4-(tert-butyldimethylsilyloxy)-N-methoxy-N-methyl-4-phenylbutanamide

Base Information

• Chemical Name: 4-(tert-butyldimethylsilyloxy)-N-methoxy-N-methyl-4-phenylbutanamide
• CAS No.: 1453470-27-3
• Molecular Formula: C₁₈H₃₁NO₃Si
• Molecular Weight: 337.535
• Mol file: 1453470-27-3.mol

Synonyms:4-(tert-butyldimethylsilyloxy)-N-methoxy-N-methyl-4-phenylbutanamide

Chemical Property of 4-(tert-butyldimethylsilyloxy)-N-methoxy-N-methyl-4-phenylbutanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(tert-butyldimethylsilyloxy)-N-methoxy-N-methyl-4-phenylbutanamide

There total 1 articles about 4-(tert-butyldimethylsilyloxy)-N-methoxy-N-methyl-4-phenylbutanamide 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%

3-phenyldihydrofuran-2-one (6836-98-2) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + tert-butyldimethylsilyl chloride (18162-48-6) → 4-(tert-butyldimethylsilyloxy)-N-methoxy-N-methyl-4-phenylbutanamide (1453470-27-3)

Guidance literature:

3-phenyldihydrofuran-2-one; N,O-dimethylhydroxylamine*hydrochloride; With diisobutylaluminium hydride; In tetrahydrofuran; n-heptane; at 20 ℃; for 4.5h;

tert-butyldimethylsilyl chloride; With pyridine; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/ol402017x

Reference yield: 64.0%

4-(tert-butyldimethylsilyloxy)-N-methoxy-N-methyl-4-phenylbutanamide (1453470-27-3) + vinyl magnesium bromide (1826-67-1) → 6-(tert-butyldimethylsilyloxy)-6-phenylhex-1-en-3-one (1453470-35-3)

Guidance literature:

In tetrahydrofuran; diethyl ether; at -80 ℃; for 19h;

DOI:10.1021/ol402017x

Reference yield:

4-(tert-butyldimethylsilyloxy)-N-methoxy-N-methyl-4-phenylbutanamide (1453470-27-3) → C22H24O3 (1453470-68-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran; diethyl ether / 19 h / -80 °C

2.1: 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran; isopropyl alcohol / 20 °C / Inert atmosphere

2.2: 20 °C

With 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; diethyl ether; isopropyl alcohol;

DOI:10.1021/ol402017x

upstream raw materials:

3-phenyldihydrofuran-2-one

N,O-dimethylhydroxylamine*hydrochloride

tert-butyldimethylsilyl chloride

Downstream raw materials:

C₃₅H₄₆O₄Si

C₃₄H₅₄O₄Si₂

C₂₂H₂₄O₃

C₂₄H₃₀O₄