Hexanoic acid 5-[3-isobutyl-5-methyl-hex-(E)-ylidene]-2-(4-methoxy-phenoxymethyl)-6-oxo-tetrahydro-pyran-2-ylmethyl ester

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Chemical Name:Hexanoic acid 5-[3-isobutyl-5-methyl-hex-(E)-ylidene]-2-(4-methoxy-phenoxymethyl)-6-oxo-tetrahydro-pyran-2-ylmethyl ester
CAS No.:924658-93-5
Molecular Formula:C₃₁H₄₈O₆
Molecular Weight:516.719
Hs Code.:

Synonyms:Hexanoic acid 5-[3-isobutyl-5-methyl-hex-(E)-ylidene]-2-(4-methoxy-phenoxymethyl)-6-oxo-tetrahydro-pyran-2-ylmethyl ester

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Chemical Property of Hexanoic acid 5-[3-isobutyl-5-methyl-hex-(E)-ylidene]-2-(4-methoxy-phenoxymethyl)-6-oxo-tetrahydro-pyran-2-ylmethyl ester

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Technology Process of Hexanoic acid 5-[3-isobutyl-5-methyl-hex-(E)-ylidene]-2-(4-methoxy-phenoxymethyl)-6-oxo-tetrahydro-pyran-2-ylmethyl ester

There total 9 articles about Hexanoic acid 5-[3-isobutyl-5-methyl-hex-(E)-ylidene]-2-(4-methoxy-phenoxymethyl)-6-oxo-tetrahydro-pyran-2-ylmethyl ester 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:

: 881850-41-5
4-benzyloxy-3-hydroxy-3-[(4-methoxyphenoxy)methyl]-1-butanal

: 924658-93-5
Hexanoic acid 5-[3-isobutyl-5-methyl-hex-(E)-ylidene]-2-(4-methoxy-phenoxymethyl)-6-oxo-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 73 percent / toluene / 2 h / Heating

2.1: 97 percent / H₂ / Pd/C / ethyl acetate / 2 h

3.1: 85 percent / p-toluenesulfonic acid / 1 h / 20 °C

4.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / -78 °C

4.2: 40 percent / tetrahydrofuran / 2 h / -78 °C

5.1: triethylamine / CH₂Cl₂ / 4 h / 0 - 20 °C

6.1: 290 mg / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 24 h / Heating

7.1: 36 percent / trifluoroacetic acid / CH₂Cl₂ / 24 h / 20 °C

8.1: triethylamine; 4-dimethylaminopyridine / CH₂Cl₂ / 3 h / 20 °C

With dmap; hydrogen; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene; 1.1: Wittig olefination;
DOI:10.1021/jm0509391

Reference yield:

: 924658-90-2
5-benzyloxymethyl-5-hydroxy-6-(4-methoxy-phenoxy)-hex-2-enoic acid tert-butyl ester

: 924658-93-5
Hexanoic acid 5-[3-isobutyl-5-methyl-hex-(E)-ylidene]-2-(4-methoxy-phenoxymethyl)-6-oxo-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 97 percent / H₂ / Pd/C / ethyl acetate / 2 h

2.1: 85 percent / p-toluenesulfonic acid / 1 h / 20 °C

3.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / -78 °C

3.2: 40 percent / tetrahydrofuran / 2 h / -78 °C

4.1: triethylamine / CH₂Cl₂ / 4 h / 0 - 20 °C

5.1: 290 mg / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 24 h / Heating

6.1: 36 percent / trifluoroacetic acid / CH₂Cl₂ / 24 h / 20 °C

7.1: triethylamine; 4-dimethylaminopyridine / CH₂Cl₂ / 3 h / 20 °C

With dmap; hydrogen; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1021/jm0509391

Reference yield:

: 213828-29-6
1-(benzyloxy)-2-[(4-methoxyphenoxy)methyl]-4-penten-2-ol

: 924658-93-5
Hexanoic acid 5-[3-isobutyl-5-methyl-hex-(E)-ylidene]-2-(4-methoxy-phenoxymethyl)-6-oxo-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 58 percent / aq. sodium periodate; 4-methylmorpholine N-oxide; osmium tetraoxide / acetone; 2-methyl-propan-2-ol / 20 h / 20 °C

2.1: 73 percent / toluene / 2 h / Heating

3.1: 97 percent / H₂ / Pd/C / ethyl acetate / 2 h

4.1: 85 percent / p-toluenesulfonic acid / 1 h / 20 °C

5.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / -78 °C

5.2: 40 percent / tetrahydrofuran / 2 h / -78 °C

6.1: triethylamine / CH₂Cl₂ / 4 h / 0 - 20 °C

7.1: 290 mg / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 24 h / Heating

8.1: 36 percent / trifluoroacetic acid / CH₂Cl₂ / 24 h / 20 °C

9.1: triethylamine; 4-dimethylaminopyridine / CH₂Cl₂ / 3 h / 20 °C

With dmap; sodium periodate; osmium(VIII) oxide; hydrogen; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; acetone; toluene; tert-butyl alcohol; 2.1: Wittig olefination;
DOI:10.1021/jm0509391