(5S)-4-[(S)-2-(1-methoxy-1-ethylpropyl)pyrrolidin-1-yl]-1-(4-methoxybenzyl)-5-benzyl-2,5-dihydro-1H-2-azolone

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Chemical Name:(5S)-4-[(S)-2-(1-methoxy-1-ethylpropyl)pyrrolidin-1-yl]-1-(4-methoxybenzyl)-5-benzyl-2,5-dihydro-1H-2-azolone
CAS No.:634902-46-8
Molecular Formula:C₂₉H₃₈N₂O₃
Molecular Weight:462.632
Hs Code.:

Synonyms:(5S)-4-[(S)-2-(1-methoxy-1-ethylpropyl)pyrrolidin-1-yl]-1-(4-methoxybenzyl)-5-benzyl-2,5-dihydro-1H-2-azolone

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Chemical Property of (5S)-4-[(S)-2-(1-methoxy-1-ethylpropyl)pyrrolidin-1-yl]-1-(4-methoxybenzyl)-5-benzyl-2,5-dihydro-1H-2-azolone

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Technology Process of (5S)-4-[(S)-2-(1-methoxy-1-ethylpropyl)pyrrolidin-1-yl]-1-(4-methoxybenzyl)-5-benzyl-2,5-dihydro-1H-2-azolone

There total 4 articles about (5S)-4-[(S)-2-(1-methoxy-1-ethylpropyl)pyrrolidin-1-yl]-1-(4-methoxybenzyl)-5-benzyl-2,5-dihydro-1H-2-azolone 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: 85.4%

: 100-39-0
benzyl bromide

: 634902-30-0
4-[(S)-2-(1-methoxy-1-ethylpropyl)pyrrolidin-1-yl]-1-(4-methoxybenzyl)-2,5-dihydro-1H-2-azolone

: 634902-46-8
(5S)-4-[(S)-2-(1-methoxy-1-ethylpropyl)pyrrolidin-1-yl]-1-(4-methoxybenzyl)-5-benzyl-2,5-dihydro-1H-2-azolone

Guidance literature:: 4-[(S)-2-(1-methoxy-1-ethylpropyl)pyrrolidin-1-yl]-1-(4-methoxybenzyl)-2,5-dihydro-1H-2-azolone; With N,N,N,N,N,N-hexamethylphosphoric triamide; tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃;

benzyl bromide; In tetrahydrofuran; pentane; at -78 ℃;
DOI:10.1021/ol035617a

Reference yield:

: 2393-23-9
4-methoxy-benzylamine

: 634902-46-8
(5S)-4-[(S)-2-(1-methoxy-1-ethylpropyl)pyrrolidin-1-yl]-1-(4-methoxybenzyl)-5-benzyl-2,5-dihydro-1H-2-azolone

Guidance literature:: Multi-step reaction with 4 steps

1.1: 75.4 percent / triethylamine / acetonitrile / 4 h / Heating

2.1: 75 percent / hydrochloric acid / 5 h / 20 °C

3.1: 50.1 percent / pyridinium p-toluenesulfonate / benzene / 24 h / Heating

4.1: t-BuLi; HMPA / tetrahydrofuran; pentane / -78 °C

4.2: 85.4 percent / tetrahydrofuran; pentane / -78 °C

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; tert.-butyl lithium; pyridinium p-toluenesulfonate; triethylamine; In tetrahydrofuran; acetonitrile; pentane; benzene;
DOI:10.1021/ol035617a

Reference yield:

: 634902-31-1
4-methoxy-1-(4-methoxybenzyl)-2,5-dihydro-1H-2-azolone

: 634902-46-8
(5S)-4-[(S)-2-(1-methoxy-1-ethylpropyl)pyrrolidin-1-yl]-1-(4-methoxybenzyl)-5-benzyl-2,5-dihydro-1H-2-azolone

Guidance literature:: Multi-step reaction with 3 steps

1.1: 75 percent / hydrochloric acid / 5 h / 20 °C

2.1: 50.1 percent / pyridinium p-toluenesulfonate / benzene / 24 h / Heating

3.1: t-BuLi; HMPA / tetrahydrofuran; pentane / -78 °C

3.2: 85.4 percent / tetrahydrofuran; pentane / -78 °C

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; tert.-butyl lithium; pyridinium p-toluenesulfonate; In tetrahydrofuran; pentane; benzene;
DOI:10.1021/ol035617a