 h / 90 °C / Inert atmosphere
5.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 0.5 h / 0 °C / Inert atmosphere
6.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere
6.2: 0.67 h / 0 °C / Inert atmosphere
7.1: benzene / 12 h / 80 °C / Inert atmosphere
With
2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; 4-methylmorpholine N-oxide;
In
tetrahydrofuran; dichloromethane; acetone; toluene; benzene;
4.1: Wittig reaction / 6.1: Swern oxidation / 6.2: Swern oxidation / 7.1: Wittig reaction;
DOI:10.1002/ejoc.201101635
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / tetrahydrofuran; acetone; toluene / 14 h / 20 °C / pH 7 / Inert atmosphere; aq. buffer
2.1: sodium periodate / tetrahydrofuran / 3 h / 23 °C / pH 7 / Inert atmosphere; aq. buffer
3.1: toluene / 18 h / 90 °C / Inert atmosphere
4.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 0.5 h / 0 °C / Inert atmosphere
5.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere
5.2: 0.67 h / 0 °C / Inert atmosphere
6.1: benzene / 12 h / 80 °C / Inert atmosphere
With
sodium periodate; osmium(VIII) oxide; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; 4-methylmorpholine N-oxide;
In
tetrahydrofuran; dichloromethane; acetone; toluene; benzene;
3.1: Wittig reaction / 5.1: Swern oxidation / 5.2: Swern oxidation / 6.1: Wittig reaction;
DOI:10.1002/ejoc.201101635
