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

Base Information

Chemical Name:(4S,5S,6S)-6-(4-Methoxy-phenyl)-5-methyl-2-phenyl-5,6-dihydro-4H-[1,3]oxazine-4-carboxylic acid benzylamide
CAS No.:112654-58-7
Molecular Formula:C₂₆H₂₆N₂O₃
Molecular Weight:414.504
Hs Code.:

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

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Chemical Property of (4S,5S,6S)-6-(4-Methoxy-phenyl)-5-methyl-2-phenyl-5,6-dihydro-4H-[1,3]oxazine-4-carboxylic acid benzylamide

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Technology Process of (4S,5S,6S)-6-(4-Methoxy-phenyl)-5-methyl-2-phenyl-5,6-dihydro-4H-[1,3]oxazine-4-carboxylic acid benzylamide

There total 8 articles about (4S,5S,6S)-6-(4-Methoxy-phenyl)-5-methyl-2-phenyl-5,6-dihydro-4H-[1,3]oxazine-4-carboxylic acid benzylamide 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: 61.0%

: 112654-57-6
Thioacetic acid S-[(4S,5S,6S)-4-benzylcarbamoyl-6-(4-methoxy-phenyl)-2-phenyl-5,6-dihydro-4H-[1,3]oxazin-5-ylmethyl] ester

: 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

Guidance literature:: With W-2 Raney nickel; In tetrahydrofuran; ethanol; for 8h; Ambient temperature;
DOI:10.1021/jo00239a031

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 6 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

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

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 7 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

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