2-benzyl-3-ethyl-3-hydroxypentanoic acid methyl ester

Base Information

• Chemical Name: 2-benzyl-3-ethyl-3-hydroxypentanoic acid methyl ester
• CAS No.: 548458-57-7
• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.338
• Mol file: 548458-57-7.mol

Synonyms:2-benzyl-3-ethyl-3-hydroxypentanoic acid methyl ester

Chemical Property of 2-benzyl-3-ethyl-3-hydroxypentanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 2-benzyl-3-ethyl-3-hydroxypentanoic acid methyl ester

There total 3 articles about 2-benzyl-3-ethyl-3-hydroxypentanoic acid methyl ester 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:

(Z)-(1-(benzyloxy)prop-1-enyloxy)trimethylsilane (133464-89-8) + pentan-3-one (96-22-0) → 2-benzyl-3-ethyl-3-hydroxypentanoic acid methyl ester (548458-57-7) + (R)-2-Benzyl-3-ethyl-3-trimethylsilanyloxy-pentanoic acid methyl ester

Guidance literature:

pentan-3-one; With triethoxyfluorosilane; (PPh₃)₃CuF; 1,1′-binaphthalene-2,2′-diylbis[bis(4-methylphenyl)phosphine]; In tetrahydrofuran; at -20 ℃; for 0.25h;

(Z)-(1-(benzyloxy)prop-1-enyloxy)trimethylsilane; In tetrahydrofuran; for 24h;

With triethylamine tris(hydrogen fluoride); In tetrahydrofuran; at 20 ℃; for 0.5h; Title compound not separated from byproducts;

DOI:10.1021/ja034993n

Reference yield:

Methyl cinnamate (103-26-4,1754-62-7) + pentan-3-one (96-22-0) → (R)-2-Benzyl-3-ethyl-3-hydroxy-pentanoic acid methyl ester + 2-benzyl-3-ethyl-3-hydroxypentanoic acid methyl ester (548458-57-7)

Guidance literature:

With (R)-2,2'-bis[bis(3-methylphenyl)phosphino]-1,1'-binaphthyl; Triethoxysilane; (PPh₃)₃CuF; In tetrahydrofuran; at -25 ℃; for 12h; Title compound not separated from byproducts;

DOI:10.1016/j.tetlet.2005.12.097

Reference yield:

3-phenylpropanoic acid methyl ester (103-25-3) → 2-benzyl-3-ethyl-3-hydroxypentanoic acid methyl ester (548458-57-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: LDA; HMPA / tetrahydrofuran; hexane

1.2: HMPA / tetrahydrofuran; hexane

2.1: CuF*3PPh₃*2EtOH; (S)-tol-BINAP; (EtO)3SiF / tetrahydrofuran / 0.25 h / -20 °C

2.2: tetrahydrofuran / 24 h

2.3: 3HF*Et₃N / tetrahydrofuran / 0.5 h / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; triethoxyfluorosilane; (PPh₃)₃CuF; 1,1′-binaphthalene-2,2′-diylbis[bis(4-methylphenyl)phosphine]; lithium diisopropyl amide; In tetrahydrofuran; hexane;

DOI:10.1021/ja034993n

upstream raw materials:

(Z)-(1-(benzyloxy)prop-1-enyloxy)trimethylsilane

pentan-3-one

Methyl cinnamate

3-phenylpropanoic acid methyl ester

Downstream raw materials:

(2S)-2-benzyl-3-ethyl-3-hydroxypentanoic acid