(S)-2-p-tolylsulfinylmethylphenyl ketone

Base Information

• Chemical Name: (S)-2-p-tolylsulfinylmethylphenyl ketone
• CAS No.: 78687-13-5
• Molecular Formula: C₁₅H₁₄O₂S
• Molecular Weight: 258.341
• Mol file: 78687-13-5.mol

Synonyms:(S)-2-p-tolylsulfinylmethylphenyl ketone

Chemical Property of (S)-2-p-tolylsulfinylmethylphenyl ketone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-p-tolylsulfinylmethylphenyl ketone

There total 6 articles about (S)-2-p-tolylsulfinylmethylphenyl ketone 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: 96.0%

N,N-dimethyl-N'-[1-phenyl-2-(toluene-4-sulfinyl)-ethylidene]-hydrazine → (S)-2-p-tolylsulfinylmethylphenyl ketone (78687-13-5)

Guidance literature:

With Oxone; water; potassium hydrogencarbonate; In acetone; for 0.416667h; Heating;

DOI:10.1080/00304949909355680

Reference yield:

1-phenyl-2-(p-tolylthio)ethanone (33046-45-6) → 1-phenyl-2-tosylethanone (31378-03-7) + (S)-2-p-tolylsulfinylmethylphenyl ketone (78687-13-5) + (R)-p-tolylsulfinylacetophenone (52154-24-2)

Guidance literature:

With titanium(IV) isopropylate; diethyl (2R,3R)-tartrate; 5-(1-hydroperoxyethyl)-3-ethoxycarbonyl-2-isopropylfuran; In dichloromethane; at -25 ℃; for 17h; Product distribution; other racemic β-keto sulfoxides; var. hydroperoxides; var. time and temp.;

DOI:10.1016/S0957-4166(98)00264-X

Reference yield:

(R)-methyl p-tolyl sulfoxide (1519-39-7) → (S)-2-p-tolylsulfinylmethylphenyl ketone (78687-13-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) Et₂NLi / 1.) THF, hexane, 0 deg C, 30 min, 2.) THF, hexane

2: 20 percent / diethyl ether; tetrahydrofuran / 3 h / -5 - 0 °C

3: 1.) Et₂NLi / 1.) THF, hexane, 0 deg C, 30 min, 2.) THF, hexane

With lithium diethylamide; In tetrahydrofuran; diethyl ether;

DOI:10.1246/bcsj.54.1143

upstream raw materials:

L-menthyl benzoate

α-lithiomethyl p-tolyl sulfoxide

1-phenyl-2-(p-tolylthio)ethanone

N,N-Dimethyl-N'-[1-phenyl-2-((R)-toluene-4-sulfinyl)-eth-(E)-ylidene]-hydrazine

Downstream raw materials:

(+)-(sR,3S,4S)-3-p-bromophenyl-5-oxo-5-phenyl-4-(p-tolylsulfinyl)pentanal

(+)-(sR,3S,4S)-3-o-methoxyphenyl-5-oxo-5-phenyl-4-(p-tolylsulfinyl)pentanal

(-)-(sS,1S,2R,3R)-1,3-diphenyl-2-(p-tolylsulfinyl)pentane-1,5-diol

(+)-(sS,3S,4R)-5-oxo-3,5-diphenyl-4-p-tolylsulfinyl-pentanal