(S)-(+)-3-(2-phenyl-1,3-dioxalan-2-yl)propylidene-tert-butylsulfinamide

Base Information

• Chemical Name: (S)-(+)-3-(2-phenyl-1,3-dioxalan-2-yl)propylidene-tert-butylsulfinamide
• CAS No.: 1355075-50-1
• Molecular Formula: C₁₆H₂₃NO₃S
• Molecular Weight: 309.43
• Mol file: 1355075-50-1.mol

Synonyms:(S)-(+)-3-(2-phenyl-1,3-dioxalan-2-yl)propylidene-tert-butylsulfinamide

Chemical Property of (S)-(+)-3-(2-phenyl-1,3-dioxalan-2-yl)propylidene-tert-butylsulfinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-(+)-3-(2-phenyl-1,3-dioxalan-2-yl)propylidene-tert-butylsulfinamide

There total 2 articles about (S)-(+)-3-(2-phenyl-1,3-dioxalan-2-yl)propylidene-tert-butylsulfinamide 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: 85.0%

3-(2-phenyl-1,3-dioxolan-2-yl)propanal (50880-21-2) + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → (S)-(+)-3-(2-phenyl-1,3-dioxalan-2-yl)propylidene-tert-butylsulfinamide (1355075-50-1)

Guidance literature:

With titanium(IV) tetraethanolate; In tetrahydrofuran; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1021/jo202652f

Reference yield: 80.0%

→ (S)-(+)-3-(2-phenyl-1,3-dioxalan-2-yl)propylidene-tert-butylsulfinamide (1355075-50-1)

Guidance literature:

Reference yield: 93.0%

acetic acid methyl ester (79-20-9) + (S)-(+)-3-(2-phenyl-1,3-dioxalan-2-yl)propylidene-tert-butylsulfinamide (1355075-50-1) → (Ss,3S)-(+)-methyl N-(tert-butylsulfinyl)-3-amino-5-(2-phenyl-1,3-dioxolan-2-yl)pentanoate (1355075-58-9)

Guidance literature:

acetic acid methyl ester; With sodium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; at -78 ℃; for 1h; Inert atmosphere;

(S)-(+)-3-(2-phenyl-1,3-dioxalan-2-yl)propylidene-tert-butylsulfinamide; In tetrahydrofuran; diethyl ether; at -78 ℃; for 2h; optical yield given as %de; Inert atmosphere;

DOI:10.1021/jo202652f

upstream raw materials:

3-(2-phenyl-1,3-dioxolan-2-yl)propanal

(S)-2-methylpropane-2-sulfinamide

Downstream raw materials:

(Ss,3S)-(+)-N-(tert-butylsulfinyl)-3-amino-5-(2-phenyl-1,3-dioxolan-2-yl)pentanal

(Ss,5S,2E)-(+)-methyl N-(tert-butylsulfinyl)-5-amino-7-(2-phenyl-1,3-dioxolan-2-yl)-hept-2-enoate

(5S,2E)-(+)-methyl (3,4-dihydro-5-phenyl-2H-pyrrol-2-yl)-but-2-enoate

C₁₅H₁₇NO₃