4-Methyl-benzenesulfinic acid (S)-allyl-(3-trimethylsilanyl-prop-2-ynyl)-amide

Base Information

• Chemical Name: 4-Methyl-benzenesulfinic acid (S)-allyl-(3-trimethylsilanyl-prop-2-ynyl)-amide
• CAS No.: 333332-91-5
• Molecular Formula: C₁₆H₂₃NOSSi
• Molecular Weight: 305.516
• Mol file: 333332-91-5.mol

Synonyms:4-Methyl-benzenesulfinic acid (S)-allyl-(3-trimethylsilanyl-prop-2-ynyl)-amide

Chemical Property of 4-Methyl-benzenesulfinic acid (S)-allyl-(3-trimethylsilanyl-prop-2-ynyl)-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Methyl-benzenesulfinic acid (S)-allyl-(3-trimethylsilanyl-prop-2-ynyl)-amide

There total 2 articles about 4-Methyl-benzenesulfinic acid (S)-allyl-(3-trimethylsilanyl-prop-2-ynyl)-amide 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: 91.0%

3-bromo-1-(trimethylsilyl)-1-propyne (38002-45-8) + (+)-(S)-allyl-p-toluenesulphinamide (40723-30-6,116560-12-4,111289-38-4) → 4-Methyl-benzenesulfinic acid (S)-allyl-(3-trimethylsilanyl-prop-2-ynyl)-amide (333332-91-5)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at 20 ℃;

DOI:10.3987/COM-00-S(I)31

Reference yield:

(1R,2S,5R,SS)-(-)-menthyl p-toluenesulfinate (1517-82-4) → 4-Methyl-benzenesulfinic acid (S)-allyl-(3-trimethylsilanyl-prop-2-ynyl)-amide (333332-91-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium

1.2: 95 percent / tetrahydrofuran / -78 - 20 °C

2.1: 91 percent / n-butyllithium / tetrahydrofuran / 20 °C

With n-butyllithium; In tetrahydrofuran;

DOI:10.3987/COM-00-S(I)31

Reference yield:

carbon monoxide (201230-82-2) + 4-Methyl-benzenesulfinic acid (S)-allyl-(3-trimethylsilanyl-prop-2-ynyl)-amide (333332-91-5) → 2-(toluene-4-sulfinyl)-6-trimethylsilanyl-2,3,3a,4-tetrahydro-1H-cyclopenta[c]pyrrol-5-one + 2-(toluene-4-sulfinyl)-6-trimethylsilanyl-2,3,3a,4-tetrahydro-1H-cyclopenta[c]pyrrol-5-one

Guidance literature:

With dicobalt octacarbonyl; 4-methylmorpholine N-oxide; In dichloromethane; at 20 ℃; for 17h; Title compound not separated from byproducts;

DOI:10.3987/COM-00-S(I)31

upstream raw materials:

3-bromo-1-(trimethylsilyl)-1-propyne

(+)-(S)-allyl-p-toluenesulphinamide

(1R,2S,5R,SS)-(-)-menthyl p-toluenesulfinate