ethyl (R)-3-(4-hydroxymethyl-2-phenyl-4,5-dihydrooxazol-4-yl)propionate

Base Information

Chemical Name:ethyl (R)-3-(4-hydroxymethyl-2-phenyl-4,5-dihydrooxazol-4-yl)propionate
CAS No.:889893-58-7
Molecular Formula:C₁₅H₁₉NO₄
Molecular Weight:277.32
Hs Code.:

Synonyms:

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Chemical Property of ethyl (R)-3-(4-hydroxymethyl-2-phenyl-4,5-dihydrooxazol-4-yl)propionate

Chemical Property:

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Technology Process of ethyl (R)-3-(4-hydroxymethyl-2-phenyl-4,5-dihydrooxazol-4-yl)propionate

There total 6 articles about ethyl (R)-3-(4-hydroxymethyl-2-phenyl-4,5-dihydrooxazol-4-yl)propionate 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:

: 62203-32-1
2-phenyl-4(bis-hydroxymethyl)-Δ²-oxazoline

: 889893-58-7
ethyl (R)-3-(4-hydroxymethyl-2-phenyl-4,5-dihydrooxazol-4-yl)propionate

Guidance literature:: Multi-step reaction with 7 steps

1.1: Pseudomonas fluorescens lipase

2.1: 100 percent / imidazole / dimethylformamide / 1 h / 20 °C

3.1: 98 percent / potassium carbonate / methanol / 0.17 h / 20 °C

4.1: TFAA; DMSO; triethylamine / CH₂Cl₂ / -78 - 20 °C

5.1: NaH / tetrahydrofuran / 0.75 h / 0 °C

5.2: 56.0 mg / tetrahydrofuran / 0.25 h / -78 - 0 °C

6.1: 98 percent / hydrogen / Pd/C / ethanol / 0.5 h / 20 °C

7.1: 79 percent / TBAF / tetrahydrofuran / 0.08 h / 20 °C

With 1H-imidazole; pseudomonas fluorescens lipase; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; 5.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/j.tet.2006.02.022

Reference yield:

: 889893-47-4
(R)-4-hydroxymethyl-2-phenyl-4,5-dihydrooxazol-4-ylmethyl acetate

: 889893-58-7
ethyl (R)-3-(4-hydroxymethyl-2-phenyl-4,5-dihydrooxazol-4-yl)propionate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 100 percent / imidazole / dimethylformamide / 1 h / 20 °C

2.1: 98 percent / potassium carbonate / methanol / 0.17 h / 20 °C

3.1: TFAA; DMSO; triethylamine / CH₂Cl₂ / -78 - 20 °C

4.1: NaH / tetrahydrofuran / 0.75 h / 0 °C

4.2: 56.0 mg / tetrahydrofuran / 0.25 h / -78 - 0 °C

5.1: 98 percent / hydrogen / Pd/C / ethanol / 0.5 h / 20 °C

6.1: 79 percent / TBAF / tetrahydrofuran / 0.08 h / 20 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; 4.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/j.tet.2006.02.022

Reference yield:

: 4-(tert-butyl-dimethyl-silanyloxymethyl)-2-phenyl-4,5-dihydro-oxazole-4-carbaldehyde

: 889893-58-7
ethyl (R)-3-(4-hydroxymethyl-2-phenyl-4,5-dihydrooxazol-4-yl)propionate

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / tetrahydrofuran / 0.75 h / 0 °C

1.2: 56.0 mg / tetrahydrofuran / 0.25 h / -78 - 0 °C

2.1: 98 percent / hydrogen / Pd/C / ethanol / 0.5 h / 20 °C

3.1: 79 percent / TBAF / tetrahydrofuran / 0.08 h / 20 °C

With tetrabutyl ammonium fluoride; hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; ethanol; 1.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/j.tet.2006.02.022