(R)-(-)-N-(4,4-dimethoxybutanylidene)-p-toluenesulfinimide

Base Information

• Chemical Name: (R)-(-)-N-(4,4-dimethoxybutanylidene)-p-toluenesulfinimide
• CAS No.: 332072-71-6
• Molecular Formula: C₁₃H₁₉NO₃S
• Molecular Weight: 269.365
• Mol file: 332072-71-6.mol

Synonyms:(R)-(-)-N-(4,4-dimethoxybutanylidene)-p-toluenesulfinimide

Chemical Property of (R)-(-)-N-(4,4-dimethoxybutanylidene)-p-toluenesulfinimide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-(-)-N-(4,4-dimethoxybutanylidene)-p-toluenesulfinimide

There total 3 articles about (R)-(-)-N-(4,4-dimethoxybutanylidene)-p-toluenesulfinimide 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: 58.0%

4,4-dimethoxybutanal (56681-97-1) + (R)-p-toluenesulfinamide (247089-85-6) → (R)-(-)-N-(4,4-dimethoxybutanylidene)-p-toluenesulfinimide (332072-71-6)

Guidance literature:

With titanium(IV) tetraethanolate; In dichloromethane; at -78 ℃;

DOI:10.1021/ol015520t

Reference yield: 58.0%

4,4-dimethoxybutanal (56681-97-1) + (1S,2R,5S,RS)-(+)-Menthyl toluene-p-sulfinate (91796-57-5) → (R)-(-)-N-(4,4-dimethoxybutanylidene)-p-toluenesulfinimide (332072-71-6)

Guidance literature:

(1S,2R,5S,R_S)-(+)-Menthyl toluene-p-sulfinate; With lithium hexamethyldisilazane; In tetrahydrofuran; at 20 ℃;

4,4-dimethoxybutanal; In tetrahydrofuran; at -78 ℃; Further stages.;

DOI:10.1021/ol015520t

Reference yield:

methyl 4,4-dimethoxybutanoate (4220-66-0) → (R)-(-)-N-(4,4-dimethoxybutanylidene)-p-toluenesulfinimide (332072-71-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / diisobutylaluminum hydride / CH₂Cl₂ / -78 °C

2: 58 percent / Ti(OEt)4 / CH₂Cl₂ / -78 °C

With titanium(IV) tetraethanolate; diisobutylaluminium hydride; In dichloromethane;

DOI:10.1021/ol015520t

upstream raw materials:

4,4-dimethoxybutanal

(R)-p-toluenesulfinamide

(1S,2R,5S,R_S)-(+)-Menthyl toluene-p-sulfinate

methyl 4,4-dimethoxybutanoate