(R)-3-Dimethylcarbamoyl-5-((4S,5S)-4-methoxymethyl-5-phenyl-4,5-dihydro-oxazol-2-yl)-4-methyl-4H-pyridine-1-carboxylic acid methyl ester

Base Information

Chemical Name:(R)-3-Dimethylcarbamoyl-5-((4S,5S)-4-methoxymethyl-5-phenyl-4,5-dihydro-oxazol-2-yl)-4-methyl-4H-pyridine-1-carboxylic acid methyl ester
CAS No.:101031-23-6
Molecular Formula:C₂₂H₂₇N₃O₅
Molecular Weight:413.473
Hs Code.:

Synonyms:(R)-3-Dimethylcarbamoyl-5-((4S,5S)-4-methoxymethyl-5-phenyl-4,5-dihydro-oxazol-2-yl)-4-methyl-4H-pyridine-1-carboxylic acid methyl ester

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Chemical Property of (R)-3-Dimethylcarbamoyl-5-((4S,5S)-4-methoxymethyl-5-phenyl-4,5-dihydro-oxazol-2-yl)-4-methyl-4H-pyridine-1-carboxylic acid methyl ester

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Technology Process of (R)-3-Dimethylcarbamoyl-5-((4S,5S)-4-methoxymethyl-5-phenyl-4,5-dihydro-oxazol-2-yl)-4-methyl-4H-pyridine-1-carboxylic acid methyl ester

There total 1 articles about (R)-3-Dimethylcarbamoyl-5-((4S,5S)-4-methoxymethyl-5-phenyl-4,5-dihydro-oxazol-2-yl)-4-methyl-4H-pyridine-1-carboxylic acid methyl ester 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:

: 917-54-4
methyllithium

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

: 79-22-1
methyl chloroformate

: 101031-23-6
(R)-3-Dimethylcarbamoyl-5-((4S,5S)-4-methoxymethyl-5-phenyl-4,5-dihydro-oxazol-2-yl)-4-methyl-4H-pyridine-1-carboxylic acid methyl ester

Guidance literature:: Yield given. Multistep reaction; 1.) THF, -78 deg C; 2.) THF, -78 deg C;
DOI:10.1021/ja00268a043

Reference yield:

: 101031-23-6
(R)-3-Dimethylcarbamoyl-5-((4S,5S)-4-methoxymethyl-5-phenyl-4,5-dihydro-oxazol-2-yl)-4-methyl-4H-pyridine-1-carboxylic acid methyl ester

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

Guidance literature:: Multi-step reaction with 4 steps

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

2: aq. oxalic acid

3: 51 percent / KOH / Bu₄NBr / tetrahydrofuran / 48 h / 50 °C

4: 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:

: 101031-23-6
(R)-3-Dimethylcarbamoyl-5-((4S,5S)-4-methoxymethyl-5-phenyl-4,5-dihydro-oxazol-2-yl)-4-methyl-4H-pyridine-1-carboxylic acid methyl ester

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

Guidance literature:: Multi-step reaction with 3 steps

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

2: aq. oxalic acid

3: 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