2,2-Dimethyl-propionic acid 5-[3-isobutyl-5-methyl-hex-(Z)-ylidene]-2-(4-methoxy-phenoxymethyl)-6-oxo-tetrahydro-pyran-2-ylmethyl ester

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Chemical Name:2,2-Dimethyl-propionic acid 5-[3-isobutyl-5-methyl-hex-(Z)-ylidene]-2-(4-methoxy-phenoxymethyl)-6-oxo-tetrahydro-pyran-2-ylmethyl ester
CAS No.:924658-92-4
Molecular Formula:C₃₀H₄₆O₆
Molecular Weight:502.692
Hs Code.:

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

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

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

There total 9 articles about 2,2-Dimethyl-propionic acid 5-[3-isobutyl-5-methyl-hex-(Z)-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: 90.0%

: 881850-45-9
6-hydroxymethyl-3-[(Z)-3-isobutyl-5-methylhexylidene]-6-[(4-methoxyphenoxy)methyl]tetrahydro-2-pyranone

: 3282-30-2
pivaloyl chloride

: 924658-92-4
2,2-Dimethyl-propionic acid 5-[3-isobutyl-5-methyl-hex-(Z)-ylidene]-2-(4-methoxy-phenoxymethyl)-6-oxo-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1021/jm0509391

Reference yield:

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

: 924658-92-4
2,2-Dimethyl-propionic acid 5-[3-isobutyl-5-methyl-hex-(Z)-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: 8 percent / trifluoroacetic acid / CH₂Cl₂ / 24 h / 20 °C

8.1: 90 percent / 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

: 924658-92-4
2,2-Dimethyl-propionic acid 5-[3-isobutyl-5-methyl-hex-(Z)-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: 8 percent / trifluoroacetic acid / CH₂Cl₂ / 24 h / 20 °C

7.1: 90 percent / 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