(S)-(+)-(N-(S)-p-toluenesulfinyl)-2-amino-3,3-(ethylenedioxy)-3-phenylpropanonitrile

Base Information

Chemical Name:(S)-(+)-(N-(S)-p-toluenesulfinyl)-2-amino-3,3-(ethylenedioxy)-3-phenylpropanonitrile
CAS No.:332072-80-7
Molecular Formula:C₁₉H₂₀N₂O₃S
Molecular Weight:356.445
Hs Code.:

Synonyms:(S)-(+)-(N-(S)-p-toluenesulfinyl)-2-amino-3,3-(ethylenedioxy)-3-phenylpropanonitrile

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Chemical Property of (S)-(+)-(N-(S)-p-toluenesulfinyl)-2-amino-3,3-(ethylenedioxy)-3-phenylpropanonitrile

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Technology Process of (S)-(+)-(N-(S)-p-toluenesulfinyl)-2-amino-3,3-(ethylenedioxy)-3-phenylpropanonitrile

There total 3 articles about (S)-(+)-(N-(S)-p-toluenesulfinyl)-2-amino-3,3-(ethylenedioxy)-3-phenylpropanonitrile 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: 82.0%

: 5804-85-3
diethylaluminium cyanide

: 332072-75-0
(S)-(+)-N-[3,3-(ethylenedioxy)-3-phenylpropylidene]-p-toluenesulfinamide

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

: 332072-80-7
(S)-(+)-(N-(S)-p-toluenesulfinyl)-2-amino-3,3-(ethylenedioxy)-3-phenylpropanonitrile

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

Reference yield:

: 27773-03-1
ethyl 3,3-(ethylenedioxy)-3-phenylpropanoate

: 332072-80-7
(S)-(+)-(N-(S)-p-toluenesulfinyl)-2-amino-3,3-(ethylenedioxy)-3-phenylpropanonitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: 95 percent / diisobutylaluminum hydride / CH₂Cl₂ / 3 h / -78 °C

2.1: 68 percent / Ti(OEt) / CH₂Cl₂

3.1: i-PrOH / tetrahydrofuran / 20 °C

3.2: 82 percent / tetrahydrofuran / -78 - 20 °C

With Ti(OEt); diisobutylaluminium hydride; isopropyl alcohol; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol015520t

Reference yield:

: 125261-01-0
2-(2-phenyl-1,3-dioxolan-2-yl)acetaldehyde

: 332072-80-7
(S)-(+)-(N-(S)-p-toluenesulfinyl)-2-amino-3,3-(ethylenedioxy)-3-phenylpropanonitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: 68 percent / Ti(OEt) / CH₂Cl₂

2.1: i-PrOH / tetrahydrofuran / 20 °C

2.2: 82 percent / tetrahydrofuran / -78 - 20 °C

With Ti(OEt); isopropyl alcohol; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol015520t