Technology Process of (2S,3R,6S,7R,8S,9S,Z)-9-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-3-(methoxymethoxy)-2,4,6,8-tetramethyldec-4-en-1-ol
There total 11 articles about (2S,3R,6S,7R,8S,9S,Z)-9-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-3-(methoxymethoxy)-2,4,6,8-tetramethyldec-4-en-1-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
lithium borohydride;
In
methanol; diethyl ether;
at 0 - 20 ℃;
for 2h;
DOI:10.1039/c3ra42127a
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.33 h / 0 °C / Inert atmosphere
1.2: 6 h / 0 °C / Inert atmosphere
2.1: 2,6-dimethylpyridine / dichloromethane / 0.08 h / -78 °C / Inert atmosphere
2.2: 1 h / -78 - -20 °C / Inert atmosphere
3.1: ammonium fluoride; methanol / 48 h / 20 °C
4.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; dimethyl sulfoxide / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere
5.1: potassium carbonate; 18-crown-6 ether / toluene / 3 h / 0 °C / Inert atmosphere
6.1: diisobutylaluminium hydride / dichloromethane / 1.5 h / -78 - 0 °C / Inert atmosphere
7.1: manganese(IV) oxide / dichloromethane / 28 h / 20 °C / Inert atmosphere
8.1: titanium tetrachloride / dichloromethane / 0.25 h / 0 °C
8.2: 0.5 h / 0 °C
8.3: 2 h / -78 °C
9.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.25 h / 0 °C
9.2: 12 h / 0 - 20 °C / Inert atmosphere
10.1: lithium borohydride / diethyl ether; methanol / 2 h / 0 - 20 °C
With
2,6-dimethylpyridine; methanol; manganese(IV) oxide; ammonium fluoride; lithium borohydride; 18-crown-6 ether; titanium tetrachloride; sodium hydride; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene; mineral oil;
5.1: |Horner-Wadsworth-Emmons Olefination / 8.3: |Aldol Addition;
DOI:10.1039/c3ra42127a
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 2,6-dimethylpyridine / dichloromethane / 0.08 h / -78 °C / Inert atmosphere
1.2: 1 h / -78 - -20 °C / Inert atmosphere
2.1: ammonium fluoride; methanol / 48 h / 20 °C
3.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; dimethyl sulfoxide / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere
4.1: potassium carbonate; 18-crown-6 ether / toluene / 3 h / 0 °C / Inert atmosphere
5.1: diisobutylaluminium hydride / dichloromethane / 1.5 h / -78 - 0 °C / Inert atmosphere
6.1: manganese(IV) oxide / dichloromethane / 28 h / 20 °C / Inert atmosphere
7.1: titanium tetrachloride / dichloromethane / 0.25 h / 0 °C
7.2: 0.5 h / 0 °C
7.3: 2 h / -78 °C
8.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.25 h / 0 °C
8.2: 12 h / 0 - 20 °C / Inert atmosphere
9.1: lithium borohydride / diethyl ether; methanol / 2 h / 0 - 20 °C
With
2,6-dimethylpyridine; methanol; manganese(IV) oxide; ammonium fluoride; lithium borohydride; 18-crown-6 ether; titanium tetrachloride; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene;
4.1: |Horner-Wadsworth-Emmons Olefination / 7.3: |Aldol Addition;
DOI:10.1039/c3ra42127a
