5-(3-((4S,5S)-5-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propylthio)-1-phenyl-1H-tetrazole

Base Information

Chemical Name:5-(3-((4S,5S)-5-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propylthio)-1-phenyl-1H-tetrazole
CAS No.:1341155-74-5
Molecular Formula:C₂₂H₃₆N₄O₃SSi
Molecular Weight:464.704
Hs Code.:

Synonyms:5-(3-((4S,5S)-5-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propylthio)-1-phenyl-1H-tetrazole

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Chemical Property of 5-(3-((4S,5S)-5-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propylthio)-1-phenyl-1H-tetrazole

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Technology Process of 5-(3-((4S,5S)-5-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propylthio)-1-phenyl-1H-tetrazole

There total 3 articles about 5-(3-((4S,5S)-5-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propylthio)-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: 95.0%

: 1341155-12-1
3-((4S,5S)-5-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propan-1-ol

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

: 1341155-74-5
5-(3-((4S,5S)-5-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propylthio)-1-phenyl-1H-tetrazole

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at -20 ℃; for 2.25h; Inert atmosphere;
DOI:10.1039/c1ob05787a

Reference yield:

: 1341166-65-1
C₁₇H₃₄O₅Si

: 1341155-74-5
5-(3-((4S,5S)-5-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propylthio)-1-phenyl-1H-tetrazole

Guidance literature:: Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / diethyl ether / 0.33 h / 0 °C / Inert atmosphere

2: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 2.25 h / -20 °C / Inert atmosphere

With lithium aluminium tetrahydride; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; diethyl ether; 2: Mitsunobu reaction;
DOI:10.1039/c1ob05787a

Reference yield:

: 108817-98-7,108818-11-7
ethyl 6-<(tert-butyldimethylsilyl)oxy>-4(S),5(S)-(isopropylidenedioxy)hex-2-enoate

: 1341155-74-5
5-(3-((4S,5S)-5-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)propylthio)-1-phenyl-1H-tetrazole

Guidance literature:: Multi-step reaction with 3 steps

1: 5%-palladium/activated carbon; hydrogen / ethanol / 2 h / Inert atmosphere

2: lithium aluminium tetrahydride / diethyl ether / 0.33 h / 0 °C / Inert atmosphere

3: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 2.25 h / -20 °C / Inert atmosphere

With lithium aluminium tetrahydride; di-isopropyl azodicarboxylate; 5%-palladium/activated carbon; hydrogen; triphenylphosphine; In tetrahydrofuran; diethyl ether; ethanol; 3: Mitsunobu reaction;
DOI:10.1039/c1ob05787a