(5R,6R)-5-(4-Methoxy-phenoxy)-6-((2S,3R)-3-methyl-oxiranyl)-5,6-dihydro-pyran-2-one

Base Information

Chemical Name:(5R,6R)-5-(4-Methoxy-phenoxy)-6-((2S,3R)-3-methyl-oxiranyl)-5,6-dihydro-pyran-2-one
CAS No.:144357-04-0
Molecular Formula:C₁₅H₁₆O₅
Molecular Weight:276.289
Hs Code.:

Synonyms:(5R,6R)-5-(4-Methoxy-phenoxy)-6-((2S,3R)-3-methyl-oxiranyl)-5,6-dihydro-pyran-2-one

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Chemical Property of (5R,6R)-5-(4-Methoxy-phenoxy)-6-((2S,3R)-3-methyl-oxiranyl)-5,6-dihydro-pyran-2-one

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Technology Process of (5R,6R)-5-(4-Methoxy-phenoxy)-6-((2S,3R)-3-methyl-oxiranyl)-5,6-dihydro-pyran-2-one

There total 15 articles about (5R,6R)-5-(4-Methoxy-phenoxy)-6-((2S,3R)-3-methyl-oxiranyl)-5,6-dihydro-pyran-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: 81.0%

: (5R,6R)-5-(4-Methoxy-phenoxy)-6-((2S,3R)-3-methyl-oxiranyl)-5,6-dihydro-2H-pyran-2-ol

: 144357-04-0
(5R,6R)-5-(4-Methoxy-phenoxy)-6-((2S,3R)-3-methyl-oxiranyl)-5,6-dihydro-pyran-2-one

Guidance literature:: With manganese(IV) oxide; In dichloromethane; for 0.4h; Ambient temperature;
DOI:10.1246/cl.1992.1209

Reference yield:

: 1122-95-8
sodium 4-methoxyphenolate

: 144357-04-0
(5R,6R)-5-(4-Methoxy-phenoxy)-6-((2S,3R)-3-methyl-oxiranyl)-5,6-dihydro-pyran-2-one

Guidance literature:: Multi-step reaction with 12 steps

1: 85 percent / tetrahydrofuran / 60 h / Ambient temperature

2: 92 percent / MCPBA / CH₂Cl₂ / 0.33 h / 0 °C

3: 97 percent / AcONa / 7 h / Heating

4: 71 percent / tetrahydrofuran / 4 h / -90 °C

5: 98 percent / pyridine / 1 h / 0 °C

6: 89 percent / amberlyst 15 / 84 h / Ambient temperature

7: 98 percent / Et₃N / CH₂Cl₂ / 1.5 h / 0 °C

8: 88 percent / AcOH-H₂O / 13 h / 60 °C

9: 90 percent / imidazole / dimethylformamide / 0.5 h / Ambient temperature

10: 87 percent / K₂CO₃ / methanol / 9 h / Ambient temperature

11: 93 percent / n-Bu₄NF, H₂O / tetrahydrofuran / 0.04 h / 0 °C

12: 81 percent / MnO₂ / CH₂Cl₂ / 0.4 h / Ambient temperature

With pyridine; 1H-imidazole; manganese(IV) oxide; Amberlyst 15; tetrabutyl ammonium fluoride; water; sodium acetate; potassium carbonate; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1246/cl.1992.1209

Reference yield:

: 144356-90-1
(1R,5R,7S)-7-Phenylsulfanylmethyl-6,8-dioxa-bicyclo[3.2.1]oct-3-ene

: 144357-04-0
(5R,6R)-5-(4-Methoxy-phenoxy)-6-((2S,3R)-3-methyl-oxiranyl)-5,6-dihydro-pyran-2-one

Guidance literature:: Multi-step reaction with 13 steps

1: 63 percent / NBS, AlBN / CCl₄ / 4 h / Heating

2: 85 percent / tetrahydrofuran / 60 h / Ambient temperature

3: 92 percent / MCPBA / CH₂Cl₂ / 0.33 h / 0 °C

4: 97 percent / AcONa / 7 h / Heating

5: 71 percent / tetrahydrofuran / 4 h / -90 °C

6: 98 percent / pyridine / 1 h / 0 °C

7: 89 percent / amberlyst 15 / 84 h / Ambient temperature

8: 98 percent / Et₃N / CH₂Cl₂ / 1.5 h / 0 °C

9: 88 percent / AcOH-H₂O / 13 h / 60 °C

10: 90 percent / imidazole / dimethylformamide / 0.5 h / Ambient temperature

11: 87 percent / K₂CO₃ / methanol / 9 h / Ambient temperature

12: 93 percent / n-Bu₄NF, H₂O / tetrahydrofuran / 0.04 h / 0 °C

13: 81 percent / MnO₂ / CH₂Cl₂ / 0.4 h / Ambient temperature

With pyridine; 1H-imidazole; manganese(IV) oxide; N-Bromosuccinimide; Amberlyst 15; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; water; sodium acetate; potassium carbonate; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1246/cl.1992.1209