(4R,7E)-4-t-butyldimethylsilyloxy-7-methyl-9-phenylsulfonyl-1,7-nonadiene

Base Information

• Chemical Name: (4R,7E)-4-t-butyldimethylsilyloxy-7-methyl-9-phenylsulfonyl-1,7-nonadiene
• CAS No.: 174971-49-4
• Molecular Formula: C₂₂H₃₆O₃SSi
• Molecular Weight: 408.678
• Mol file: 174971-49-4.mol

Synonyms:(4R,7E)-4-t-butyldimethylsilyloxy-7-methyl-9-phenylsulfonyl-1,7-nonadiene

Chemical Property of (4R,7E)-4-t-butyldimethylsilyloxy-7-methyl-9-phenylsulfonyl-1,7-nonadiene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,7E)-4-t-butyldimethylsilyloxy-7-methyl-9-phenylsulfonyl-1,7-nonadiene

There total 3 articles about (4R,7E)-4-t-butyldimethylsilyloxy-7-methyl-9-phenylsulfonyl-1,7-nonadiene 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%

t-butyldimethylsiyl triflate (69739-34-0) + (4R,7E)-7-methyl-9-phenylsulfonyl-1,7-nonadiene-4-ol (174971-48-3) → (4R,7E)-4-t-butyldimethylsilyloxy-7-methyl-9-phenylsulfonyl-1,7-nonadiene (174971-49-4)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1016/0040-4039(95)02337-2

Reference yield:

6-(ethylenedioxy)-1-(benzenesulfonyl)-3-methyl-2(E)-hexene (145362-83-0) → (4R,7E)-4-t-butyldimethylsilyloxy-7-methyl-9-phenylsulfonyl-1,7-nonadiene (174971-49-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / 10percent HCl / tetrahydrofuran / 24 h / 40 °C

With hydrogenchloride; In tetrahydrofuran;

DOI:10.1016/S0040-4020(97)00368-2

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) + (4E)-4-methyl-6-phenylsulfonyl-4-hexenal (123086-03-3) + allylmagnesium bromide (1730-25-2) → (4R,7E)-4-t-butyldimethylsilyloxy-7-methyl-9-phenylsulfonyl-1,7-nonadiene (174971-49-4)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1016/S0040-4020(97)00368-2

upstream raw materials:

t-butyldimethylsiyl triflate

(4R,7E)-7-methyl-9-phenylsulfonyl-1,7-nonadiene-4-ol

(4E)-4-methyl-6-phenylsulfonyl-4-hexenal

allylmagnesium bromide

Downstream raw materials:

curacin A