(S,E)-5-((8-(tert-butyldiphenylsiloxy)-7-methyloct-4-en-1-yl)thio)-1-phenyl-1H-tetrazole

Base Information

Chemical Name:(S,E)-5-((8-(tert-butyldiphenylsiloxy)-7-methyloct-4-en-1-yl)thio)-1-phenyl-1H-tetrazole
CAS No.:1174549-39-3
Molecular Formula:C₃₂H₄₀N₄OSSi
Molecular Weight:556.847
Hs Code.:

Synonyms:(S,E)-5-((8-(tert-butyldiphenylsiloxy)-7-methyloct-4-en-1-yl)thio)-1-phenyl-1H-tetrazole

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Chemical Property of (S,E)-5-((8-(tert-butyldiphenylsiloxy)-7-methyloct-4-en-1-yl)thio)-1-phenyl-1H-tetrazole

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Technology Process of (S,E)-5-((8-(tert-butyldiphenylsiloxy)-7-methyloct-4-en-1-yl)thio)-1-phenyl-1H-tetrazole

There total 9 articles about (S,E)-5-((8-(tert-butyldiphenylsiloxy)-7-methyloct-4-en-1-yl)thio)-1-phenyl-1H-tetrazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

: 1174549-27-9
(S,E)-8-(tert-butyldiphenylsilyloxy)-7-methyloct-4-en-1-ol

: 86-93-1
1-Phenyl-1H-tetrazole-5-thiol

: 1174549-39-3
(S,E)-5-((8-(tert-butyldiphenylsiloxy)-7-methyloct-4-en-1-yl)thio)-1-phenyl-1H-tetrazole

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 ℃;
DOI:10.1016/j.tetlet.2009.04.129

Reference yield:

: 5390-04-5
pent-1-yn-5-ol

: 1174549-39-3
(S,E)-5-((8-(tert-butyldiphenylsiloxy)-7-methyloct-4-en-1-yl)thio)-1-phenyl-1H-tetrazole

Guidance literature:: Multi-step reaction with 9 steps

1.1: 1H-imidazole / dichloromethane / 0.5 h / 0 - 20 °C / Inert atmosphere

2.1: n-butyllithium / hexane; tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

2.2: 1.5 h / -78 - 20 °C / Inert atmosphere

3.1: sodium bis(2-methoxyethoxy)aluminium dihydride / diethyl ether; toluene / 4 h / 0 - 20 °C / Inert atmosphere

4.1: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 1 h / 20 °C / Inert atmosphere

5.1: lithium diisopropyl amide / hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

5.2: 3.5 h / -78 - -20 °C / Inert atmosphere

6.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 0 °C / Inert atmosphere

7.1: 1H-imidazole; dmap / dichloromethane / 1 h / 0 °C

8.1: water; hydrogenchloride / tetrahydrofuran / 1 h / 20 °C

9.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 1.5 h / 0 °C

With 1H-imidazole; hydrogenchloride; dmap; lithium aluminium tetrahydride; n-butyllithium; water; iodine; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium diisopropyl amide; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene; 5.1: |Evans Aldol Reaction / 5.2: |Evans Aldol Reaction / 9.1: |Mitsunobu Displacement;
DOI:10.1002/chem.201501304

Reference yield:

: 61362-77-4
5-[tert-butyldimethylsilyloxy]pent-1-yne

: 1174549-39-3
(S,E)-5-((8-(tert-butyldiphenylsiloxy)-7-methyloct-4-en-1-yl)thio)-1-phenyl-1H-tetrazole

Guidance literature:: Multi-step reaction with 8 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

1.2: 1.5 h / -78 - 20 °C / Inert atmosphere

2.1: sodium bis(2-methoxyethoxy)aluminium dihydride / diethyl ether; toluene / 4 h / 0 - 20 °C / Inert atmosphere

3.1: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 1 h / 20 °C / Inert atmosphere

4.1: lithium diisopropyl amide / hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

4.2: 3.5 h / -78 - -20 °C / Inert atmosphere

5.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 0 °C / Inert atmosphere

6.1: 1H-imidazole; dmap / dichloromethane / 1 h / 0 °C

7.1: water; hydrogenchloride / tetrahydrofuran / 1 h / 20 °C

8.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 1.5 h / 0 °C

With 1H-imidazole; hydrogenchloride; dmap; lithium aluminium tetrahydride; n-butyllithium; water; iodine; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium diisopropyl amide; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene; 4.1: |Evans Aldol Reaction / 4.2: |Evans Aldol Reaction / 8.1: |Mitsunobu Displacement;
DOI:10.1002/chem.201501304