(S)-N-[3-(3-methoxyphenyl)-2-(E)-butenoyl]-4-isopropyl-1,3-oxazolidine-2-thione

Base Information

Chemical Name:(S)-N-[3-(3-methoxyphenyl)-2-(E)-butenoyl]-4-isopropyl-1,3-oxazolidine-2-thione
CAS No.:750647-34-8
Molecular Formula:C₁₇H₂₁NO₃S
Molecular Weight:319.425
Hs Code.:

Synonyms:(S)-N-[3-(3-methoxyphenyl)-2-(E)-butenoyl]-4-isopropyl-1,3-oxazolidine-2-thione

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-N-[3-(3-methoxyphenyl)-2-(E)-butenoyl]-4-isopropyl-1,3-oxazolidine-2-thione

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Technology Process of (S)-N-[3-(3-methoxyphenyl)-2-(E)-butenoyl]-4-isopropyl-1,3-oxazolidine-2-thione

There total 7 articles about (S)-N-[3-(3-methoxyphenyl)-2-(E)-butenoyl]-4-isopropyl-1,3-oxazolidine-2-thione 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: 64.0%

: 84272-19-5,104499-08-3
(4S)-4-isopropyl-1,3-oxazolidine-2-thione

: (E)-3-(3-Methoxy-phenyl)-but-2-enoyl chloride

: 750647-34-8
(S)-N-[3-(3-methoxyphenyl)-2-(E)-butenoyl]-4-isopropyl-1,3-oxazolidine-2-thione

Guidance literature:: (4S)-4-isopropyl-1,3-oxazolidine-2-thione; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.75h;

(E)-3-(3-Methoxy-phenyl)-but-2-enoyl chloride; In tetrahydrofuran; at 0 ℃;
DOI:10.1002/anie.200453889

Reference yield:

: 17016-83-0
(4S)-4-isopropyl-1,3-oxazolidin-2-one

: 750647-34-8
(S)-N-[3-(3-methoxyphenyl)-2-(E)-butenoyl]-4-isopropyl-1,3-oxazolidine-2-thione

Guidance literature:: Multi-step reaction with 2 steps

1.1: 75 percent / Lawesson's reagent / dioxane / 32 h

2.1: NaH / tetrahydrofuran / 0.75 h / 0 °C

2.2: 64 percent / tetrahydrofuran / 0 °C

With Lawessons reagent; sodium hydride; In tetrahydrofuran; 1,4-dioxane;
DOI:10.1002/anie.200453889

Reference yield:

: 750647-29-1
(S)-N-[3-phenyl-2-(E)-butenoyl]-4-isopropyl-1,3-oxazolidine-2-thione

: 750647-34-8
(S)-N-[3-(3-methoxyphenyl)-2-(E)-butenoyl]-4-isopropyl-1,3-oxazolidine-2-thione

Guidance literature:: Multi-step reaction with 4 steps

1.1: 80 percent / BF₃*Et₂O / CH₂Cl₂ / 9 h / cooling

2.1: NaBH₄ / tetrahydrofuran / 18 h / 20 °C

3.1: 75 percent / Lawesson's reagent / dioxane / 32 h

4.1: NaH / tetrahydrofuran / 0.75 h / 0 °C

4.2: 64 percent / tetrahydrofuran / 0 °C

With Lawessons reagent; sodium tetrahydroborate; boron trifluoride diethyl etherate; sodium hydride; In tetrahydrofuran; 1,4-dioxane; dichloromethane;
DOI:10.1002/anie.200453889