(4E)-1-[(4S)-4-benzyl-2-thioxo(1,3-thiazolidin-3-yl)](2S,3S)-3-hydroxy-methyl-5-phenylpent-4-en-1-one

Base Information

Chemical Name:(4E)-1-[(4S)-4-benzyl-2-thioxo(1,3-thiazolidin-3-yl)](2S,3S)-3-hydroxy-methyl-5-phenylpent-4-en-1-one
CAS No.:425603-04-9
Molecular Formula:C₂₂H₂₃NO₂S₂
Molecular Weight:397.562
Hs Code.:

Synonyms:(4E)-1-[(4S)-4-benzyl-2-thioxo(1,3-thiazolidin-3-yl)](2S,3S)-3-hydroxy-methyl-5-phenylpent-4-en-1-one

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Chemical Property of (4E)-1-[(4S)-4-benzyl-2-thioxo(1,3-thiazolidin-3-yl)](2S,3S)-3-hydroxy-methyl-5-phenylpent-4-en-1-one

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Technology Process of (4E)-1-[(4S)-4-benzyl-2-thioxo(1,3-thiazolidin-3-yl)](2S,3S)-3-hydroxy-methyl-5-phenylpent-4-en-1-one

There total 3 articles about (4E)-1-[(4S)-4-benzyl-2-thioxo(1,3-thiazolidin-3-yl)](2S,3S)-3-hydroxy-methyl-5-phenylpent-4-en-1-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: 87.0%

: 104-55-2
3-phenyl-propenal

: 263764-23-4,863324-53-2
(S)-3-propanoyl-4-benzyl-1,3-thiazolidine-2-thione

: (E)-1-((S)-4-Benzyl-2-thioxo-thiazolidin-3-yl)-3-hydroxy-2-methyl-5-phenyl-pent-4-en-1-one

: 425603-04-9
(4E)-1-[(4S)-4-benzyl-2-thioxo(1,3-thiazolidin-3-yl)](2S,3S)-3-hydroxy-methyl-5-phenylpent-4-en-1-one

Guidance literature:: 3-phenyl-propenal; (S)-3-propanoyl-4-benzyl-1,3-thiazolidine-2-thione; With chloro-trimethyl-silane; triethylamine; magnesium bromide; In ethyl acetate; for 24h;

With hydrogenchloride; In tetrahydrofuran;
DOI:10.1021/ol025553o

Reference yield:

: (E)-(2S,3S)-1-((S)-4-Benzyl-2-thioxo-thiazolidin-3-yl)-2-methyl-5-phenyl-3-trimethylsilanyloxy-pent-4-en-1-one

: 425603-04-9
(4E)-1-[(4S)-4-benzyl-2-thioxo(1,3-thiazolidin-3-yl)](2S,3S)-3-hydroxy-methyl-5-phenylpent-4-en-1-one

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 1.5h; Inert atmosphere;
DOI:10.1021/jo202398q

Reference yield:

: 14371-10-9
(E)-3-phenylpropenal

: 263764-23-4,863324-53-2
(S)-3-propanoyl-4-benzyl-1,3-thiazolidine-2-thione

: 425603-04-9
(4E)-1-[(4S)-4-benzyl-2-thioxo(1,3-thiazolidin-3-yl)](2S,3S)-3-hydroxy-methyl-5-phenylpent-4-en-1-one

Guidance literature:: Multi-step reaction with 2 steps

1: magnesium bromide ethyl etherate; triethylamine / ethyl acetate / Inert atmosphere

2: hydrogenchloride / tetrahydrofuran; water / 1.5 h / 20 °C / Inert atmosphere

With hydrogenchloride; magnesium bromide ethyl etherate; triethylamine; In tetrahydrofuran; water; ethyl acetate;
DOI:10.1021/jo202398q