4-{1-[(tert-butyldimethylsilanyloxy)methyl]propoxy}-6-(2-phenylethyl)-2-pyrone

Base Information

• Chemical Name: 4-{1-[(tert-butyldimethylsilanyloxy)methyl]propoxy}-6-(2-phenylethyl)-2-pyrone
• CAS No.: 1642145-09-2
• Molecular Formula: C₂₃H₃₄O₄Si
• Molecular Weight: 402.606
• Mol file: 1642145-09-2.mol

Synonyms:4-{1-[(tert-butyldimethylsilanyloxy)methyl]propoxy}-6-(2-phenylethyl)-2-pyrone

Chemical Property of 4-{1-[(tert-butyldimethylsilanyloxy)methyl]propoxy}-6-(2-phenylethyl)-2-pyrone

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 4-{1-[(tert-butyldimethylsilanyloxy)methyl]propoxy}-6-(2-phenylethyl)-2-pyrone

There total 3 articles about 4-{1-[(tert-butyldimethylsilanyloxy)methyl]propoxy}-6-(2-phenylethyl)-2-pyrone 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: 81.0%

4-Hydroxy-6-phenethyl-2-pyrone (33253-32-6) + 1-tert-butyldimethylsilyloxy-2-hydroxybutane (136984-23-1) → 4-{1-[(tert-butyldimethylsilanyloxy)methyl]propoxy}-6-(2-phenylethyl)-2-pyrone (1642145-09-2)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In dichloromethane; at 0 - 25 ℃; Inert atmosphere;

DOI:10.3762/bjoc.10.116

Reference yield:

4-hydroxy-6-methyl-2-pyron (675-10-5) → 4-{1-[(tert-butyldimethylsilanyloxy)methyl]propoxy}-6-(2-phenylethyl)-2-pyrone (1642145-09-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1,1,1,3,3,3-hexamethyl-disilazane / 1 h / 80 °C / Inert atmosphere

1.2: 1.25 h / -78 °C / Inert atmosphere

1.3: 16 h / -78 - 20 °C / Inert atmosphere

2.1: di-isopropyl azodicarboxylate; triphenylphosphine / dichloromethane / 0 - 25 °C / Inert atmosphere

With di-isopropyl azodicarboxylate; triphenylphosphine; 1,1,1,3,3,3-hexamethyl-disilazane; In dichloromethane; 2.1: |Mitsunobu Displacement;

DOI:10.3762/bjoc.10.116

Reference yield:

benzyl bromide (100-39-0) → 4-{1-[(tert-butyldimethylsilanyloxy)methyl]propoxy}-6-(2-phenylethyl)-2-pyrone (1642145-09-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1,1,1,3,3,3-hexamethyl-disilazane / 1 h / 80 °C / Inert atmosphere

1.2: 1.25 h / -78 °C / Inert atmosphere

1.3: 16 h / -78 - 20 °C / Inert atmosphere

2.1: di-isopropyl azodicarboxylate; triphenylphosphine / dichloromethane / 0 - 25 °C / Inert atmosphere

With di-isopropyl azodicarboxylate; triphenylphosphine; 1,1,1,3,3,3-hexamethyl-disilazane; In dichloromethane; 2.1: |Mitsunobu Displacement;

DOI:10.3762/bjoc.10.116

upstream raw materials:

4-hydroxy-6-methyl-2-pyron

4-Hydroxy-6-phenethyl-2-pyrone

1-tert-butyldimethylsilyloxy-2-hydroxybutane

benzyl bromide