(4S)-3-((3R,4E)-3-hydroxy-4-{[(4-methoxybenzyl)oxy]methyl}hept-4-enoyl)-4-isopropyl-1,3-thiazolidine-2-thione

Base Information

Chemical Name:(4S)-3-((3R,4E)-3-hydroxy-4-{[(4-methoxybenzyl)oxy]methyl}hept-4-enoyl)-4-isopropyl-1,3-thiazolidine-2-thione
CAS No.:912654-36-5
Molecular Formula:C₂₂H₃₁NO₄S₂
Molecular Weight:437.624
Hs Code.:

Synonyms:(4S)-3-((3R,4E)-3-hydroxy-4-{[(4-methoxybenzyl)oxy]methyl}hept-4-enoyl)-4-isopropyl-1,3-thiazolidine-2-thione

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Chemical Property of (4S)-3-((3R,4E)-3-hydroxy-4-{[(4-methoxybenzyl)oxy]methyl}hept-4-enoyl)-4-isopropyl-1,3-thiazolidine-2-thione

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Technology Process of (4S)-3-((3R,4E)-3-hydroxy-4-{[(4-methoxybenzyl)oxy]methyl}hept-4-enoyl)-4-isopropyl-1,3-thiazolidine-2-thione

There total 6 articles about (4S)-3-((3R,4E)-3-hydroxy-4-{[(4-methoxybenzyl)oxy]methyl}hept-4-enoyl)-4-isopropyl-1,3-thiazolidine-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: 70.0%

: 912654-35-4
(2E)-2-{[(4-methoxybenzyl)oxy]methyl}pent-2-enal

: 101979-45-7
(S)-3-acetyl-4-isopropyl-1,3-thiazolidine-2-thione

: 912654-36-5
(4S)-3-((3R,4E)-3-hydroxy-4-{[(4-methoxybenzyl)oxy]methyl}hept-4-enoyl)-4-isopropyl-1,3-thiazolidine-2-thione

Guidance literature:: (S)-3-acetyl-4-isopropyl-1,3-thiazolidine-2-thione; With titanium tetrachloride; In dichloromethane; at 0 ℃; for 0.0833333h;

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 ℃; for 2h;

(2E)-2-{[(4-methoxybenzyl)oxy]methyl}pent-2-enal; In dichloromethane; at -78 ℃; for 0.5h;
DOI:10.1021/jo061104g

Reference yield:

: 912654-34-3
(2Z)-2-{[(4-methoxybenzyl)oxy]methyl}pent-2-en-1-ol

: 912654-36-5
(4S)-3-((3R,4E)-3-hydroxy-4-{[(4-methoxybenzyl)oxy]methyl}hept-4-enoyl)-4-isopropyl-1,3-thiazolidine-2-thione

Guidance literature:: Multi-step reaction with 2 steps

1.1: 91 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / 3.5 h / -78 - 20 °C

2.1: TiCl₄ / CH₂Cl₂ / 0.08 h / 0 °C

2.2: iPr₂NEt / CH₂Cl₂ / 2 h / -78 °C

2.3: 70 percent / CH₂Cl₂ / 0.5 h / -78 °C

With oxalyl dichloride; titanium tetrachloride; dimethyl sulfoxide; triethylamine; In dichloromethane;
DOI:10.1021/jo061104g

Reference yield:

: 912654-33-2
methyl (2E)-2-{[(4-methoxybenzyl)oxy]methyl}pent-2-enoate

: 912654-36-5
(4S)-3-((3R,4E)-3-hydroxy-4-{[(4-methoxybenzyl)oxy]methyl}hept-4-enoyl)-4-isopropyl-1,3-thiazolidine-2-thione

Guidance literature:: Multi-step reaction with 3 steps

1.1: 76 percent / DIBALH / diethyl ether; hexane / 1.33 h / -50 °C

2.1: 91 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / 3.5 h / -78 - 20 °C

3.1: TiCl₄ / CH₂Cl₂ / 0.08 h / 0 °C

3.2: iPr₂NEt / CH₂Cl₂ / 2 h / -78 °C

3.3: 70 percent / CH₂Cl₂ / 0.5 h / -78 °C

With oxalyl dichloride; titanium tetrachloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In diethyl ether; hexane; dichloromethane;
DOI:10.1021/jo061104g