(4S)-4-[(E:Z)-2-(5-(benzyloxy)-4-{[(2S,5R)-5-isopropyl-3,6-dimethoxy-2,5-dihydro-2-pyrazinyl]methyl}-3-pyridinyl)ethenyl]-1,3-oxazolidin-2-one

Base Information

Chemical Name:(4S)-4-[(E:Z)-2-(5-(benzyloxy)-4-{[(2S,5R)-5-isopropyl-3,6-dimethoxy-2,5-dihydro-2-pyrazinyl]methyl}-3-pyridinyl)ethenyl]-1,3-oxazolidin-2-one
CAS No.:280762-60-9
Molecular Formula:C₂₇H₃₂N₄O₅
Molecular Weight:492.575
Hs Code.:

Synonyms:(4S)-4-[(E:Z)-2-(5-(benzyloxy)-4-{[(2S,5R)-5-isopropyl-3,6-dimethoxy-2,5-dihydro-2-pyrazinyl]methyl}-3-pyridinyl)ethenyl]-1,3-oxazolidin-2-one

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Chemical Property of (4S)-4-[(E:Z)-2-(5-(benzyloxy)-4-{[(2S,5R)-5-isopropyl-3,6-dimethoxy-2,5-dihydro-2-pyrazinyl]methyl}-3-pyridinyl)ethenyl]-1,3-oxazolidin-2-one

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Technology Process of (4S)-4-[(E:Z)-2-(5-(benzyloxy)-4-{[(2S,5R)-5-isopropyl-3,6-dimethoxy-2,5-dihydro-2-pyrazinyl]methyl}-3-pyridinyl)ethenyl]-1,3-oxazolidin-2-one

There total 11 articles about (4S)-4-[(E:Z)-2-(5-(benzyloxy)-4-{[(2S,5R)-5-isopropyl-3,6-dimethoxy-2,5-dihydro-2-pyrazinyl]methyl}-3-pyridinyl)ethenyl]-1,3-oxazolidin-2-one 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: 72.0%

: 142319-37-7
[4(R)-2-oxo-1,3-oxazolidin-4-ylmethyl]triphenylphosphonium iodide

: 252987-10-3
(+)-5-(benzyloxy)-4-{[(2S,5R)-5-isopropyl-3,6-dimethoxy-2,5-dihydro-2-pyrazinyl]methyl}nicotinaldehyde

: 280762-60-9
(4S)-4-[(E:Z)-2-(5-(benzyloxy)-4-{[(2S,5R)-5-isopropyl-3,6-dimethoxy-2,5-dihydro-2-pyrazinyl]methyl}-3-pyridinyl)ethenyl]-1,3-oxazolidin-2-one

Guidance literature:: [4(R)-2-oxo-1,3-oxazolidin-4-ylmethyl]triphenylphosphonium iodide; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

(+)-5-(benzyloxy)-4-{[(2S,5R)-5-isopropyl-3,6-dimethoxy-2,5-dihydro-2-pyrazinyl]methyl}nicotinaldehyde; In tetrahydrofuran; at -78 ℃; for 4h;
DOI:10.1016/S0957-4166(99)00329-8

Reference yield:

: 109838-85-9
(2R)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine

: 280762-60-9
(4S)-4-[(E:Z)-2-(5-(benzyloxy)-4-{[(2S,5R)-5-isopropyl-3,6-dimethoxy-2,5-dihydro-2-pyrazinyl]methyl}-3-pyridinyl)ethenyl]-1,3-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 86 percent / n-BuLi / tetrahydrofuran / 5 h / -78 °C

2.1: 62 percent / MnO₂ / CHCl₃ / 20 h / 20 °C

3.1: n-BuLi / tetrahydrofuran / -78 °C

3.2: 72 percent / tetrahydrofuran / 4 h / -78 °C

With manganese(IV) oxide; n-butyllithium; In tetrahydrofuran; chloroform; 1.1: Substitution / 2.1: Oxidation / 3.1: Metallation / 3.2: Substitution;
DOI:10.1016/S0957-4166(99)00329-8

Reference yield:

: 252987-08-9
[5-(benzyloxy)-4-(chloromethyl)-3-pyridinyl]methanol

: 280762-60-9
(4S)-4-[(E:Z)-2-(5-(benzyloxy)-4-{[(2S,5R)-5-isopropyl-3,6-dimethoxy-2,5-dihydro-2-pyrazinyl]methyl}-3-pyridinyl)ethenyl]-1,3-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 86 percent / n-BuLi / tetrahydrofuran / 5 h / -78 °C

2.1: 62 percent / MnO₂ / CHCl₃ / 20 h / 20 °C

3.1: n-BuLi / tetrahydrofuran / -78 °C

3.2: 72 percent / tetrahydrofuran / 4 h / -78 °C

With manganese(IV) oxide; n-butyllithium; In tetrahydrofuran; chloroform; 1.1: Substitution / 2.1: Oxidation / 3.1: Metallation / 3.2: Substitution;
DOI:10.1016/S0957-4166(99)00329-8