(S)-3-[(R)-3-hydroxy-3-(thiophen-2-yl)propanoyl]-4-isopropyl-1-[(R)-1-phenylethyl]imidazolidin-2-one

Base Information

Chemical Name:(S)-3-[(R)-3-hydroxy-3-(thiophen-2-yl)propanoyl]-4-isopropyl-1-[(R)-1-phenylethyl]imidazolidin-2-one
CAS No.:1375257-62-7
Molecular Formula:C₂₁H₂₆N₂O₃S
Molecular Weight:386.515
Hs Code.:

Synonyms:(S)-3-[(R)-3-hydroxy-3-(thiophen-2-yl)propanoyl]-4-isopropyl-1-[(R)-1-phenylethyl]imidazolidin-2-one

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Chemical Property of (S)-3-[(R)-3-hydroxy-3-(thiophen-2-yl)propanoyl]-4-isopropyl-1-[(R)-1-phenylethyl]imidazolidin-2-one

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Technology Process of (S)-3-[(R)-3-hydroxy-3-(thiophen-2-yl)propanoyl]-4-isopropyl-1-[(R)-1-phenylethyl]imidazolidin-2-one

There total 7 articles about (S)-3-[(R)-3-hydroxy-3-(thiophen-2-yl)propanoyl]-4-isopropyl-1-[(R)-1-phenylethyl]imidazolidin-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: 69.0%

: 98-03-3
thiophene-2-carbaldehyde

: 1375257-24-1
N-acetyl-(S)-4-isopropyl-1-[(R)-1-phenylethyl] imidazolidin-2-one

: 1375257-62-7
(S)-3-[(R)-3-hydroxy-3-(thiophen-2-yl)propanoyl]-4-isopropyl-1-[(R)-1-phenylethyl]imidazolidin-2-one

Guidance literature:: N-acetyl-(S)-4-isopropyl-1-[(R)-1-phenylethyl] imidazolidin-2-one; With titanium tetrachloride; In dichloromethane; at -78 - 0 ℃; Inert atmosphere;

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 ℃; for 1h; Inert atmosphere;

thiophene-2-carbaldehyde; In dichloromethane; at -78 ℃; for 0.5h; diastereoselective reaction;
DOI:10.1021/ol300949s

Reference yield:

: 80650-85-7
(S)-2-amino-3-methyl-N-[(R)-1-phenylethyl]butanamide

: 1375257-62-7
(S)-3-[(R)-3-hydroxy-3-(thiophen-2-yl)propanoyl]-4-isopropyl-1-[(R)-1-phenylethyl]imidazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

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

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

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

3.2: Inert atmosphere

4.1: titanium tetrachloride / dichloromethane / -78 - 0 °C / Inert atmosphere

4.2: 1 h / -78 °C / Inert atmosphere

4.3: 0.5 h / -78 °C

With lithium aluminium tetrahydride; titanium tetrachloride; sodium hydride; potassium carbonate; In tetrahydrofuran; dichloromethane; water; toluene; paraffin oil; 4.1: Aldol reaction / 4.2: Aldol reaction / 4.3: Aldol reaction;
DOI:10.1021/ol300949s

Reference yield:

: 1375257-30-9
(S)-3-methyl-N₁-[(R)-1-phenylethyl]butane-1,2-diamine

: 1375257-62-7
(S)-3-[(R)-3-hydroxy-3-(thiophen-2-yl)propanoyl]-4-isopropyl-1-[(R)-1-phenylethyl]imidazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

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

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

2.2: Inert atmosphere

3.1: titanium tetrachloride / dichloromethane / -78 - 0 °C / Inert atmosphere

3.2: 1 h / -78 °C / Inert atmosphere

3.3: 0.5 h / -78 °C

With titanium tetrachloride; sodium hydride; potassium carbonate; In tetrahydrofuran; dichloromethane; water; toluene; paraffin oil; 3.1: Aldol reaction / 3.2: Aldol reaction / 3.3: Aldol reaction;
DOI:10.1021/ol300949s