4-phenyl-2-(2,5,5-trimethyl-[1,3]dioxan-2-ylmethyl)-oxazole

Base Information

Chemical Name:4-phenyl-2-(2,5,5-trimethyl-[1,3]dioxan-2-ylmethyl)-oxazole
CAS No.:304457-04-3
Molecular Formula:C₁₇H₂₁NO₃
Molecular Weight:287.359
Hs Code.:

Synonyms:4-phenyl-2-(2,5,5-trimethyl-[1,3]dioxan-2-ylmethyl)-oxazole

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Chemical Property of 4-phenyl-2-(2,5,5-trimethyl-[1,3]dioxan-2-ylmethyl)-oxazole

Chemical Property:

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Technology Process of 4-phenyl-2-(2,5,5-trimethyl-[1,3]dioxan-2-ylmethyl)-oxazole

There total 2 articles about 4-phenyl-2-(2,5,5-trimethyl-[1,3]dioxan-2-ylmethyl)-oxazole 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: 26.0%

: 70-11-1
α-bromoacetophenone

: 345641-34-1
2-acetamido-2,5,5-trimethyl-1,3-dioxane

: 304457-04-3
4-phenyl-2-(2,5,5-trimethyl-[1,3]dioxan-2-ylmethyl)-oxazole

Guidance literature:: With 2,6-dimethylpyridine; In toluene; Heating;
DOI:10.3987/com-00-s(k)2

Reference yield:

: 6414-07-9
(2,5,5-Trimethyl-[1,3]dioxan-2-yl)-acetic acid methyl ester

: 304457-04-3
4-phenyl-2-(2,5,5-trimethyl-[1,3]dioxan-2-ylmethyl)-oxazole

Guidance literature:: Multi-step reaction with 2 steps

1: 62 percent / NH₄OH

2: 26 percent / 2,6-lutidine / toluene / Heating

With 2,6-dimethylpyridine; ammonium hydroxide; In toluene;
DOI:10.3987/com-00-s(k)2

Reference yield:

: 304457-04-3
4-phenyl-2-(2,5,5-trimethyl-[1,3]dioxan-2-ylmethyl)-oxazole

: 304457-16-7
9-(tert-butyl-dimethyl-silanyloxy)-5-[2-furan-3-yl-2-(4-methoxy-benzyloxy)-ethyl]-6-oxo-3-(2,5,5-trimethyl-[1,3]dioxan-2-ylmethyl)-4,5,6,7,8,9-hexahydro-cycloocta[c]furan-5-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 18 steps

1.1: 26 percent / 2,6-lutidine; hydroquinone / 1,2,3,4-tetrahydro-naphthalene / 39 h / 205 - 208 °C

2.1: 91 percent / NaBH₄ / ethanol / 6 h / 20 °C

3.1: 72 percent / methanesulfonyl bromide; triethylamine / CH₂Cl₂ / 46 h / 0 °C

4.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

4.2: 64 percent / tetrahydrofuran; hexane / 0.25 h / 0 °C

5.1: 98 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 0 °C

6.1: 95 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

7.1: tin triflate; N-ethylpiperidine / CH₂Cl₂ / 4 h / -50 - -40 °C

7.2: 80 percent / CH₂Cl₂ / 2 h / -78 °C

8.1: 95 percent / 2,6-lutidine / CH₂Cl₂ / -78 - 0 °C

9.1: H₂O / diethyl ether

9.2: 93 percent / LiBH₄ / diethyl ether / 0 - 20 °C

10.1: 81 percent / tributylphosphine; pyridine / tetrahydrofuran / 6 h / 20 °C

11.1: aq. H₂O₂ / tetrahydrofuran / 0 - 20 °C

11.2: 95 percent / diisopropylethylamine / tetrahydrofuran / 0.33 h / 45 °C

12.1: 95 percent / DIBAL / CH₂Cl₂; hexane / 2 h / -78 °C

13.1: 97 percent / tetrahydrofuran / -78 - 0 °C

14.1: 90 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 10 °C

15.1: 81 percent / (Cy₃P)Cl₂Ru(=CHPh)(1,3-di-Mes-4,5-dihydroimidazol-2-ylidene) / CH₂Cl₂ / 34 h / Heating

16.1: LHMDS / tetrahydrofuran / 1.5 h / 0 °C

16.2: 87 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.5 h / -78 °C

17.1: 89 percent / H₂ / 5percent Pd/C / methanol / 0.25 h

18.1: 61 percent / Cs₂CO₃ / dimethylsulfoxide / 15 h / 50 °C

With 1-ethyl-piperidine; pyridine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; 2,6-dimethylpyridine; sodium tetrahydroborate; n-butyllithium; tin trifluoromethanesulfonate; oxalyl dichloride; tributylphosphine; methanesulfonyl bromide; tetrabutyl ammonium fluoride; water; hydrogen; dihydrogen peroxide; diisobutylaluminium hydride; caesium carbonate; dimethyl sulfoxide; triethylamine; hydroquinone; lithium hexamethyldisilazane; 5percent Pd/C; In tetrahydrofuran; methanol; tetralin; diethyl ether; ethanol; hexane; dichloromethane; dimethyl sulfoxide; 6.1: Swern oxidation / 14.1: Swern oxidation;
DOI:10.1021/ja010313+