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

Base Information

• Chemical Name: (R)-1-Benzyl-4-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-4-methyl-azetidine-2,3-dione
• CAS No.: 173069-41-5
• Molecular Formula: C₂₁H₃₃NO₃Si
• Molecular Weight: 375.583
• Mol file: 173069-41-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about (R)-1-Benzyl-4-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-4-methyl-azetidine-2,3-dione 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%

(3S,4S)-1-benzyl-4-<(1S)-1-<(tert-butyldimethylsilyl)oxy>-2-methylpropyl>-3-hydroxy-4-methylazetidin-2-one (173069-38-0) → (R)-1-Benzyl-4-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-4-methyl-azetidine-2,3-dione (173069-41-5)

Guidance literature:

With phosphorus pentoxide; In dimethyl sulfoxide; for 20h; Ambient temperature;

DOI:10.1039/c39950002327

Reference yield:

(S)-3-((tert-butyldimethylsilyl)oxy)-4-methylpentan-2-one → (R)-1-Benzyl-4-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-4-methyl-azetidine-2,3-dione (173069-41-5)

Guidance literature:

Multi-step reaction with 4 steps

1: TiCl₄ / -78 °C

2: NEt₃ / CH₂Cl₂ / 20 h / -78 deg C to r.t.

3: NH₄HCO₃ / 10percent Pd-C / methanol

4: 80 percent / P₂O₅ / dimethylsulfoxide / 20 h / Ambient temperature

With phosphorus pentoxide; titanium tetrachloride; ammonium bicarbonate; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; dimethyl sulfoxide;

DOI:10.1039/c39950002327

Reference yield:

Benzyl-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-but-(Z)-ylidene]-amine (173069-29-9) → (R)-1-Benzyl-4-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-4-methyl-azetidine-2,3-dione (173069-41-5)

Guidance literature:

Multi-step reaction with 3 steps

1: NEt₃ / CH₂Cl₂ / 20 h / -78 deg C to r.t.

2: NH₄HCO₃ / 10percent Pd-C / methanol

3: 80 percent / P₂O₅ / dimethylsulfoxide / 20 h / Ambient temperature

With phosphorus pentoxide; ammonium bicarbonate; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; dimethyl sulfoxide;

DOI:10.1039/c39950002327

upstream raw materials:

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

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

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

benzylamine

Downstream raw materials:

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