ethyl (S)-3-[4-(tert-butyldimethylsiloxymethyl)-2-phenyl-4,5-dihydrooxazol-4-yl]-propionate

Base Information

Chemical Name:ethyl (S)-3-[4-(tert-butyldimethylsiloxymethyl)-2-phenyl-4,5-dihydrooxazol-4-yl]-propionate
CAS No.:889893-55-4
Molecular Formula:C₂₁H₃₃NO₄Si
Molecular Weight:391.583
Hs Code.:

Synonyms:ethyl (S)-3-[4-(tert-butyldimethylsiloxymethyl)-2-phenyl-4,5-dihydrooxazol-4-yl]-propionate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of ethyl (S)-3-[4-(tert-butyldimethylsiloxymethyl)-2-phenyl-4,5-dihydrooxazol-4-yl]-propionate

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Technology Process of ethyl (S)-3-[4-(tert-butyldimethylsiloxymethyl)-2-phenyl-4,5-dihydrooxazol-4-yl]-propionate

There total 6 articles about ethyl (S)-3-[4-(tert-butyldimethylsiloxymethyl)-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: 98.0%

: 889893-54-3
ethyl (S,E)-3-[4-(tert-butyldimethylsiloxymethyl)-2-phenyl-4,5-dihydrooxazol-4-yl]acrylate

: 889893-55-4
ethyl (S)-3-[4-(tert-butyldimethylsiloxymethyl)-2-phenyl-4,5-dihydrooxazol-4-yl]-propionate

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 0.5h;
DOI:10.1016/j.tet.2006.02.022

Reference yield:

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

: 889893-55-4
ethyl (S)-3-[4-(tert-butyldimethylsiloxymethyl)-2-phenyl-4,5-dihydrooxazol-4-yl]-propionate

Guidance literature:: Multi-step reaction with 6 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

With 1H-imidazole; pseudomonas fluorescens lipase; 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

: 889893-55-4
ethyl (S)-3-[4-(tert-butyldimethylsiloxymethyl)-2-phenyl-4,5-dihydrooxazol-4-yl]-propionate

Guidance literature:: Multi-step reaction with 5 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

With 1H-imidazole; 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