Technology Process of benzyl benzyl((S)-1-((4S,5S)-5-((R)-3,3-diethyl-8,8,9,9-tetramethyl-4,7-dioxa-3,8-disiladecan-5-yl)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-((methoxymethoxy)methyl)but-3-en-1-yl)carbamate
There total 10 articles about benzyl benzyl((S)-1-((4S,5S)-5-((R)-3,3-diethyl-8,8,9,9-tetramethyl-4,7-dioxa-3,8-disiladecan-5-yl)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-((methoxymethoxy)methyl)but-3-en-1-yl)carbamate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
dmap; N-ethyl-N,N-diisopropylamine;
In
dichloromethane;
at 20 ℃;
for 12h;
Cooling with ice;
DOI:10.1016/j.tetasy.2011.07.009
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: sodium hydride / tetrahydrofuran; toluene; mineral oil / 1 h / 20 °C / Cooling with ice
2.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / -10 - 20 °C
2.2: 2 h / 0 - 20 °C
3.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 5 h / 20 °C / Cooling with ice
4.1: triethylamine / dichloromethane / 3 h / 20 °C
5.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate / methanol / 0.5 h / -78 °C
6.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 20 °C / Cooling with ice
With
dmap; sodium tetrahydroborate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; cerium(III) chloride heptahydrate; dimethylsulfide borane complex; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; methanol; dichloromethane; toluene; mineral oil;
DOI:10.1016/j.tetasy.2011.07.009
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: zinc / tetrahydrofuran / -15 - 20 °C
2.1: 1H-imidazole / dichloromethane / 0.17 h / 0 °C
3.1: sodium hydride / tetrahydrofuran; toluene; mineral oil / 1 h / 20 °C / Cooling with ice
4.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / -10 - 20 °C
4.2: 2 h / 0 - 20 °C
5.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 5 h / 20 °C / Cooling with ice
6.1: triethylamine / dichloromethane / 3 h / 20 °C
7.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate / methanol / 0.5 h / -78 °C
8.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 20 °C / Cooling with ice
With
1H-imidazole; dmap; sodium tetrahydroborate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; cerium(III) chloride heptahydrate; dimethylsulfide borane complex; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; zinc;
In
tetrahydrofuran; methanol; dichloromethane; toluene; mineral oil;
DOI:10.1016/j.tetasy.2011.07.009