Diethyl 2-hydroxy-1-(trimethylsiloxy)-2-(5-methylthien-2-yl)-1-phenylethanephosphonate

Base Information

• Chemical Name: Diethyl 2-hydroxy-1-(trimethylsiloxy)-2-(5-methylthien-2-yl)-1-phenylethanephosphonate
• CAS No.: 74552-50-4
• Molecular Formula: C₂₀H₃₁O₅PSSi
• Molecular Weight: 442.588

Synonyms:Diethyl 2-hydroxy-1-(trimethylsiloxy)-2-(5-methylthien-2-yl)-1-phenylethanephosphonate

Chemical Property of Diethyl 2-hydroxy-1-(trimethylsiloxy)-2-(5-methylthien-2-yl)-1-phenylethanephosphonate

Chemical Property:

Purity/Quality:

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Technology Process of Diethyl 2-hydroxy-1-(trimethylsiloxy)-2-(5-methylthien-2-yl)-1-phenylethanephosphonate

There total 2 articles about Diethyl 2-hydroxy-1-(trimethylsiloxy)-2-(5-methylthien-2-yl)-1-phenylethanephosphonate 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: 87.0%

5-methylthiophene-2-carboxaldehyde (13679-70-4) + diethyl 1-phenyl-1-(trimethylsiloxy)methanephosphonate (31675-43-1) → Diethyl 2-hydroxy-1-(trimethylsiloxy)-2-(5-methylthien-2-yl)-1-phenylethanephosphonate (74552-50-4)

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran; at -60 ℃; for 0.166667h;

DOI:10.1021/jo01308a009

Reference yield:

benzaldehyde (100-52-7) → Diethyl 2-hydroxy-1-(trimethylsiloxy)-2-(5-methylthien-2-yl)-1-phenylethanephosphonate (74552-50-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / 4 h / Heating

2: 87 percent / Diisopropylamine, n-BuLi / tetrahydrofuran / 0.17 h / -60 °C

With n-butyllithium; diisopropylamine; In tetrahydrofuran;

DOI:10.1021/jo01308a009

Reference yield: 92.0%

Diethyl 2-hydroxy-1-(trimethylsiloxy)-2-(5-methylthien-2-yl)-1-phenylethanephosphonate (74552-50-4) → 2-Hydroxy-2-(5-methylthien-2-yl)-1-phenylethanone (74552-52-6)

Guidance literature:

With sodium hydroxide; for 0.333333h; Ambient temperature;

DOI:10.1016/S0040-4039(00)78827-7

upstream raw materials:

5-methylthiophene-2-carboxaldehyde

diethyl 1-phenyl-1-(trimethylsiloxy)methanephosphonate

benzaldehyde

Downstream raw materials:

2-Hydroxy-2-(5-methylthien-2-yl)-1-phenylethanone

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