3-tert-butyldimethylsilyloxy-5-phenyl-N-methoxy-N-methyl-pentanamide

Base Information

• Chemical Name: 3-tert-butyldimethylsilyloxy-5-phenyl-N-methoxy-N-methyl-pentanamide
• CAS No.: 176536-26-8
• Molecular Formula: C₁₉H₃₃NO₃Si
• Molecular Weight: 351.561
• Mol file: 176536-26-8.mol

Synonyms:3-tert-butyldimethylsilyloxy-5-phenyl-N-methoxy-N-methyl-pentanamide

Chemical Property of 3-tert-butyldimethylsilyloxy-5-phenyl-N-methoxy-N-methyl-pentanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-tert-butyldimethylsilyloxy-5-phenyl-N-methoxy-N-methyl-pentanamide

There total 3 articles about 3-tert-butyldimethylsilyloxy-5-phenyl-N-methoxy-N-methyl-pentanamide 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: 96.0%

t-butyldimethylsiyl triflate (69739-34-0) + 3-hydroxy-N-methoxy-N-methyl-5-phenylpentanamide (176536-24-6) → 3-tert-butyldimethylsilyloxy-5-phenyl-N-methoxy-N-methyl-pentanamide (176536-26-8)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1021/ja953901u

Reference yield:

3-phenyl-propionaldehyde (104-53-0) → 3-tert-butyldimethylsilyloxy-5-phenyl-N-methoxy-N-methyl-pentanamide (176536-26-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) LDA / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, -78 deg C

2: 96 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

With 2,6-dimethylpyridine; lithium diisopropyl amide; In dichloromethane;

DOI:10.1021/ja953901u

Reference yield:

3-phenyl-propionaldehyde (104-53-0) → 3-tert-butyldimethylsilyloxy-5-phenyl-N-methoxy-N-methyl-pentanamide (176536-26-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: LDA / tetrahydrofuran / -78 °C

1.2: tetrahydrofuran

2.1: 2,6-lutidine / CH₂Cl₂

With 2,6-dimethylpyridine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ol060430f

upstream raw materials:

t-butyldimethylsiyl triflate

3-hydroxy-N-methoxy-N-methyl-5-phenylpentanamide

3-phenyl-propionaldehyde

Downstream raw materials:

3-<(tert-butyldimethylsilyl)oxy>-5-phenylpentanal

4-tert-butyldimethylsilyloxy-6-phenyl-2-hexanone

C₂₄H₃₄O₂Si

C₁₉H₃₂O₂Si