(R)-(E)-N-(3-methoxybenzylidene)-2-methylpropane-2-sulfinamide

Base Information

• Chemical Name: (R)-(E)-N-(3-methoxybenzylidene)-2-methylpropane-2-sulfinamide
• CAS No.: 1013635-84-1
• Molecular Formula: C₁₂H₁₇NO₂S
• Molecular Weight: 239.338
• Mol file: 1013635-84-1.mol

Synonyms:(R)-(E)-N-(3-methoxybenzylidene)-2-methylpropane-2-sulfinamide

Chemical Property of (R)-(E)-N-(3-methoxybenzylidene)-2-methylpropane-2-sulfinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-(E)-N-(3-methoxybenzylidene)-2-methylpropane-2-sulfinamide

There total 1 articles about (R)-(E)-N-(3-methoxybenzylidene)-2-methylpropane-2-sulfinamide 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%

3-methoxy-benzaldehyde (591-31-1) + (R)-2-methylpropane-2-sulfinamide (196929-78-9) → (R)-(E)-N-(3-methoxybenzylidene)-2-methylpropane-2-sulfinamide (1013635-84-1)

Guidance literature:

With titanium(IV) tetraethanolate; In neat (no solvent); at 70 ℃; for 1h; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.tet.2019.05.054

Reference yield: 89.0%

tert-butyl 2-(tert-butyldimethylsilyl)-2-oxoacetate (852447-17-7) + (R)-(E)-N-(3-methoxybenzylidene)-2-methylpropane-2-sulfinamide (1013635-84-1) + N-p-toluenesulfonylacetimidate (2881-15-4) → C29H42N2O6SSi (1298087-73-6)

Guidance literature:

N-p-toluenesulfonylacetimidate; With lithium hexamethyldisilazane; In tetrahydrofuran; ethylbenzene; at -78 ℃; for 0.5h; Inert atmosphere;

tert-butyl 2-(tert-butyldimethylsilyl)-2-oxoacetate; (R)-(E)-N-(3-methoxybenzylidene)-2-methylpropane-2-sulfinamide; In tetrahydrofuran; ethylbenzene; at -78 ℃; for 5h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ol201029b

Reference yield: 81.0%

(R)-(E)-N-(3-methoxybenzylidene)-2-methylpropane-2-sulfinamide (1013635-84-1) + methylmagnesium bromide (75-16-1) → (R)-N-((R)-1-(3-methoxyphenyl)ethyl)-2-methylpropane-2-sulfinamide + (R)-N-((S)-1-(3-methoxyphenyl)ethyl)-2-methylpropane-2-sulfinamide

Guidance literature:

In dichloromethane; at -48 - 20 ℃; for 15h; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.tet.2019.05.054

upstream raw materials:

3-methoxy-benzaldehyde

(R)-2-methylpropane-2-sulfinamide

Downstream raw materials:

C₂₉H₄₂N₂O₆SSi

(S)-1-(3-methoxyphenyl)ethylamine