4-[(2R,3R)-3-((E)-((2R,3R)-3-(4-methoxyphenylmethoxy)-2-((Z)-oct-2-enyl)-5-oxo-cyclopentylidene)methyl)oxiran-2-yl]butanal

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Chemical Name:4-[(2R,3R)-3-((E)-((2R,3R)-3-(4-methoxyphenylmethoxy)-2-((Z)-oct-2-enyl)-5-oxo-cyclopentylidene)methyl)oxiran-2-yl]butanal
CAS No.:1061330-18-4
Molecular Formula:C₂₈H₃₈O₅
Molecular Weight:454.607
Hs Code.:

Synonyms:4-[(2R,3R)-3-((E)-((2R,3R)-3-(4-methoxyphenylmethoxy)-2-((Z)-oct-2-enyl)-5-oxo-cyclopentylidene)methyl)oxiran-2-yl]butanal

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Chemical Property of 4-[(2R,3R)-3-((E)-((2R,3R)-3-(4-methoxyphenylmethoxy)-2-((Z)-oct-2-enyl)-5-oxo-cyclopentylidene)methyl)oxiran-2-yl]butanal

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Technology Process of 4-[(2R,3R)-3-((E)-((2R,3R)-3-(4-methoxyphenylmethoxy)-2-((Z)-oct-2-enyl)-5-oxo-cyclopentylidene)methyl)oxiran-2-yl]butanal

There total 17 articles about 4-[(2R,3R)-3-((E)-((2R,3R)-3-(4-methoxyphenylmethoxy)-2-((Z)-oct-2-enyl)-5-oxo-cyclopentylidene)methyl)oxiran-2-yl]butanal 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: 79.0%

: (3R,4R,E)-2-(((2R,3R)-3-(4-hydroxybutyl)oxiran-2-yl)methylene)-4-((4-methoxybenzyl)oxy)-3-((Z)-oct-2-en-1-yl)cyclopentanone

: 1061330-18-4
4-[(2R,3R)-3-((E)-((2R,3R)-3-(4-methoxyphenylmethoxy)-2-((Z)-oct-2-enyl)-5-oxo-cyclopentylidene)methyl)oxiran-2-yl]butanal

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 22 ℃; for 1h;
DOI:10.1021/ol8014804

Reference yield:

: 1061330-17-3
(3R,4R,E)-2-(((2R,3R)-3-(4-((tert-butyldimethylsilyl)oxy)butyl)oxiran-2-yl)methylene)-4-((4-methoxybenzyl)oxy)-3-((Z)-oct-2-en-1-yl)cyclopentanone

: 1061330-18-4
4-[(2R,3R)-3-((E)-((2R,3R)-3-(4-methoxyphenylmethoxy)-2-((Z)-oct-2-enyl)-5-oxo-cyclopentylidene)methyl)oxiran-2-yl]butanal

Guidance literature:: Multi-step reaction with 2 steps

1: formic acid / tetrahydrofuran; water / 1 h / 21 °C / Inert atmosphere

2: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 1 h / 0 - 21 °C / Inert atmosphere

With formic acid; sodium hydrogencarbonate; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jm400959q

Reference yield:

: 1605291-95-9
C₃₄H₅₄O₆Si

: 1061330-18-4
4-[(2R,3R)-3-((E)-((2R,3R)-3-(4-methoxyphenylmethoxy)-2-((Z)-oct-2-enyl)-5-oxo-cyclopentylidene)methyl)oxiran-2-yl]butanal

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine; dmap / dichloromethane / 1 h / 0 °C

2: aluminum oxide / dichloromethane / 16 h / 0 °C

3: hydrogen; Lindlar's catalyst / ethyl acetate / 2 h / 20 °C

4: formic acid / tetrahydrofuran; water / 1.5 h / 0 °C

5: Dess-Martin periodane / dichloromethane / 1 h / 20 °C

With dmap; aluminum oxide; formic acid; Lindlar's catalyst; hydrogen; Dess-Martin periodane; triethylamine; In tetrahydrofuran; dichloromethane; water; ethyl acetate;
DOI:10.1021/ol500654g