(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

Base Information

Chemical Name:(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
CAS No.:945965-72-0
Molecular Formula:C₂₉H₃₅FN₂O₆
Molecular Weight:526.605
Hs Code.:

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 8 articles about (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 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: 60.0%

: 945965-69-5
(E)-tert-butyl 6-(3,7-dimethyl-2-oxo-2,3-dihydrobenzo[d]oxazol-5-yl)-6-(4-methoxy-3-(methoxycarbamoyl)-5-methylphenyl)hex-5-enoate

: 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

Guidance literature:: With diethylamino-sulfur trifluoride; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1021/jm070236e

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 3 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

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