(S)-3-((E)-5-(2-((E)-4-(4-methoxy-2,3-dimethylphenyl)but-2-en-2-yl)-1,3-dithian-2-yl)-3-methylpent-3-en-1-yl)-2,2-dimethyloxirane

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Chemical Name:(S)-3-((E)-5-(2-((E)-4-(4-methoxy-2,3-dimethylphenyl)but-2-en-2-yl)-1,3-dithian-2-yl)-3-methylpent-3-en-1-yl)-2,2-dimethyloxirane
CAS No.:1585153-93-0
Molecular Formula:C₂₇H₄₀O₂S₂
Molecular Weight:460.745
Hs Code.:

Synonyms:(S)-3-((E)-5-(2-((E)-4-(4-methoxy-2,3-dimethylphenyl)but-2-en-2-yl)-1,3-dithian-2-yl)-3-methylpent-3-en-1-yl)-2,2-dimethyloxirane

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Chemical Property of (S)-3-((E)-5-(2-((E)-4-(4-methoxy-2,3-dimethylphenyl)but-2-en-2-yl)-1,3-dithian-2-yl)-3-methylpent-3-en-1-yl)-2,2-dimethyloxirane

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Technology Process of (S)-3-((E)-5-(2-((E)-4-(4-methoxy-2,3-dimethylphenyl)but-2-en-2-yl)-1,3-dithian-2-yl)-3-methylpent-3-en-1-yl)-2,2-dimethyloxirane

There total 13 articles about (S)-3-((E)-5-(2-((E)-4-(4-methoxy-2,3-dimethylphenyl)but-2-en-2-yl)-1,3-dithian-2-yl)-3-methylpent-3-en-1-yl)-2,2-dimethyloxirane 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: 86.0%

: 1585153-90-7
(E)-2-(4-(4-methoxy-2,3-dimethylphenyl)but-2-en-2-yl)-1,3-dithiane

: C₁₀H₁₇BrO

: 1585153-93-0
(S)-3-((E)-5-(2-((E)-4-(4-methoxy-2,3-dimethylphenyl)but-2-en-2-yl)-1,3-dithian-2-yl)-3-methylpent-3-en-1-yl)-2,2-dimethyloxirane

Guidance literature:: (E)-2-(4-(4-methoxy-2,3-dimethylphenyl)but-2-en-2-yl)-1,3-dithiane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; Inert atmosphere;

C₁₀H₁₇BrO; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 3h; Inert atmosphere;
DOI:10.1021/ol500553x

Reference yield:

: 1585153-89-4
(E)-4-(4-methoxy-2,3-dimethylphenyl)-2-methylbut-2-en-1-ol

: 1585153-93-0
(S)-3-((E)-5-(2-((E)-4-(4-methoxy-2,3-dimethylphenyl)but-2-en-2-yl)-1,3-dithian-2-yl)-3-methylpent-3-en-1-yl)-2,2-dimethyloxirane

Guidance literature:: Multi-step reaction with 3 steps

1.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C / Inert atmosphere

2.1: boron trifluoride diethyl etherate / dichloromethane / 3 h / 0 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C / Inert atmosphere

3.2: 3 h / -78 - 20 °C / Inert atmosphere

With n-butyllithium; boron trifluoride diethyl etherate; Dess-Martin periodane; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ol500553x

Reference yield:

: 50638-48-7
1-bromo-4-methoxy-2,3-dimethylbenzene

: 1585153-93-0
(S)-3-((E)-5-(2-((E)-4-(4-methoxy-2,3-dimethylphenyl)but-2-en-2-yl)-1,3-dithian-2-yl)-3-methylpent-3-en-1-yl)-2,2-dimethyloxirane

Guidance literature:: Multi-step reaction with 7 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Irradiation

1.2: 2.5 h / -78 - 20 °C / Inert atmosphere

2.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C / Inert atmosphere

3.1: dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

4.1: diisobutylaluminium hydride / hexane; dichloromethane / -78 °C / Inert atmosphere

5.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C / Inert atmosphere

6.1: boron trifluoride diethyl etherate / dichloromethane / 3 h / 0 °C / Inert atmosphere

7.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C / Inert atmosphere

7.2: 3 h / -78 - 20 °C / Inert atmosphere

With n-butyllithium; boron trifluoride diethyl etherate; diisobutylaluminium hydride; Dess-Martin periodane; In tetrahydrofuran; hexane; dichloromethane; 3.1: |Wittig Olefination;
DOI:10.1021/ol500553x