N-[(3S,4S,5S)-5-(4-Methoxy-phenyl)-4-methyl-2-oxo-tetrahydro-furan-3-yl]-benzamide

Base Information

Chemical Name:N-[(3S,4S,5S)-5-(4-Methoxy-phenyl)-4-methyl-2-oxo-tetrahydro-furan-3-yl]-benzamide
CAS No.:112654-59-8
Molecular Formula:C₁₉H₁₉NO₄
Molecular Weight:325.364
Hs Code.:

Synonyms:N-[(3S,4S,5S)-5-(4-Methoxy-phenyl)-4-methyl-2-oxo-tetrahydro-furan-3-yl]-benzamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-[(3S,4S,5S)-5-(4-Methoxy-phenyl)-4-methyl-2-oxo-tetrahydro-furan-3-yl]-benzamide

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Technology Process of N-[(3S,4S,5S)-5-(4-Methoxy-phenyl)-4-methyl-2-oxo-tetrahydro-furan-3-yl]-benzamide

There total 9 articles about N-[(3S,4S,5S)-5-(4-Methoxy-phenyl)-4-methyl-2-oxo-tetrahydro-furan-3-yl]-benzamide 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: 51.0%

: 112654-58-7
(4S,5S,6S)-6-(4-Methoxy-phenyl)-5-methyl-2-phenyl-5,6-dihydro-4H-[1,3]oxazine-4-carboxylic acid benzylamide

: 112654-59-8
N-[(3S,4S,5S)-5-(4-Methoxy-phenyl)-4-methyl-2-oxo-tetrahydro-furan-3-yl]-benzamide

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; water; at 70 ℃; for 3.5h;
DOI:10.1021/jo00239a031

Reference yield:

: 19791-95-8,19791-97-0,16555-77-4
α-hydroxyhippuric acid

: 112654-59-8
N-[(3S,4S,5S)-5-(4-Methoxy-phenyl)-4-methyl-2-oxo-tetrahydro-furan-3-yl]-benzamide

Guidance literature:: Multi-step reaction with 7 steps

1: 48 percent / dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / dimethylformamide / 4 h / Ambient temperature

2: 94 percent / pyridine / CH₂Cl₂ / 0.33 h

3: 60 percent / chlorobenzene / 17 h / 145 - 150 °C

4: CH₂Cl₂ / 24 h / Ambient temperature

5: pyridine / CH₂Cl₂ / 12 h / Ambient temperature

6: 61 percent / W-2 Raney nickel / ethanol; tetrahydrofuran / 8 h / Ambient temperature

7: 51 percent / conc. HCl / tetrahydrofuran; H₂O / 3.5 h / 70 °C

With pyridine; hydrogenchloride; dmap; W-2 Raney nickel; dicyclohexyl-carbodiimide; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; chlorobenzene;
DOI:10.1021/jo00239a031

Reference yield:

: 94607-41-7
(E)-1-(4-methoxyphenyl)-3-chloropropene

: 112654-59-8
N-[(3S,4S,5S)-5-(4-Methoxy-phenyl)-4-methyl-2-oxo-tetrahydro-furan-3-yl]-benzamide

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) sodium iodide, thiourea, 2.) ethylenediamine / 1.) ethanol, reflux, 2 h, 2.) reflux, 30 min

2: 48 percent / dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / dimethylformamide / 4 h / Ambient temperature

3: 94 percent / pyridine / CH₂Cl₂ / 0.33 h

4: 60 percent / chlorobenzene / 17 h / 145 - 150 °C

5: CH₂Cl₂ / 24 h / Ambient temperature

6: pyridine / CH₂Cl₂ / 12 h / Ambient temperature

7: 61 percent / W-2 Raney nickel / ethanol; tetrahydrofuran / 8 h / Ambient temperature

8: 51 percent / conc. HCl / tetrahydrofuran; H₂O / 3.5 h / 70 °C

With pyridine; hydrogenchloride; dmap; W-2 Raney nickel; ethylenediamine; thiourea; dicyclohexyl-carbodiimide; sodium iodide; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; chlorobenzene;
DOI:10.1021/jo00239a031