(3S,4E)-3-[(4-methoxybenzyl)oxy]-4-methyl-5-(2-methyl-1,3-thiazol-4-yl)pent-4-en-1-al

Base Information

Chemical Name:(3S,4E)-3-[(4-methoxybenzyl)oxy]-4-methyl-5-(2-methyl-1,3-thiazol-4-yl)pent-4-en-1-al
CAS No.:1027920-39-3
Molecular Formula:C₁₈H₂₁NO₃S
Molecular Weight:331.436
Hs Code.:

Synonyms:(3S,4E)-3-[(4-methoxybenzyl)oxy]-4-methyl-5-(2-methyl-1,3-thiazol-4-yl)pent-4-en-1-al

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Chemical Property of (3S,4E)-3-[(4-methoxybenzyl)oxy]-4-methyl-5-(2-methyl-1,3-thiazol-4-yl)pent-4-en-1-al

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Technology Process of (3S,4E)-3-[(4-methoxybenzyl)oxy]-4-methyl-5-(2-methyl-1,3-thiazol-4-yl)pent-4-en-1-al

There total 8 articles about (3S,4E)-3-[(4-methoxybenzyl)oxy]-4-methyl-5-(2-methyl-1,3-thiazol-4-yl)pent-4-en-1-al 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:

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

: 1027920-39-3
(3S,4E)-3-[(4-methoxybenzyl)oxy]-4-methyl-5-(2-methyl-1,3-thiazol-4-yl)pent-4-en-1-al

Guidance literature:: at -78 - 0 ℃; for 1h; Swern oxidation;
DOI:10.1016/S0040-4039(97)10150-2

Reference yield:

: 308357-84-8
(-)-(3S)-3-[(4-methoxybenzyl)oxy]dihydrofuran-2(3H)-one

: 1027920-39-3
(3S,4E)-3-[(4-methoxybenzyl)oxy]-4-methyl-5-(2-methyl-1,3-thiazol-4-yl)pent-4-en-1-al

Guidance literature:: Multi-step reaction with 3 steps

1.1: 98 percent / tetrahydrofuran; diethyl ether / 1.5 h / -78 °C

2.1: KHMDS / tetrahydrofuran / 0.75 h / -78 °C

2.2: 86 percent / tetrahydrofuran / 0.33 h / 40 °C

3.1: Dess-Martin periodinane / CH₂Cl₂; pyridine / 0.25 h / 20 °C

With potassium hexamethylsilazane; Dess-Martin periodane; In tetrahydrofuran; pyridine; diethyl ether; dichloromethane; 2.2: Wittig olefination / 3.1: Swern oxidation;
DOI:10.1021/jo0007480

Reference yield:

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

: 1027920-39-3
(3S,4E)-3-[(4-methoxybenzyl)oxy]-4-methyl-5-(2-methyl-1,3-thiazol-4-yl)pent-4-en-1-al

Guidance literature:: Multi-step reaction with 4 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

3.1: DIBALH / CH₂Cl₂; various solvent(s) / 5 h / -20 °C

4.1: Dess-Martin periodinane / CH₂Cl₂; pyridine / 0.25 h / 20 °C

With sodium hexamethyldisilazane; diisobutylaluminium hydride; Dess-Martin periodane; In tetrahydrofuran; pyridine; diethyl ether; dichloromethane; 2.2: Wittig olefination / 4.1: Swern oxidation;
DOI:10.1021/jo0007480