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

Base Information

Chemical Name:ethyl (S,E)-3-[4-(tert-butyldimethylsiloxymethyl)-2-phenyl-4,5-dihydrooxazol-4-yl]acrylate
CAS No.:889893-54-3
Molecular Formula:C₂₁H₃₁NO₄Si
Molecular Weight:389.567
Hs Code.:

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

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

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

There total 5 articles about ethyl (S,E)-3-[4-(tert-butyldimethylsiloxymethyl)-2-phenyl-4,5-dihydrooxazol-4-yl]acrylate 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:

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

: 24074-26-8
ethyl (diisopropylphosphoryl)acetate

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

Guidance literature:: ethyl (diisopropylphosphoryl)acetate; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.75h;

4-(tert-butyl-dimethyl-silanyloxymethyl)-2-phenyl-4,5-dihydro-oxazole-4-carbaldehyde; In tetrahydrofuran; at -78 - 0 ℃; for 0.25h;
DOI:10.1016/j.tet.2006.02.022

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 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

With 1H-imidazole; pseudomonas fluorescens lipase; sodium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; methanol; 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

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

Guidance literature:: Multi-step reaction with 4 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

With 1H-imidazole; sodium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 4.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/j.tet.2006.02.022