(S)-(+)-N-[5,5-(ethylenedioxy)-5-phenyl-pentanylidene]-p-toluenesulfinamide

Base Information

• Chemical Name: (S)-(+)-N-[5,5-(ethylenedioxy)-5-phenyl-pentanylidene]-p-toluenesulfinamide
• CAS No.: 332072-74-9
• Molecular Formula: C₂₀H₂₃NO₃S
• Molecular Weight: 357.474

Synonyms:(S)-(+)-N-[5,5-(ethylenedioxy)-5-phenyl-pentanylidene]-p-toluenesulfinamide

Chemical Property of (S)-(+)-N-[5,5-(ethylenedioxy)-5-phenyl-pentanylidene]-p-toluenesulfinamide

Chemical Property:

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Technology Process of (S)-(+)-N-[5,5-(ethylenedioxy)-5-phenyl-pentanylidene]-p-toluenesulfinamide

There total 2 articles about (S)-(+)-N-[5,5-(ethylenedioxy)-5-phenyl-pentanylidene]-p-toluenesulfinamide 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: 80.0%

(S)-p-toluenesulfinimide (188447-91-8) + 5,5-(ethylenedioxy)-5-phenylpentanal (165613-10-5) → (S)-(+)-N-[5,5-(ethylenedioxy)-5-phenyl-pentanylidene]-p-toluenesulfinamide (332072-74-9)

Guidance literature:

With titanium(IV) tetraethanolate; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1021/ol015520t

Reference yield:

ethyl 6-phenyl 5,5-(ethylenedioxy)hexanoate (17851-44-4) → (S)-(+)-N-[5,5-(ethylenedioxy)-5-phenyl-pentanylidene]-p-toluenesulfinamide (332072-74-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / diisobutylaluminum hydride / CH₂Cl₂ / -78 °C

2: 80 percent / titanium (IV) ethoxide / CH₂Cl₂ / 0.5 h / 20 °C

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

DOI:10.1021/ol015520t

Reference yield: 90.0%

diethylaluminium cyanide (5804-85-3) + (S)-(+)-N-[5,5-(ethylenedioxy)-5-phenyl-pentanylidene]-p-toluenesulfinamide (332072-74-9) → 4-Methyl-benzenesulfinic acid [(R)-1-cyano-4-(2-phenyl-[1,3]dioxolan-2-yl)-butyl]-amide + (S)-(+)-(N-(S)-p-toluenesulfinyl)-2-amino-5,5-(ethylednedioxy)-5-phenylhexanonitrile (332072-79-4)

Guidance literature:

With isopropyl alcohol; In tetrahydrofuran; at -78 ℃;

DOI:10.1021/ol015520t

upstream raw materials:

(S)-p-toluenesulfinimide

5,5-(ethylenedioxy)-5-phenylpentanal

ethyl 6-phenyl 5,5-(ethylenedioxy)hexanoate

Downstream raw materials:

(S)-(+)-(N-(S)-p-toluenesulfinyl)-2-amino-5,5-(ethylednedioxy)-5-phenylhexanonitrile

(S_S,R)-(+)-O,O-diethyl N-(p-toluenesulfinyl)-1-amino-5,5-(ethylenedioxy)-5-phenylpentylphosphonate

(R)-(-)-O,O-diethyl 6-phenyl-2,3,4,5-tetrahydropyridine-2-phosphonate

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