Benzyl-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-but-(Z)-ylidene]-amine

Base Information

• Chemical Name: Benzyl-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-but-(Z)-ylidene]-amine
• CAS No.: 173069-29-9
• Molecular Formula: C₁₉H₃₃NOSi
• Molecular Weight: 319.563
• Mol file: 173069-29-9.mol

Synonyms:Benzyl-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-but-(Z)-ylidene]-amine

Chemical Property of Benzyl-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-but-(Z)-ylidene]-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzyl-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-but-(Z)-ylidene]-amine

There total 1 articles about Benzyl-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-but-(Z)-ylidene]-amine 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:

(S)-3-((tert-butyldimethylsilyl)oxy)-4-methylpentan-2-one + benzylamine (100-46-9) → Benzyl-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-but-(Z)-ylidene]-amine (173069-29-9)

Guidance literature:

With titanium tetrachloride; at -78 ℃;

DOI:10.1039/c39950002327

Reference yield: 55.0%

Benzyloxyacetyl chloride (19810-31-2) + Benzyl-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-but-(Z)-ylidene]-amine (173069-29-9) → (3S,4S)-1-Benzyl-3-benzyloxy-4-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-4-methyl-azetidin-2-one (187332-35-0)

Guidance literature:

With triethylamine; In dichloromethane; at -78 - 20 ℃; for 20h;

DOI:10.1021/jo962017z

Reference yield:

Benzyl-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-but-(Z)-ylidene]-amine (173069-29-9) → (3S,4S)-1-benzyl-4-<(1S)-1-<(tert-butyldimethylsilyl)oxy>-2-methylpropyl>-3-hydroxy-4-methylazetidin-2-one (173069-38-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 55 percent / NEt₃ / CH₂Cl₂ / 20 h / -78 - 20 °C

2: 90 percent / NH₄HCO₂ / 10percent Pd on carbon / methanol / 1 h / Heating

With ammonium formate; triethylamine; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1021/jo962017z

upstream raw materials:

benzylamine

Downstream raw materials:

(3S,4S)-1-Benzyl-3-benzyloxy-4-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-4-methyl-azetidin-2-one

(3S,4S)-1-benzyl-4-<(1S)-1-<(tert-butyldimethylsilyl)oxy>-2-methylpropyl>-3-hydroxy-4-methylazetidin-2-one

(R)-1-Benzyl-4-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-4-methyl-azetidine-2,3-dione

(R)-3-Benzyl-4-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-4-methyl-oxazolidine-2,5-dione