(S)-5-methyl-5-tert-butyldimethylsilyloxy-6-tosyloxyhexene

Base Information

• Chemical Name: (S)-5-methyl-5-tert-butyldimethylsilyloxy-6-tosyloxyhexene
• CAS No.: 360788-05-2
• Molecular Formula: C₂₀H₃₄O₄SSi
• Molecular Weight: 398.639
• Mol file: 360788-05-2.mol

Synonyms:(S)-5-methyl-5-tert-butyldimethylsilyloxy-6-tosyloxyhexene

Chemical Property of (S)-5-methyl-5-tert-butyldimethylsilyloxy-6-tosyloxyhexene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-5-methyl-5-tert-butyldimethylsilyloxy-6-tosyloxyhexene

There total 4 articles about (S)-5-methyl-5-tert-butyldimethylsilyloxy-6-tosyloxyhexene 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%

t-butyldimethylsiyl triflate (69739-34-0) + (S)-2-hydroxy-2-methylhex-5-enyl 4-methylbenzenesulfonate (360788-04-1) → (S)-5-methyl-5-tert-butyldimethylsilyloxy-6-tosyloxyhexene (360788-05-2)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 15h;

DOI:10.1039/b209990j

Reference yield:

(S)-(-)-2-methyl-5-hexene-1,2-diol (143192-18-1) → (S)-5-methyl-5-tert-butyldimethylsilyloxy-6-tosyloxyhexene (360788-05-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / Et₃N; DMAP / CH₂Cl₂ / 20 °C

2: 95 percent / Et₃N; DMAP / CH₂Cl₂ / 15 h / 20 °C

With dmap; triethylamine; In dichloromethane;

DOI:10.1039/b209990j

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → (S)-5-methyl-5-tert-butyldimethylsilyloxy-6-tosyloxyhexene (360788-05-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / triethylamine / CH₂Cl₂ / 12 h / 25 °C

2: 87 percent / triethylamine; DMAP / CH₂Cl₂ / 12 h / 25 °C

With dmap; triethylamine; In dichloromethane;

DOI:10.1021/jo000249z

upstream raw materials:

t-butyldimethylsiyl triflate

(S)-2-hydroxy-2-methylhex-5-enyl 4-methylbenzenesulfonate

(S)-(-)-2-methyl-5-hexene-1,2-diol

p-toluenesulfonyl chloride

Downstream raw materials:

(4S)-4-methyl-5-(p-tolylsulfonyloxy)-4-(tert-butyldimethylsilyloxy)pentanal