(E)-(S)-2-Methyl-propane-2-sulfinic acid [2-phenyl-ethylidene]-amide

Base Information

• Chemical Name: (E)-(S)-2-Methyl-propane-2-sulfinic acid [2-phenyl-ethylidene]-amide
• CAS No.: 854497-52-2
• Molecular Formula: C₁₂H₁₇NOS
• Molecular Weight: 223.339
• Mol file: 854497-52-2.mol

Synonyms:(E)-(S)-2-Methyl-propane-2-sulfinic acid [2-phenyl-ethylidene]-amide

Chemical Property of (E)-(S)-2-Methyl-propane-2-sulfinic acid [2-phenyl-ethylidene]-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-(S)-2-Methyl-propane-2-sulfinic acid [2-phenyl-ethylidene]-amide

There total 1 articles about (E)-(S)-2-Methyl-propane-2-sulfinic acid [2-phenyl-ethylidene]-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: 96.0%

phenylacetaldehyde (122-78-1) + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → (E)-(S)-2-Methyl-propane-2-sulfinic acid [2-phenyl-ethylidene]-amide (854497-52-2)

Guidance literature:

With pyridinium p-toluenesulfonate; magnesium sulfate; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1021/ol800478q

Reference yield: 43.7%

(E)-(S)-2-Methyl-propane-2-sulfinic acid [2-phenyl-ethylidene]-amide (854497-52-2) + (2S,5S)-5-benzyl-2-(tert-butyl)-1,3-dioxolan-4-one (92572-37-7) → C26H35NO4S (948843-56-9) + C26H35NO4S (948843-57-0)

Guidance literature:

(2S,5S)-5-benzyl-2-(tert-butyl)-1,3-dioxolan-4-one; With lithium hexamethyldisilazane; In tetrahydrofuran; at -85 - -80 ℃; for 0.5h;

(E)-(S)-2-Methyl-propane-2-sulfinic acid [2-phenyl-ethylidene]-amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -85 - -80 ℃; for 0.333333h; Further stages.;

DOI:10.1016/j.tet.2007.05.069

Reference yield: 3.0%

(E)-(S)-2-Methyl-propane-2-sulfinic acid [2-phenyl-ethylidene]-amide (854497-52-2) + cyclohexa-1,4-diene (1165952-92-0) → (S)-2-methyl-propane-2-sulfinic acid ((R)-1-(R)-cyclohexa-2,4-dienyl-2-phenylethyl)-amide (1023377-93-6) + C18H25NOS (1023378-13-3)

Guidance literature:

cyclohexa-1,4-diene; With N,N,N,N,-tetramethylethylenediamine; (2-methylpropyl)lithium; In tetrahydrofuran; hexane; at -78 ℃; for 1.5h; Inert atmosphere;

With magnesium chloride; In tetrahydrofuran; for 3h; Inert atmosphere;

(E)-(S)-2-Methyl-propane-2-sulfinic acid [2-phenyl-ethylidene]-amide; In tetrahydrofuran; at -78 ℃; for 0.5h; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/ol800478q

upstream raw materials:

phenylacetaldehyde

(S)-2-methylpropane-2-sulfinamide

Downstream raw materials:

C₂₆H₃₅NO₄S

C₂₆H₃₅NO₄S

C₂₂H₂₇NO₃

C₂₂H₂₇NO₃