diethyl 2-(2-((tert-butyldimethylsilyloxy)methyl)phenethyl)malonate

Base Information

• Chemical Name: diethyl 2-(2-((tert-butyldimethylsilyloxy)methyl)phenethyl)malonate
• CAS No.: 888324-95-6
• Molecular Formula: C₂₂H₃₆O₅Si
• Molecular Weight: 408.61
• Mol file: 888324-95-6.mol

Synonyms:diethyl 2-(2-((tert-butyldimethylsilyloxy)methyl)phenethyl)malonate

Chemical Property of diethyl 2-(2-((tert-butyldimethylsilyloxy)methyl)phenethyl)malonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl 2-(2-((tert-butyldimethylsilyloxy)methyl)phenethyl)malonate

There total 7 articles about diethyl 2-(2-((tert-butyldimethylsilyloxy)methyl)phenethyl)malonate 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%

[2-(2-bromo-ethyl)-benzyloxy]-tert-butyl-dimethyl-silane (951776-91-3) + diethyl malonate (105-53-3) → diethyl 2-(2-((tert-butyldimethylsilyloxy)methyl)phenethyl)malonate (888324-95-6)

Guidance literature:

[2-(2-bromo-ethyl)-benzyloxy]-tert-butyl-dimethyl-silane; diethyl malonate; With sodium hydride; In tetrahydrofuran; at 20 ℃;

With sodium iodide; In acetonitrile; at 60 ℃; for 12h;

DOI:10.1021/ol0604264

Reference yield:

2-[2-((tert-butyldimethylsilanyloxy)methyl)phenyl]ethanol (888324-77-4) → diethyl 2-(2-((tert-butyldimethylsilyloxy)methyl)phenethyl)malonate (888324-95-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 93 percent / LiBr; Et₃N; methanesulfonyl chloride / tetrahydrofuran / 144 h / 20 °C

2.1: NaH / tetrahydrofuran / 20 °C

2.2: 80 percent / NaI / acetonitrile / 12 h / 60 °C

With sodium hydride; methanesulfonyl chloride; triethylamine; lithium bromide; In tetrahydrofuran;

DOI:10.1021/ol0604264

Reference yield:

{2-[2-(4-methoxy-benzyloxy)-ethyl]-phenyl}-methanol → diethyl 2-(2-((tert-butyldimethylsilyloxy)methyl)phenethyl)malonate (888324-95-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 94 percent / imidazole / dimethylformamide / 23 h / 20 °C

2.1: 85 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 2.5 h / 20 °C

3.1: 93 percent / LiBr; Et₃N; methanesulfonyl chloride / tetrahydrofuran / 144 h / 20 °C

4.1: NaH / tetrahydrofuran / 20 °C

4.2: 80 percent / NaI / acetonitrile / 12 h / 60 °C

With 1H-imidazole; sodium hydride; methanesulfonyl chloride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium bromide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/ol0604264

upstream raw materials:

[2-(2-bromo-ethyl)-benzyloxy]-tert-butyl-dimethyl-silane

diethyl malonate

2-[2-((tert-butyldimethylsilanyloxy)methyl)phenyl]ethanol

tert-butyl(2-(2-(4-methoxybenzyloxy)ethyl)benzyloxy)dimethylsilane

Downstream raw materials:

6-(2-((tert-butyldimethylsilyloxy)methyl)phenyl)-4-((4-methoxybenzyloxy)methyl)-2-(tert-butyldimethylsilyloxy)hex-1-en

6-(2-((tert-butyldimethylsilyloxy)methyl)phenyl)-4-((4-methoxybenzyloxy)methyl)hex-1-en-3-ol

3-(tert-butyldimethylsilyloxy)-2-{2-[2-(tert-butyldimethylsilyloxymethyl)phenyl]ethyl}pent-4-en-1-ol

4-(2-((tert-butyldimethylsilyloxy)methyl)phenyl)-2-((4-methoxybenzyloxy)methyl)butan-1-ol