(S_S,2R,3S)-(+)-N-(p-toluenesulfinyl)-2-amino-[(tert-butyldimethylsilyl)oxy]-3-phenylpropionitrile

Base Information

• Chemical Name: (S_S,2R,3S)-(+)-N-(p-toluenesulfinyl)-2-amino-[(tert-butyldimethylsilyl)oxy]-3-phenylpropionitrile
• CAS No.: 310435-58-6
• Molecular Formula: C₂₂H₃₀N₂O₂SSi
• Molecular Weight: 414.644

Synonyms:(S_S,2R,3S)-(+)-N-(p-toluenesulfinyl)-2-amino-[(tert-butyldimethylsilyl)oxy]-3-phenylpropionitrile

Chemical Property of (S_S,2R,3S)-(+)-N-(p-toluenesulfinyl)-2-amino-[(tert-butyldimethylsilyl)oxy]-3-phenylpropionitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S_S,2R,3S)-(+)-N-(p-toluenesulfinyl)-2-amino-[(tert-butyldimethylsilyl)oxy]-3-phenylpropionitrile

There total 3 articles about (S_S,2R,3S)-(+)-N-(p-toluenesulfinyl)-2-amino-[(tert-butyldimethylsilyl)oxy]-3-phenylpropionitrile 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: 93.0%

diethylaluminium cyanide (5804-85-3) + (SS,2S)-(+)-N-[(tert-butyldimethylsilyl)oxy]-2-phenylacetylidene-p-toluenesulfinamide (310435-47-3) → (SS,2R,3S)-(+)-N-(p-toluenesulfinyl)-2-amino-[(tert-butyldimethylsilyl)oxy]-3-phenylpropionitrile (310435-58-6)

Guidance literature:

With isopropyl alcohol; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1021/jo000559h

Reference yield:

(2S)-2-(tert-butyldimethylsilyloxy)-2-phenylacetaldehyde (133187-22-1) → (SS,2R,3S)-(+)-N-(p-toluenesulfinyl)-2-amino-[(tert-butyldimethylsilyl)oxy]-3-phenylpropionitrile (310435-58-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 47 percent / Ti(OEt)4 / CH₂Cl₂ / 2 h / 20 °C

2: 93 percent / i-PrOH / tetrahydrofuran / -78 - 20 °C

With titanium(IV) tetraethanolate; isopropyl alcohol; In tetrahydrofuran; dichloromethane; 1: Condensation / 2: Addition;

DOI:10.1021/jo000559h

Reference yield:

(S)-p-toluenesulfinimide (188447-91-8) → (SS,2R,3S)-(+)-N-(p-toluenesulfinyl)-2-amino-[(tert-butyldimethylsilyl)oxy]-3-phenylpropionitrile (310435-58-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 47 percent / Ti(OEt)4 / CH₂Cl₂ / 2 h / 20 °C

2: 93 percent / i-PrOH / tetrahydrofuran / -78 - 20 °C

With titanium(IV) tetraethanolate; isopropyl alcohol; In tetrahydrofuran; dichloromethane; 1: Condensation / 2: Addition;

DOI:10.1021/jo000559h

upstream raw materials:

diethylaluminium cyanide

(S_S,2S)-(+)-N-[(tert-butyldimethylsilyl)oxy]-2-phenylacetylidene-p-toluenesulfinamide

(2S)-2-(tert-butyldimethylsilyloxy)-2-phenylacetaldehyde

(S)-p-toluenesulfinimide

Downstream raw materials:

(2S,3S)-2-amino-3-hydroxy-3-phenylpropanoic acid

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 310435-58-6 (S_S,2R,3S)-(+)-N-(p-toluenesulfinyl)-2-amino-[(tert-butyldimethylsilyl)oxy]-3-phenylpropionitrile

Send

Send

Metric Ton KG G Pound L ML

Send

Send