4-{(1E)-2-[(2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]prop-1-enyl}-2-methyl-1,3-thiazole

Base Information

Chemical Name:4-{(1E)-2-[(2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]prop-1-enyl}-2-methyl-1,3-thiazole
CAS No.:198768-51-3
Molecular Formula:C₁₈H₂₁NO₃S
Molecular Weight:331.436
Hs Code.:

Synonyms:4-{(1E)-2-[(2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]prop-1-enyl}-2-methyl-1,3-thiazole

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Chemical Property of 4-{(1E)-2-[(2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]prop-1-enyl}-2-methyl-1,3-thiazole

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Technology Process of 4-{(1E)-2-[(2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]prop-1-enyl}-2-methyl-1,3-thiazole

There total 2 articles about 4-{(1E)-2-[(2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]prop-1-enyl}-2-methyl-1,3-thiazole 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: 74.0%

: [(2-methyl-4-thiazolyl)methyl]triphenylphosphonium chloride

: 198768-49-9
(-)-1-[(2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]ethanone

: 4-{(1Z)-2-[(2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]prop-1-enyl}-2-methyl-1,3-thiazole

: 198768-51-3
4-{(1E)-2-[(2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]prop-1-enyl}-2-methyl-1,3-thiazole

Guidance literature:: With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 - 40 ℃; for 1h; Yields of byproduct given;
DOI:10.1016/S0040-4039(97)10150-2

Reference yield:

: 198768-47-7
(-)-methyl 1-{(2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl}-4-carboxylate

: 198768-51-3
4-{(1E)-2-[(2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]prop-1-enyl}-2-methyl-1,3-thiazole

Guidance literature:: Multi-step reaction with 2 steps

1.1: 86 percent / tetrahydrofuran; diethyl ether / 1.5 h / -100 °C

2.1: NaHMDS / tetrahydrofuran / 0.25 h / -78 °C

2.2: 74 percent / tetrahydrofuran / 1 h / 40 - 50 °C

With sodium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; 2.2: Wittig olefination;
DOI:10.1021/jo0007480

Reference yield: 89.0%

: 198768-51-3
4-{(1E)-2-[(2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]prop-1-enyl}-2-methyl-1,3-thiazole

: (E)-(S)-5-(4-Methoxy-benzyloxy)-2-methyl-1-(2-methyl-thiazol-4-yl)-pent-1-en-3-ol

: 198768-54-6
(3S,4E)-3-[(4-methoxybenzyl)oxy]-4-methyl-5-(2-methyl-1,3-thiazol-4-yl)pent-4-en-1-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -20 ℃; for 4h; Yields of byproduct given;
DOI:10.1016/S0040-4039(97)10150-2