5-[(17S,18S)-17-(tert-butyldimethylsilanyloxy)-18-methyl-hexatriacontylsulfonyl]-1-phenyl-1H-tetrazole

Base Information

• Chemical Name: 5-[(17S,18S)-17-(tert-butyldimethylsilanyloxy)-18-methyl-hexatriacontylsulfonyl]-1-phenyl-1H-tetrazole
• CAS No.: 1204202-17-4
• Molecular Formula: C₅₀H₉₄N₄O₃SSi
• Molecular Weight: 859.473
• Mol file: 1204202-17-4.mol

Synonyms:5-[(17S,18S)-17-(tert-butyldimethylsilanyloxy)-18-methyl-hexatriacontylsulfonyl]-1-phenyl-1H-tetrazole

Chemical Property of 5-[(17S,18S)-17-(tert-butyldimethylsilanyloxy)-18-methyl-hexatriacontylsulfonyl]-1-phenyl-1H-tetrazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-[(17S,18S)-17-(tert-butyldimethylsilanyloxy)-18-methyl-hexatriacontylsulfonyl]-1-phenyl-1H-tetrazole

There total 5 articles about 5-[(17S,18S)-17-(tert-butyldimethylsilanyloxy)-18-methyl-hexatriacontylsulfonyl]-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: 85.0%

5-[(17S,18S)-17-(tert-butyldimethylsilanyloxy)-18-methylhexatriacontylsulfanyl]-1-phenyl-1H-tetrazole (1204202-34-5) → 5-[(17S,18S)-17-(tert-butyldimethylsilanyloxy)-18-methyl-hexatriacontylsulfonyl]-1-phenyl-1H-tetrazole (1204202-17-4)

Guidance literature:

With ammonium molybdate; dihydrogen peroxide; In tetrahydrofuran; methanol; ethanol; water;

DOI:10.1016/j.tetlet.2009.10.009

Reference yield:

2,2-dimethylpropionic acid (E/Z)-(17S,18S)-17-(tert-butyldimethylsilanyloxy)-18-methylhexatriacont-9-enyl ester (1204202-31-2) → 5-[(17S,18S)-17-(tert-butyldimethylsilanyloxy)-18-methyl-hexatriacontylsulfonyl]-1-phenyl-1H-tetrazole (1204202-17-4)

Guidance literature:

Multi-step reaction with 5 steps

1: hydrogen; palladium 10% on activated carbon / ethanol; ethyl acetate / 1 h

2: lithium aluminium tetrahydride / tetrahydrofuran / 1.25 h / 0 °C / Inert atmosphere; Reflux

3: N-Bromosuccinimide; triphenylphosphine / dichloromethane / 1 h / 0 - 20 °C

4: potassium carbonate / tetrahydrofuran; acetone / 18 h / 20 °C

5: dihydrogen peroxide; ammonium molybdate tetrahydrate / tetrahydrofuran; water / 17 h / 5 - 20 °C

With N-Bromosuccinimide; lithium aluminium tetrahydride; ammonium molybdate tetrahydrate; palladium 10% on activated carbon; hydrogen; dihydrogen peroxide; potassium carbonate; triphenylphosphine; In tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; acetone;

DOI:10.1016/j.tet.2013.04.134

Reference yield:

2,2-dimethylpropionic acid (17S,18S)-17-(tert-butyldimethylsilanyloxy)-18-methylhexatriacontyl ester (1204202-16-3) → 5-[(17S,18S)-17-(tert-butyldimethylsilanyloxy)-18-methyl-hexatriacontylsulfonyl]-1-phenyl-1H-tetrazole (1204202-17-4)

Guidance literature:

Multi-step reaction with 4 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 1.25 h / 0 °C / Inert atmosphere; Reflux

2: N-Bromosuccinimide; triphenylphosphine / dichloromethane / 1 h / 0 - 20 °C

3: potassium carbonate / tetrahydrofuran; acetone / 18 h / 20 °C

4: dihydrogen peroxide; ammonium molybdate tetrahydrate / tetrahydrofuran; water / 17 h / 5 - 20 °C

With N-Bromosuccinimide; lithium aluminium tetrahydride; ammonium molybdate tetrahydrate; dihydrogen peroxide; potassium carbonate; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; acetone;

DOI:10.1016/j.tet.2013.04.134

upstream raw materials:

5-[(17S,18S)-17-(tert-butyldimethylsilanyloxy)-18-methylhexatriacontylsulfanyl]-1-phenyl-1H-tetrazole

2,2-dimethylpropionic acid (E/Z)-(17S,18S)-17-(tert-butyldimethylsilanyloxy)-18-methylhexatriacont-9-enyl ester

2,2-dimethylpropionic acid (17S,18S)-17-(tert-butyldimethylsilanyloxy)-18-methylhexatriacontyl ester

(17S,18S)-17-(tert-butyldimethylsilanyloxy)-18-methylhexatriacontan-1-ol