1-benzyl-6-methoxy-3-<5-(trimethylsilyl)-3-pentynyl>-2-piperidinone

Base Information

• Chemical Name: 1-benzyl-6-methoxy-3-<5-(trimethylsilyl)-3-pentynyl>-2-piperidinone
• CAS No.: 117416-16-7
• Molecular Formula: C₂₁H₃₁NO₂Si
• Molecular Weight: 357.568
• Mol file: 117416-16-7.mol

Synonyms:1-benzyl-6-methoxy-3-<5-(trimethylsilyl)-3-pentynyl>-2-piperidinone

Chemical Property of 1-benzyl-6-methoxy-3-<5-(trimethylsilyl)-3-pentynyl>-2-piperidinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-benzyl-6-methoxy-3-<5-(trimethylsilyl)-3-pentynyl>-2-piperidinone

There total 2 articles about 1-benzyl-6-methoxy-3-<5-(trimethylsilyl)-3-pentynyl>-2-piperidinone 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: 55.0%

5-iodo-1-(trimethylsilyl)-2-pentyne (88996-00-3) + 1-benzyl-6-methoxy-2-piperidinone (117416-11-2) → 1-benzyl-6-methoxy-3-<5-(trimethylsilyl)-3-pentynyl>-2-piperidinone (117416-16-7)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃; for 2h;

DOI:10.1016/S0040-4020(01)86638-2

Reference yield:

1-benzylpiperidine-2,6-dione (42856-43-9) → 1-benzyl-6-methoxy-3-<5-(trimethylsilyl)-3-pentynyl>-2-piperidinone (117416-16-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 49 percent / sodium borohydride, 2 M HCl / 4 h / 0 - 5 °C

2: 55 percent / LDA / tetrahydrofuran / 2 h / -78 - 20 °C

With hydrogenchloride; sodium tetrahydroborate; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1016/S0040-4020(01)86638-2

Reference yield: 93.0%

1-benzyl-6-methoxy-3-<5-(trimethylsilyl)-3-pentynyl>-2-piperidinone (117416-16-7) → 6-benzyl-4-vinylidene-6-azabicyclo<3.2.2>nonan-7-one (88996-15-0)

Guidance literature:

With formic acid; for 0.5h; Ambient temperature;

DOI:10.1016/S0040-4020(01)86638-2

upstream raw materials:

5-iodo-1-(trimethylsilyl)-2-pentyne

1-benzyl-6-methoxy-2-piperidinone

1-benzylpiperidine-2,6-dione

Downstream raw materials:

6-benzyl-4-vinylidene-6-azabicyclo<3.2.2>nonan-7-one