(+)-5-[3-(tert-butyldimethylsilanyloxy)-2-methylpropylsulfanyl]-1-phenyl-1H-tetrazole

Base Information

• Chemical Name: (+)-5-[3-(tert-butyldimethylsilanyloxy)-2-methylpropylsulfanyl]-1-phenyl-1H-tetrazole
• CAS No.: 824982-82-3
• Molecular Formula: C₁₇H₂₈N₄OSSi
• Molecular Weight: 364.587
• Mol file: 824982-82-3.mol

Synonyms:(+)-5-[3-(tert-butyldimethylsilanyloxy)-2-methylpropylsulfanyl]-1-phenyl-1H-tetrazole

Chemical Property of (+)-5-[3-(tert-butyldimethylsilanyloxy)-2-methylpropylsulfanyl]-1-phenyl-1H-tetrazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-5-[3-(tert-butyldimethylsilanyloxy)-2-methylpropylsulfanyl]-1-phenyl-1H-tetrazole

There total 2 articles about (+)-5-[3-(tert-butyldimethylsilanyloxy)-2-methylpropylsulfanyl]-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%

(S)-3-(tert-butyldimethylsilyloxy)-2-methylpropan-1-ol (105859-45-8) + triphenylphosphine (603-35-0) + diethylazodicarboxylate (1972-28-7,218603-74-8) → (+)-5-[3-(tert-butyldimethylsilanyloxy)-2-methylpropylsulfanyl]-1-phenyl-1H-tetrazole (824982-82-3)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 1.5h;

DOI:10.1002/ejoc.200400504

Reference yield: 77.0%

(S)-3-(tert-butyldimethylsilyloxy)-2-methylpropan-1-ol (105859-45-8) + 1-Phenyl-1H-tetrazole-5-thiol (86-93-1) → (+)-5-[3-(tert-butyldimethylsilanyloxy)-2-methylpropylsulfanyl]-1-phenyl-1H-tetrazole (824982-82-3)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.tet.2014.04.079

Reference yield: 99.0%

(+)-5-[3-(tert-butyldimethylsilanyloxy)-2-methylpropylsulfanyl]-1-phenyl-1H-tetrazole (824982-82-3) → (-)-5-[3-(tert-butyldimethylsilanyloxy)-2-methylpropane-1-sulfonyl]-1-phenyl-1H-tetrazole (824982-83-4)

Guidance literature:

With sodium periodate; rhodium(III) chloride hydrate; In tetrachloromethane; water; acetonitrile; at 20 ℃; for 5h;

DOI:10.1016/j.tet.2014.04.079

upstream raw materials:

(S)-3-(tert-butyldimethylsilyloxy)-2-methylpropan-1-ol

triphenylphosphine

diethylazodicarboxylate

1-Phenyl-1H-tetrazole-5-thiol

Downstream raw materials:

(-)-5-[3-(tert-butyldimethylsilanyloxy)-2-methylpropane-1-sulfonyl]-1-phenyl-1H-tetrazole