(E)-5-(1-(3,7-dimethyl-2-oxo-2,3-dihydrobenzo[d]oxazol-5-yl)-6-(methoxyamino)-6-oxohex-1-enyl)-N,2-dimethoxy-3-methylbenzamide

Base Information

Chemical Name:(E)-5-(1-(3,7-dimethyl-2-oxo-2,3-dihydrobenzo[d]oxazol-5-yl)-6-(methoxyamino)-6-oxohex-1-enyl)-N,2-dimethoxy-3-methylbenzamide
CAS No.:945965-71-9
Molecular Formula:C₂₆H₃₁N₃O₇
Molecular Weight:497.548
Hs Code.:

Synonyms:(E)-5-(1-(3,7-dimethyl-2-oxo-2,3-dihydrobenzo[d]oxazol-5-yl)-6-(methoxyamino)-6-oxohex-1-enyl)-N,2-dimethoxy-3-methylbenzamide

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Chemical Property of (E)-5-(1-(3,7-dimethyl-2-oxo-2,3-dihydrobenzo[d]oxazol-5-yl)-6-(methoxyamino)-6-oxohex-1-enyl)-N,2-dimethoxy-3-methylbenzamide

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Technology Process of (E)-5-(1-(3,7-dimethyl-2-oxo-2,3-dihydrobenzo[d]oxazol-5-yl)-6-(methoxyamino)-6-oxohex-1-enyl)-N,2-dimethoxy-3-methylbenzamide

There total 8 articles about (E)-5-(1-(3,7-dimethyl-2-oxo-2,3-dihydrobenzo[d]oxazol-5-yl)-6-(methoxyamino)-6-oxohex-1-enyl)-N,2-dimethoxy-3-methylbenzamide 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: 53.0%

: 945965-70-8
(E)-6-(3,7-dimethyl-2-oxo-2,3-dihydrobenzo[d]oxazol-5-yl)-6-(4-methoxy-3-(methoxycarbamoyl)-5-methylphenyl)hex-5-enoic acid

: 593-56-6
N-methoxylamine hydrochloride

: 945965-71-9
(E)-5-(1-(3,7-dimethyl-2-oxo-2,3-dihydrobenzo[d]oxazol-5-yl)-6-(methoxyamino)-6-oxohex-1-enyl)-N,2-dimethoxy-3-methylbenzamide

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1021/jm070236e

Reference yield:

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

: 945965-71-9
(E)-5-(1-(3,7-dimethyl-2-oxo-2,3-dihydrobenzo[d]oxazol-5-yl)-6-(methoxyamino)-6-oxohex-1-enyl)-N,2-dimethoxy-3-methylbenzamide

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: 80 percent / trifluoroacetic acid / CH₂Cl₂ / 3 h / 0 °C

4: 53 percent / EDCI; 4-dimethylaminopyridine; Et₃N / CH₂Cl₂ / 24 h / 20 °C

With dmap; di-tert-butyl dicarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; 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

: 945965-71-9
(E)-5-(1-(3,7-dimethyl-2-oxo-2,3-dihydrobenzo[d]oxazol-5-yl)-6-(methoxyamino)-6-oxohex-1-enyl)-N,2-dimethoxy-3-methylbenzamide

Guidance literature:: Multi-step reaction with 4 steps

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

2: 80 percent / trifluoroacetic acid / CH₂Cl₂ / 3 h / 0 °C

3: 53 percent / EDCI; 4-dimethylaminopyridine; Et₃N / CH₂Cl₂ / 24 h / 20 °C

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; dichloromethane; 1: Sonogashira coupling;
DOI:10.1021/jm070236e