4(R)-hydroxy-6(S)-<<2,4-dimethyl-6-methyl>phenoxy>methyl>tetrahydropyran-2-one

Base Information

Chemical Name:4(R)-hydroxy-6(S)-<<2,4-dimethyl-6-methyl>phenoxy>methyl>tetrahydropyran-2-one
CAS No.:136006-71-8
Molecular Formula:C₂₇H₄₀O₆
Molecular Weight:460.611
Hs Code.:

4(R)-hydroxy-6(S)-<<2,4-dimethyl-6-<cyclohexyl<(α,α-dimethylbutanoyl)oxy>methyl>phenoxy>methyl>tetrahydropyran-2-one

Synonyms:4(R)-hydroxy-6(S)-<<2,4-dimethyl-6-methyl>phenoxy>methyl>tetrahydropyran-2-one

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Chemical Property of 4(R)-hydroxy-6(S)-<<2,4-dimethyl-6-methyl>phenoxy>methyl>tetrahydropyran-2-one

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Technology Process of 4(R)-hydroxy-6(S)-<<2,4-dimethyl-6-methyl>phenoxy>methyl>tetrahydropyran-2-one

There total 12 articles about 4(R)-hydroxy-6(S)-<<2,4-dimethyl-6-methyl>phenoxy>methyl>tetrahydropyran-2-one 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: 90.0%

: 136007-85-7
4(R)-(tert-butyldiphenylsiloxy)-6(S)-<<2,4-dimethyl-6-methyl>phenoxy>methyl>tetrahydropyran-2-one

: 136006-71-8
4(R)-hydroxy-6(S)-<<2,4-dimethyl-6-methyl>phenoxy>methyl>tetrahydropyran-2-one

Guidance literature:: With 2,2-dimethylbutyric acid; tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 16h;
DOI:10.1021/jm00114a004

Reference yield:

: 29138-64-5
α,α-dimethylbutanoic anhydride

: 136006-71-8
4(R)-hydroxy-6(S)-<<2,4-dimethyl-6-methyl>phenoxy>methyl>tetrahydropyran-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 65 percent / 4-(dimethylamino)pyridine / toluene / 48 h / 110 °C

2: 90 percent / α,α-dimethylbutanoic acid, tetra-n-butylammonium fluoride trihydrate / tetrahydrofuran / 16 h / 0 °C

With dmap; 2,2-dimethylbutyric acid; tetrabutyl ammonium fluoride; In tetrahydrofuran; toluene;
DOI:10.1021/jm00114a004

Reference yield:

: 136007-80-2
1-<(cyclohexylcarbonyl)oxy>-2,4-dimethylbenzene

: 136006-71-8
4(R)-hydroxy-6(S)-<<2,4-dimethyl-6-methyl>phenoxy>methyl>tetrahydropyran-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: AlCl₃ / 1 h / 150 °C

2: 88 percent / NaBH₄ / H₂O / 0.5 h / 20 °C

3: 74 percent / K₂CO₃ / dimethylsulfoxide / 60 °C

4: 76 percent / glacial acetic acid / tetrahydrofuran / Heating

5: N-iodosuccinimide, (n-Bu)4NI / CH₂Cl₂ / 25 °C

6: 65 percent / 4-(dimethylamino)pyridine / toluene / 48 h / 110 °C

7: 90 percent / α,α-dimethylbutanoic acid, tetra-n-butylammonium fluoride trihydrate / tetrahydrofuran / 16 h / 0 °C

With dmap; sodium tetrahydroborate; N-iodo-succinimide; aluminium trichloride; 2,2-dimethylbutyric acid; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; potassium carbonate; acetic acid; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; toluene;
DOI:10.1021/jm00114a004