(S)-3-[(2S,3R)-3-hydroxy-2,5-dimethylhex-4-enoyl]-4-isopropyl-1-phenyltetrahydropyrimidin-2(1H)-one

Base Information

Chemical Name:(S)-3-[(2S,3R)-3-hydroxy-2,5-dimethylhex-4-enoyl]-4-isopropyl-1-phenyltetrahydropyrimidin-2(1H)-one
CAS No.:1404574-72-6
Molecular Formula:C₂₁H₃₀N₂O₃
Molecular Weight:358.481
Hs Code.:

Synonyms:(S)-3-[(2S,3R)-3-hydroxy-2,5-dimethylhex-4-enoyl]-4-isopropyl-1-phenyltetrahydropyrimidin-2(1H)-one

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Chemical Property of (S)-3-[(2S,3R)-3-hydroxy-2,5-dimethylhex-4-enoyl]-4-isopropyl-1-phenyltetrahydropyrimidin-2(1H)-one

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Technology Process of (S)-3-[(2S,3R)-3-hydroxy-2,5-dimethylhex-4-enoyl]-4-isopropyl-1-phenyltetrahydropyrimidin-2(1H)-one

There total 7 articles about (S)-3-[(2S,3R)-3-hydroxy-2,5-dimethylhex-4-enoyl]-4-isopropyl-1-phenyltetrahydropyrimidin-2(1H)-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: 85.0%

: 107-86-8
3,3-dimethyl acrylaldehyde

: 1404573-81-4
(S)-4-isopropyl-1-phenyl-3-propionyltetrahydropyrimidin-2(1H)-one

: 1404574-72-6
(S)-3-[(2S,3R)-3-hydroxy-2,5-dimethylhex-4-enoyl]-4-isopropyl-1-phenyltetrahydropyrimidin-2(1H)-one

Guidance literature:: (S)-4-isopropyl-1-phenyl-3-propionyltetrahydropyrimidin-2(1H)-one; With titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 ℃; for 1h;

3,3-dimethyl acrylaldehyde; In dichloromethane; at -78 ℃; for 1h; stereoselective reaction;
DOI:10.1021/ol302653g

Reference yield:

: 1404573-67-6
(S)-3-(benzyl((R)-1-phenylethyl)amino)-4-methyl-N-phenylpentanamide

: 1404574-72-6
(S)-3-[(2S,3R)-3-hydroxy-2,5-dimethylhex-4-enoyl]-4-isopropyl-1-phenyltetrahydropyrimidin-2(1H)-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: hydrogen; 10 wt% Pd(OH)2 on carbon / methanol; water; acetic acid / 3 h / 20 °C / 3800.26 Torr

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Reflux

3.1: potassium carbonate / water; toluene / 1 h / 0 °C / Inert atmosphere

3.2: 1 h / 20 °C

4.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 0 °C

4.2: 20 °C

5.1: titanium tetrachloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / -78 °C

5.2: 1 h / -78 °C

With lithium aluminium tetrahydride; 10 wt% Pd(OH)2 on carbon; hydrogen; titanium tetrachloride; sodium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; water; acetic acid; toluene; mineral oil;
DOI:10.1021/ol302653g

Reference yield:

: 1182370-98-4
(S)-3-amino-4-methyl-N-phenylpentanamide

: 1404574-72-6
(S)-3-[(2S,3R)-3-hydroxy-2,5-dimethylhex-4-enoyl]-4-isopropyl-1-phenyltetrahydropyrimidin-2(1H)-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Reflux

2.1: potassium carbonate / water; toluene / 1 h / 0 °C / Inert atmosphere

2.2: 1 h / 20 °C

3.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 0 °C

3.2: 20 °C

4.1: titanium tetrachloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / -78 °C

4.2: 1 h / -78 °C

With lithium aluminium tetrahydride; titanium tetrachloride; sodium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water; toluene; mineral oil;
DOI:10.1021/ol302653g