2-(5-(N,N-dimethylcarbamoyl)-3-pyridyl)-4(S)-(methoxymethyl)-5(S)-phenyl-2-oxazoline

Base Information

Chemical Name:2-(5-(N,N-dimethylcarbamoyl)-3-pyridyl)-4(S)-(methoxymethyl)-5(S)-phenyl-2-oxazoline
CAS No.:101031-20-3
Molecular Formula:C₁₉H₂₁N₃O₃
Molecular Weight:339.394
Hs Code.:

Synonyms:2-(5-(N,N-dimethylcarbamoyl)-3-pyridyl)-4(S)-(methoxymethyl)-5(S)-phenyl-2-oxazoline

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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 2-(5-(N,N-dimethylcarbamoyl)-3-pyridyl)-4(S)-(methoxymethyl)-5(S)-phenyl-2-oxazoline

Chemical Property:

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Technology Process of 2-(5-(N,N-dimethylcarbamoyl)-3-pyridyl)-4(S)-(methoxymethyl)-5(S)-phenyl-2-oxazoline

There total 1 articles about 2-(5-(N,N-dimethylcarbamoyl)-3-pyridyl)-4(S)-(methoxymethyl)-5(S)-phenyl-2-oxazoline 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: 90.0%

: 101031-19-0
5-((4S,5S)-4-Methoxymethyl-5-phenyl-4,5-dihydro-oxazol-2-yl)-nicotinamide

: 74-88-4
methyl iodide

: 101031-20-3
2-(5-(N,N-dimethylcarbamoyl)-3-pyridyl)-4(S)-(methoxymethyl)-5(S)-phenyl-2-oxazoline

Guidance literature:: With potassium hydroxide; In dimethyl sulfoxide; for 0.0833333h; Ambient temperature;
DOI:10.1021/ja00268a043

Reference yield:

: 101031-20-3
2-(5-(N,N-dimethylcarbamoyl)-3-pyridyl)-4(S)-(methoxymethyl)-5(S)-phenyl-2-oxazoline

: 101031-33-8
N-benzyl-5-(N,N-dimethylcarbamoyl)-3-(hydroxymethyl)-4(R)-methyl-1,4-dihydropyridine

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) THF, -78 deg C; 2.) THF, -78 deg C

2: 1.) FSO₃Me; 2.) NaBH₄ / 1.) CH₂Cl₂, RT; 2.) CH₂Cl₂-THF-EtOH, 0 deg C up to RT

3: aq. oxalic acid

4: 51 percent / KOH / Bu₄NBr / tetrahydrofuran / 48 h / 50 °C

5: 58 percent / LiAlH₄ / tetrahydrofuran / 0 °C

With Methyl fluorosulfonate; potassium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; oxalic acid; tetrabutylammomium bromide; In tetrahydrofuran;
DOI:10.1021/ja00268a043

Reference yield:

: 101031-20-3
2-(5-(N,N-dimethylcarbamoyl)-3-pyridyl)-4(S)-(methoxymethyl)-5(S)-phenyl-2-oxazoline

: 101031-30-5
N-benzyl-5-(N,N-dimethylcarbamoyl)-3-formyl-4(R)-methyl-1,4-dihydropyridine

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) THF, -78 deg C; 2.) THF, -78 deg C

2: 1.) FSO₃Me; 2.) NaBH₄ / 1.) CH₂Cl₂, RT; 2.) CH₂Cl₂-THF-EtOH, 0 deg C up to RT

3: aq. oxalic acid

4: 51 percent / KOH / Bu₄NBr / tetrahydrofuran / 48 h / 50 °C

With Methyl fluorosulfonate; potassium hydroxide; sodium tetrahydroborate; oxalic acid; tetrabutylammomium bromide; In tetrahydrofuran;
DOI:10.1021/ja00268a043