tert-Butyl-[(5R,6R)-5-(4-methoxy-phenoxy)-6-((2S,3R)-3-methyl-oxiranyl)-5,6-dihydro-2H-pyran-2-yloxy]-dimethyl-silane

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Chemical Name:tert-Butyl-[(5R,6R)-5-(4-methoxy-phenoxy)-6-((2S,3R)-3-methyl-oxiranyl)-5,6-dihydro-2H-pyran-2-yloxy]-dimethyl-silane
CAS No.:144357-02-8
Molecular Formula:C₂₁H₃₂O₅Si
Molecular Weight:392.568
Hs Code.:

Synonyms:tert-Butyl-[(5R,6R)-5-(4-methoxy-phenoxy)-6-((2S,3R)-3-methyl-oxiranyl)-5,6-dihydro-2H-pyran-2-yloxy]-dimethyl-silane

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Chemical Property of tert-Butyl-[(5R,6R)-5-(4-methoxy-phenoxy)-6-((2S,3R)-3-methyl-oxiranyl)-5,6-dihydro-2H-pyran-2-yloxy]-dimethyl-silane

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Technology Process of tert-Butyl-[(5R,6R)-5-(4-methoxy-phenoxy)-6-((2S,3R)-3-methyl-oxiranyl)-5,6-dihydro-2H-pyran-2-yloxy]-dimethyl-silane

There total 13 articles about tert-Butyl-[(5R,6R)-5-(4-methoxy-phenoxy)-6-((2S,3R)-3-methyl-oxiranyl)-5,6-dihydro-2H-pyran-2-yloxy]-dimethyl-silane 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: 87.0%

: 144357-01-7
Benzoic acid (1R,2R)-2-[(2R,3R)-6-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-phenoxy)-3,6-dihydro-2H-pyran-2-yl]-2-methanesulfonyloxy-1-methyl-ethyl ester

: 144357-02-8
tert-Butyl-[(5R,6R)-5-(4-methoxy-phenoxy)-6-((2S,3R)-3-methyl-oxiranyl)-5,6-dihydro-2H-pyran-2-yloxy]-dimethyl-silane

Guidance literature:: With potassium carbonate; In methanol; for 9h; Ambient temperature;
DOI:10.1246/cl.1992.1209

Reference yield:

: 1122-95-8
sodium 4-methoxyphenolate

: 144357-02-8
tert-Butyl-[(5R,6R)-5-(4-methoxy-phenoxy)-6-((2S,3R)-3-methyl-oxiranyl)-5,6-dihydro-2H-pyran-2-yloxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 10 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

With pyridine; 1H-imidazole; Amberlyst 15; 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

: 144357-02-8
tert-Butyl-[(5R,6R)-5-(4-methoxy-phenoxy)-6-((2S,3R)-3-methyl-oxiranyl)-5,6-dihydro-2H-pyran-2-yloxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 11 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

With pyridine; 1H-imidazole; N-Bromosuccinimide; Amberlyst 15; 2,2'-azobis(isobutyronitrile); 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