Technology Process of (3R,7S)-tert-butyl 3-((tert-butyldimethylsilyl)oxy)-7-((4-methoxybenzyl)oxy)-6-oxonon-8-enoate
There total 7 articles about (3R,7S)-tert-butyl 3-((tert-butyldimethylsilyl)oxy)-7-((4-methoxybenzyl)oxy)-6-oxonon-8-enoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
dimethyl sulfoxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
tetrahydrofuran;
at 23 ℃;
for 36h;
Inert atmosphere;
DOI:10.1021/ol301886g
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: phosphorus tribromide / diethyl ether / 2 h / 0 °C
2.1: sodium hydride; tetra-(n-butyl)ammonium iodide / tetrahydrofuran; mineral oil / 0 - 23 °C / Inert atmosphere
3.1: sodium hydride / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere
3.2: Inert atmosphere
4.1: 1H-imidazole / dichloromethane / 4 h / 0 - 23 °C / Inert atmosphere
5.1: sodium tetrahydroborate / tetrahydrofuran / -20 °C
6.1: 1H-imidazole; dmap / dichloromethane / Inert atmosphere
7.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; dimethyl sulfoxide / tetrahydrofuran / 36 h / 23 °C / Inert atmosphere
With
1H-imidazole; dmap; sodium tetrahydroborate; phosphorus tribromide; tetra-(n-butyl)ammonium iodide; sodium hydride; dimethyl sulfoxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
tetrahydrofuran; diethyl ether; dichloromethane; mineral oil;
DOI:10.1021/ol301886g
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: titanium(IV) isopropylate; L-(+)-diisopropyl tartrate / dichloromethane / 36 h / -40 °C / Inert atmosphere; Molecular sieve
2.1: sodium hydride; tetra-(n-butyl)ammonium iodide / tetrahydrofuran; mineral oil / 0 - 23 °C / Inert atmosphere
3.1: sodium hydride / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere
3.2: Inert atmosphere
4.1: 1H-imidazole / dichloromethane / 4 h / 0 - 23 °C / Inert atmosphere
5.1: sodium tetrahydroborate / tetrahydrofuran / -20 °C
6.1: 1H-imidazole; dmap / dichloromethane / Inert atmosphere
7.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; dimethyl sulfoxide / tetrahydrofuran / 36 h / 23 °C / Inert atmosphere
With
1H-imidazole; titanium(IV) isopropylate; dmap; sodium tetrahydroborate; L-(+)-diisopropyl tartrate; tetra-(n-butyl)ammonium iodide; sodium hydride; dimethyl sulfoxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
tetrahydrofuran; dichloromethane; mineral oil;
DOI:10.1021/ol301886g
