(S)-(+)-(N-(S)-p-toluenesulfinyl)-2-amino-5,5-(ethylenedioxy)-heptanonitrile

Base Information

Chemical Name:(S)-(+)-(N-(S)-p-toluenesulfinyl)-2-amino-5,5-(ethylenedioxy)-heptanonitrile
CAS No.:332072-78-3
Molecular Formula:C₁₆H₂₂N₂O₃S
Molecular Weight:322.428
Hs Code.:

Synonyms:(S)-(+)-(N-(S)-p-toluenesulfinyl)-2-amino-5,5-(ethylenedioxy)-heptanonitrile

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Chemical Property of (S)-(+)-(N-(S)-p-toluenesulfinyl)-2-amino-5,5-(ethylenedioxy)-heptanonitrile

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Technology Process of (S)-(+)-(N-(S)-p-toluenesulfinyl)-2-amino-5,5-(ethylenedioxy)-heptanonitrile

There total 3 articles about (S)-(+)-(N-(S)-p-toluenesulfinyl)-2-amino-5,5-(ethylenedioxy)-heptanonitrile 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: 95.0%

: 5804-85-3
diethylaluminium cyanide

: 332072-73-8
(S)-(+)-N-[5,5-(ethylenedioxy)hexanylidene]-p-toluenesulfinamide

: 4-Methyl-benzenesulfinic acid [(R)-1-cyano-4-(2-methyl-[1,3]dioxolan-2-yl)-butyl]-amide

: 332072-78-3
(S)-(+)-(N-(S)-p-toluenesulfinyl)-2-amino-5,5-(ethylenedioxy)-heptanonitrile

Guidance literature:: With isopropyl alcohol; In tetrahydrofuran; at -78 ℃;
DOI:10.1021/ol015520t

Reference yield:

: 944-27-4
ethyl 4-(2-methyl-1,3-dioxolan-2-yl)butanoate

: 332072-78-3
(S)-(+)-(N-(S)-p-toluenesulfinyl)-2-amino-5,5-(ethylenedioxy)-heptanonitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: 90 percent / diisobutylaluminum hydride / CH₂Cl₂ / -78 °C

2.1: LiHMDS / tetrahydrofuran / 20 °C

2.2: 61 percent / tetrahydrofuran / -78 °C

3.1: i-PrOH / tetrahydrofuran / 20 °C

3.2: 95 percent / tetrahydrofuran / -78 - 20 °C

With diisobutylaluminium hydride; isopropyl alcohol; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol015520t

Reference yield:

: 42991-09-3
4-(2-methyl-1,3-dioxolan-2-yl)butanal

: 332072-78-3
(S)-(+)-(N-(S)-p-toluenesulfinyl)-2-amino-5,5-(ethylenedioxy)-heptanonitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: LiHMDS / tetrahydrofuran / 20 °C

1.2: 61 percent / tetrahydrofuran / -78 °C

2.1: i-PrOH / tetrahydrofuran / 20 °C

2.2: 95 percent / tetrahydrofuran / -78 - 20 °C

With isopropyl alcohol; lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1021/ol015520t