(2S,3S)-2-(4-methoxybenzyl)-3-methyl-1-[(phenyloxy)carbonyl]-2,3-dihydro-4-pyridone

Base Information

Chemical Name:(2S,3S)-2-(4-methoxybenzyl)-3-methyl-1-[(phenyloxy)carbonyl]-2,3-dihydro-4-pyridone
CAS No.:244183-06-0
Molecular Formula:C₂₁H₂₁NO₄
Molecular Weight:351.402
Hs Code.:

Synonyms:(2S,3S)-2-(4-methoxybenzyl)-3-methyl-1-[(phenyloxy)carbonyl]-2,3-dihydro-4-pyridone

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Chemical Property of (2S,3S)-2-(4-methoxybenzyl)-3-methyl-1-[(phenyloxy)carbonyl]-2,3-dihydro-4-pyridone

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Technology Process of (2S,3S)-2-(4-methoxybenzyl)-3-methyl-1-[(phenyloxy)carbonyl]-2,3-dihydro-4-pyridone

There total 6 articles about (2S,3S)-2-(4-methoxybenzyl)-3-methyl-1-[(phenyloxy)carbonyl]-2,3-dihydro-4-pyridone 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: 92.0%

: 244183-04-8
2-(4-methoxybenzyl)-4-oxo-3,4-dihydro-2H-pyridine-1-carboxylic acid phenyl ester

: 74-88-4
methyl iodide

: 244183-06-0
(2S,3S)-2-(4-methoxybenzyl)-3-methyl-1-[(phenyloxy)carbonyl]-2,3-dihydro-4-pyridone

Guidance literature:: 2-(4-methoxybenzyl)-4-oxo-3,4-dihydro-2H-pyridine-1-carboxylic acid phenyl ester; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃;

methyl iodide; In tetrahydrofuran; Further stages.;
DOI:10.1021/ol990738p

Reference yield:

: 244183-00-4
(2S)-1-[((1S,2R)-trans-2-(α-cumyl)cyclohexyloxy)carbonyl]-2-(4-methoxy)benzyl-5-(triisopropylsilyl)-2,3-dihydro-4-pyridone

: 244183-06-0
(2S,3S)-2-(4-methoxybenzyl)-3-methyl-1-[(phenyloxy)carbonyl]-2,3-dihydro-4-pyridone

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaOMe / methanol / Heating

1.2: 88 percent / aq. HCl / tetrahydrofuran / 20 °C

2.1: 90 percent / n-BuLi / -78 °C

3.1: tetrahydrofuran / -78 °C

3.2: 92 percent / tetrahydrofuran

With n-butyllithium; sodium methylate; In tetrahydrofuran; methanol;
DOI:10.1021/ol990738p

Reference yield:

: 244183-02-6
(2S)-2-(4-methoxybenzyl)-2,3-dihydro-4-pyridone

: 244183-06-0
(2S,3S)-2-(4-methoxybenzyl)-3-methyl-1-[(phenyloxy)carbonyl]-2,3-dihydro-4-pyridone

Guidance literature:: Multi-step reaction with 2 steps

1.1: 90 percent / n-BuLi / -78 °C

2.1: tetrahydrofuran / -78 °C

2.2: 92 percent / tetrahydrofuran

With n-butyllithium; In tetrahydrofuran;
DOI:10.1021/ol990738p