(S)-1-benzyl-3-[(S)-3-hydroxy-3-phenylpropanoyl]-4-isopropylimidazolidin-2-one

Base Information

Chemical Name:(S)-1-benzyl-3-[(S)-3-hydroxy-3-phenylpropanoyl]-4-isopropylimidazolidin-2-one
CAS No.:1375257-34-3
Molecular Formula:C₂₂H₂₆N₂O₃
Molecular Weight:366.46
Hs Code.:

Synonyms:(S)-1-benzyl-3-[(S)-3-hydroxy-3-phenylpropanoyl]-4-isopropylimidazolidin-2-one

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Chemical Property of (S)-1-benzyl-3-[(S)-3-hydroxy-3-phenylpropanoyl]-4-isopropylimidazolidin-2-one

Chemical Property:

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Technology Process of (S)-1-benzyl-3-[(S)-3-hydroxy-3-phenylpropanoyl]-4-isopropylimidazolidin-2-one

There total 7 articles about (S)-1-benzyl-3-[(S)-3-hydroxy-3-phenylpropanoyl]-4-isopropylimidazolidin-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: 76.0%

: 1375257-26-3
(S)-3-acetyl-1-benzyl-4-isopropylimidazolidin-2-one

: 100-52-7
benzaldehyde

: 1375257-34-3
(S)-1-benzyl-3-[(S)-3-hydroxy-3-phenylpropanoyl]-4-isopropylimidazolidin-2-one

Guidance literature:: (S)-3-acetyl-1-benzyl-4-isopropylimidazolidin-2-one; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

benzaldehyde; In tetrahydrofuran; at -78 ℃; for 0.5h; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/ol300949s

Reference yield:

: (S)-1-benzyl-4-isopropyl-imidazolidin-2-one

: 1375257-34-3
(S)-1-benzyl-3-[(S)-3-hydroxy-3-phenylpropanoyl]-4-isopropylimidazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; paraffin oil / 1 h / 0 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.2: 0.5 h / -78 °C / Inert atmosphere

With sodium hydride; lithium hexamethyldisilazane; In tetrahydrofuran; paraffin oil; 2.1: Aldol reaction / 2.2: Aldol reaction;
DOI:10.1021/ol300949s

Reference yield:

: 13734-41-3
t-Boc-L-valine

: 1375257-34-3
(S)-1-benzyl-3-[(S)-3-hydroxy-3-phenylpropanoyl]-4-isopropylimidazolidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: chloroformic acid ethyl ester; triethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere

1.2: 2 h / 20 °C / Inert atmosphere

2.1: hydrogenchloride; water / methanol / 4 h / 20 °C

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 12 h / Inert atmosphere; Reflux

4.1: potassium carbonate / water; toluene / 0 - 20 °C

5.1: sodium hydride / tetrahydrofuran; paraffin oil / 1 h / 0 °C / Inert atmosphere

5.2: Inert atmosphere

6.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

6.2: 0.5 h / -78 °C / Inert atmosphere

With hydrogenchloride; lithium aluminium tetrahydride; water; chloroformic acid ethyl ester; sodium hydride; potassium carbonate; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; water; toluene; paraffin oil; 6.1: Aldol reaction / 6.2: Aldol reaction;
DOI:10.1021/ol300949s