methyl 3-{(2S)-1-[4-(2-methoxyethoxy)benzyl]-5-oxopyrrolidin-2-yl} propanoate

Base Information

Chemical Name:methyl 3-{(2S)-1-[4-(2-methoxyethoxy)benzyl]-5-oxopyrrolidin-2-yl} propanoate
CAS No.:1422064-10-5
Molecular Formula:C₁₈H₂₅NO₅
Molecular Weight:335.4
Hs Code.:

Synonyms:methyl 3-{(2S)-1-[4-(2-methoxyethoxy)benzyl]-5-oxopyrrolidin-2-yl} propanoate

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Chemical Property of methyl 3-{(2S)-1-[4-(2-methoxyethoxy)benzyl]-5-oxopyrrolidin-2-yl} propanoate

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Technology Process of methyl 3-{(2S)-1-[4-(2-methoxyethoxy)benzyl]-5-oxopyrrolidin-2-yl} propanoate

There total 5 articles about methyl 3-{(2S)-1-[4-(2-methoxyethoxy)benzyl]-5-oxopyrrolidin-2-yl} propanoate 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: 40.0%

: 1422064-09-2
methyl 3-[(2S)-5-oxopyrrolidin-2-yl]propanoate

: 106341-33-7
1-(bromomethyl)-4-(2-methoxyethoxy)benzene

: 1422064-10-5
methyl 3-{(2S)-1-[4-(2-methoxyethoxy)benzyl]-5-oxopyrrolidin-2-yl} propanoate

Guidance literature:: With sodium hydride; In tetrahydrofuran; paraffin oil; at 0 - 20 ℃; for 24.25h; Inert atmosphere;
DOI:10.3390/molecules18010050

Reference yield:

: 79407-30-0
[4-(2-methoxyethoxy)phenyl]methanol

: 1422064-10-5
methyl 3-{(2S)-1-[4-(2-methoxyethoxy)benzyl]-5-oxopyrrolidin-2-yl} propanoate

Guidance literature:: Multi-step reaction with 2 steps

1: phosphorus tribromide / diethyl ether / 20 °C / Inert atmosphere; Cooling with ice

2: sodium hydride / tetrahydrofuran; paraffin oil / 24.25 h / 0 - 20 °C / Inert atmosphere

With phosphorus tribromide; sodium hydride; In tetrahydrofuran; diethyl ether; paraffin oil;
DOI:10.3390/molecules18010050

Reference yield:

: 153870-19-0
benzyl (2S)-2-(hydroxymethyl)-5-oxopyrrolidine-1-carboxylate

: 1422064-10-5
methyl 3-{(2S)-1-[4-(2-methoxyethoxy)benzyl]-5-oxopyrrolidin-2-yl} propanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; pyridine; trifluoroacetic acid / toluene; dimethyl sulfoxide / 1.5 h / 20 °C

2: tetrahydrofuran / 1 h / Reflux; Inert atmosphere

3: palladium 10% on activated carbon; hydrogen / methanol / 760.05 Torr

4: sodium hydride / tetrahydrofuran; paraffin oil / 24.25 h / 0 - 20 °C / Inert atmosphere

With pyridine; palladium 10% on activated carbon; hydrogen; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In tetrahydrofuran; methanol; dimethyl sulfoxide; toluene; paraffin oil; 2: |Wittig Olefination;
DOI:10.3390/molecules18010050