Technology Process of 5-((((2S,3S,5R)-3-((tert-butyldiphenylsilyl)oxy)-5-((S)-2,2,9,9,10,10-hexamethyl-3,3-diphenyl-4,8-dioxa-3,9-disilaundecan-5-yl)tetrahydrofuran-2-yl)methyl)thio)-1-phenyl-1H-tetrazole
There total 11 articles about 5-((((2S,3S,5R)-3-((tert-butyldiphenylsilyl)oxy)-5-((S)-2,2,9,9,10,10-hexamethyl-3,3-diphenyl-4,8-dioxa-3,9-disilaundecan-5-yl)tetrahydrofuran-2-yl)methyl)thio)-1-phenyl-1H-tetrazole which
guide to synthetic route it.
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synthetic route:
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1434154-18-3
5-((((2S,3S,5R)-3-((tert-butyldiphenylsilyl)oxy)-5-((S)-2,2,9,9,10,10-hexamethyl-3,3-diphenyl-4,8-dioxa-3,9-disilaundecan-5-yl)tetrahydrofuran-2-yl)methyl)thio)-1-phenyl-1H-tetrazole
- Guidance literature:
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C53H70N4O4SSi3;
With
ammonium molybdate; dihydrogen peroxide;
In
isopropyl alcohol;
at 20 ℃;
With
1H-imidazole; tert-butyldimethylsilyl chloride;
In
dichloromethane; isopropyl alcohol;
at 20 ℃;
for 2h;
Inert atmosphere;
DOI:10.1021/jo4004647
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1434154-18-3
5-((((2S,3S,5R)-3-((tert-butyldiphenylsilyl)oxy)-5-((S)-2,2,9,9,10,10-hexamethyl-3,3-diphenyl-4,8-dioxa-3,9-disilaundecan-5-yl)tetrahydrofuran-2-yl)methyl)thio)-1-phenyl-1H-tetrazole
- Guidance literature:
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Multi-step reaction with 8 steps
1.1: titanium(IV) isopropylate; diethyl (2S,3S)-tartrate; tert.-butylhydroperoxide / dichloromethane; decane / 0.33 h / 20 °C / Inert atmosphere; Molecular sieve
1.2: -20 °C / Inert atmosphere
2.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran / 1 h / -30 - 0 °C / Inert atmosphere
3.1: 1H-imidazole / dichloromethane / 20 °C / Inert atmosphere
4.1: 1H-imidazole / 20 °C
5.1: ozone; oxygen / dichloromethane; methanol / -78 °C
5.2: 1 h / -78 - 20 °C
6.1: sodium tetrahydroborate / methanol / 1 h / 0 °C
7.1: triphenylphosphine; diethylazodicarboxylate / toluene / 3 h / 20 °C / Inert atmosphere
8.1: ammonium molybdate; dihydrogen peroxide / isopropyl alcohol / 20 °C
8.2: 2 h / 20 °C / Inert atmosphere
With
1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium tetrahydroborate; ammonium molybdate; diethyl (2S,3S)-tartrate; dihydrogen peroxide; oxygen; ozone; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; diethylazodicarboxylate;
In
tetrahydrofuran; methanol; decane; dichloromethane; isopropyl alcohol; toluene;
1.1: |Sharpless Asymmetric Epoxidation / 7.1: |Mitsunobu Displacement;
DOI:10.1021/jo4004647
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1434154-18-3
5-((((2S,3S,5R)-3-((tert-butyldiphenylsilyl)oxy)-5-((S)-2,2,9,9,10,10-hexamethyl-3,3-diphenyl-4,8-dioxa-3,9-disilaundecan-5-yl)tetrahydrofuran-2-yl)methyl)thio)-1-phenyl-1H-tetrazole
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 1H-imidazole / dichloromethane / 6 h / 20 °C / Inert atmosphere
2.1: potassium carbonate / methanol / 20 h / 20 °C
3.1: titanium(IV) isopropylate; diethyl (2S,3S)-tartrate; tert.-butylhydroperoxide / dichloromethane; decane / 0.33 h / 20 °C / Inert atmosphere; Molecular sieve
3.2: -20 °C / Inert atmosphere
4.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran / 1 h / -30 - 0 °C / Inert atmosphere
5.1: 1H-imidazole / dichloromethane / 20 °C / Inert atmosphere
6.1: 1H-imidazole / 20 °C
7.1: ozone; oxygen / dichloromethane; methanol / -78 °C
7.2: 1 h / -78 - 20 °C
8.1: sodium tetrahydroborate / methanol / 1 h / 0 °C
9.1: triphenylphosphine; diethylazodicarboxylate / toluene / 3 h / 20 °C / Inert atmosphere
10.1: ammonium molybdate; dihydrogen peroxide / isopropyl alcohol / 20 °C
10.2: 2 h / 20 °C / Inert atmosphere
With
1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium tetrahydroborate; ammonium molybdate; diethyl (2S,3S)-tartrate; dihydrogen peroxide; oxygen; potassium carbonate; ozone; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; diethylazodicarboxylate;
In
tetrahydrofuran; methanol; decane; dichloromethane; isopropyl alcohol; toluene;
3.1: |Sharpless Asymmetric Epoxidation / 9.1: |Mitsunobu Displacement;
DOI:10.1021/jo4004647