(E)-6-(3,7-dimethyl-2-oxo-2,3-dihydrobenzo[d]oxazol-5-yl)-6-(3-((Z)-fluoro(methoxyimino)methyl)-4-methoxy-5-methylphenyl)hex-5-enoic acid

Base Information

Chemical Name:(E)-6-(3,7-dimethyl-2-oxo-2,3-dihydrobenzo[d]oxazol-5-yl)-6-(3-((Z)-fluoro(methoxyimino)methyl)-4-methoxy-5-methylphenyl)hex-5-enoic acid
CAS No.:945965-73-1
Molecular Formula:C₂₅H₂₇FN₂O₆
Molecular Weight:470.498
Hs Code.:

Synonyms:(E)-6-(3,7-dimethyl-2-oxo-2,3-dihydrobenzo[d]oxazol-5-yl)-6-(3-((Z)-fluoro(methoxyimino)methyl)-4-methoxy-5-methylphenyl)hex-5-enoic acid

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Chemical Property of (E)-6-(3,7-dimethyl-2-oxo-2,3-dihydrobenzo[d]oxazol-5-yl)-6-(3-((Z)-fluoro(methoxyimino)methyl)-4-methoxy-5-methylphenyl)hex-5-enoic acid

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Technology Process of (E)-6-(3,7-dimethyl-2-oxo-2,3-dihydrobenzo[d]oxazol-5-yl)-6-(3-((Z)-fluoro(methoxyimino)methyl)-4-methoxy-5-methylphenyl)hex-5-enoic acid

There total 9 articles about (E)-6-(3,7-dimethyl-2-oxo-2,3-dihydrobenzo[d]oxazol-5-yl)-6-(3-((Z)-fluoro(methoxyimino)methyl)-4-methoxy-5-methylphenyl)hex-5-enoic acid 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%

: 945965-72-0
(E)-tert-butyl 6-(3,7-dimethyl-2-oxo-2,3-dihydrobenzo[d]oxazol-5-yl)-6-(3-((Z)-fluoro(methoxyimino)methyl)-4-methoxy-5-methylphenyl)hex-5-enoate

: 945965-73-1
(E)-6-(3,7-dimethyl-2-oxo-2,3-dihydrobenzo[d]oxazol-5-yl)-6-(3-((Z)-fluoro(methoxyimino)methyl)-4-methoxy-5-methylphenyl)hex-5-enoic acid

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; triethylamine; In 1,4-dioxane; at 20 ℃; for 2h;
DOI:10.1021/jm070236e

Reference yield:

: 53293-00-8
hex-5-ynoic acid

: 945965-73-1
(E)-6-(3,7-dimethyl-2-oxo-2,3-dihydrobenzo[d]oxazol-5-yl)-6-(3-((Z)-fluoro(methoxyimino)methyl)-4-methoxy-5-methylphenyl)hex-5-enoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 62 percent / di-tert-butyl-dicarbonate / 2-methyl-propan-2-ol / 2 h / 20 °C

2: 79 percent / Et₃N / PdCl₂(PPh₃)2; CuI / tetrahydrofuran / 12 h / 20 °C

3: 60 percent / (diethylamino)sulfur trifluoride / CH₂Cl₂ / 0.5 h / 0 °C

4: 81 percent / trimethylsilyl trifluoromethanesulfonate; Et₃N / dioxane / 2 h / 20 °C

With diethylamino-sulfur trifluoride; trimethylsilyl trifluoromethanesulfonate; di-tert-butyl dicarbonate; triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; tert-butyl alcohol; 2: Sonogashira coupling;
DOI:10.1021/jm070236e

Reference yield:

: 73448-14-3
hex-5-ynoic acid tert-butyl ester

: 945965-73-1
(E)-6-(3,7-dimethyl-2-oxo-2,3-dihydrobenzo[d]oxazol-5-yl)-6-(3-((Z)-fluoro(methoxyimino)methyl)-4-methoxy-5-methylphenyl)hex-5-enoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 79 percent / Et₃N / PdCl₂(PPh₃)2; CuI / tetrahydrofuran / 12 h / 20 °C

2: 60 percent / (diethylamino)sulfur trifluoride / CH₂Cl₂ / 0.5 h / 0 °C

3: 81 percent / trimethylsilyl trifluoromethanesulfonate; Et₃N / dioxane / 2 h / 20 °C

With diethylamino-sulfur trifluoride; trimethylsilyl trifluoromethanesulfonate; triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; 1: Sonogashira coupling;
DOI:10.1021/jm070236e