(R)-4-(tert-butyldimethylsiloxymethyl)-2-phenyl-4,5-dihydrooxazol-4-ylmethyl acetate

Base Information

Chemical Name:(R)-4-(tert-butyldimethylsiloxymethyl)-2-phenyl-4,5-dihydrooxazol-4-ylmethyl acetate
CAS No.:889893-52-1
Molecular Formula:C₁₉H₂₉NO₄Si
Molecular Weight:363.529
Hs Code.:

Synonyms:(R)-4-(tert-butyldimethylsiloxymethyl)-2-phenyl-4,5-dihydrooxazol-4-ylmethyl acetate

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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 (R)-4-(tert-butyldimethylsiloxymethyl)-2-phenyl-4,5-dihydrooxazol-4-ylmethyl acetate

Chemical Property:

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Technology Process of (R)-4-(tert-butyldimethylsiloxymethyl)-2-phenyl-4,5-dihydrooxazol-4-ylmethyl acetate

There total 2 articles about (R)-4-(tert-butyldimethylsiloxymethyl)-2-phenyl-4,5-dihydrooxazol-4-ylmethyl acetate 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: 100.0%

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

: 18162-48-6
tert-butyldimethylsilyl chloride

: 889893-52-1
(R)-4-(tert-butyldimethylsiloxymethyl)-2-phenyl-4,5-dihydrooxazol-4-ylmethyl acetate

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 1h;
DOI:10.1016/j.tet.2006.02.022

Reference yield:

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

: 889893-52-1
(R)-4-(tert-butyldimethylsiloxymethyl)-2-phenyl-4,5-dihydrooxazol-4-ylmethyl acetate

Guidance literature:: Multi-step reaction with 2 steps

1: Pseudomonas fluorescens lipase

2: 100 percent / imidazole / dimethylformamide / 1 h / 20 °C

With 1H-imidazole; pseudomonas fluorescens lipase; In N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2006.02.022

Reference yield:

: 889893-52-1
(R)-4-(tert-butyldimethylsiloxymethyl)-2-phenyl-4,5-dihydrooxazol-4-ylmethyl acetate

: 889893-57-6
methyl (S)-2-benzoyloxymethyl-5-oxopyrrolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1.1: 98 percent / potassium carbonate / methanol / 0.17 h / 20 °C

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

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

3.2: 56.0 mg / tetrahydrofuran / 0.25 h / -78 - 0 °C

4.1: 98 percent / hydrogen / Pd/C / ethanol / 0.5 h / 20 °C

5.1: 79 percent / TBAF / tetrahydrofuran / 0.08 h / 20 °C

6.1: 2,2,6,6-tetramethyl-1-piperidinyloxy; bis(acetoxy)iodobenzene / H₂O; CH₂Cl₂ / 1.25 h / 20 °C

7.1: 24.5 mg / methanol; diethyl ether / 0.92 h / 0 - 20 °C

8.1: 81 percent / HCl / methanol / 2.5 h / 80 °C

With hydrogenchloride; 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; 3.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/j.tet.2006.02.022