2-((S)-1-chloropropan-2-yl)-5-(cyclopent-1-en-1-yl)-2-(phenylthio)pentanal

Base Information

Chemical Name:2-((S)-1-chloropropan-2-yl)-5-(cyclopent-1-en-1-yl)-2-(phenylthio)pentanal
CAS No.:1276114-93-2
Molecular Formula:C₁₉H₂₅ClOS
Molecular Weight:336.926
Hs Code.:

Synonyms:2-((S)-1-chloropropan-2-yl)-5-(cyclopent-1-en-1-yl)-2-(phenylthio)pentanal

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Chemical Property of 2-((S)-1-chloropropan-2-yl)-5-(cyclopent-1-en-1-yl)-2-(phenylthio)pentanal

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Technology Process of 2-((S)-1-chloropropan-2-yl)-5-(cyclopent-1-en-1-yl)-2-(phenylthio)pentanal

There total 6 articles about 2-((S)-1-chloropropan-2-yl)-5-(cyclopent-1-en-1-yl)-2-(phenylthio)pentanal 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: 65.0%

: 1276114-92-1
2-((S)-1-chloropropan-2-yl)-5-(cyclopent-1-en-1-yl)-2-(phenylthio)pentanenitrile

: 1276114-93-2
2-((S)-1-chloropropan-2-yl)-5-(cyclopent-1-en-1-yl)-2-(phenylthio)pentanal

Guidance literature:: 2-((S)-1-chloropropan-2-yl)-5-(cyclopent-1-en-1-yl)-2-(phenylthio)pentanenitrile; With diisobutylaluminium hydride; In hexanes; dichloromethane; at -78 ℃; for 1.5h;

With hydrogenchloride; In hexanes; dichloromethane; water; for 0.5h;
DOI:10.1021/jo2000868

Reference yield:

: 1276114-89-6
2-((S)-1-(tert-butyldimethylsilyloxy)propan-2-yl)-5-(cyclopent-1-en-1-yl)pentanenitrile

: 1276114-93-2
2-((S)-1-chloropropan-2-yl)-5-(cyclopent-1-en-1-yl)-2-(phenylthio)pentanal

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / Molecular sieve

2.1: isopropylmagnesium chloride / tetrahydrofuran / 0.58 h / -78 - 20 °C

2.2: 16 h / -78 - 20 °C

3.1: tetrachloromethane / dichloromethane / 72 h / 0 °C

4.1: diisobutylaluminium hydride / hexanes; dichloromethane / 1.5 h / -78 °C

4.2: 0.5 h

With tetrachloromethane; tetrabutyl ammonium fluoride; isopropylmagnesium chloride; diisobutylaluminium hydride; In tetrahydrofuran; hexanes; dichloromethane;
DOI:10.1021/jo2000868

Reference yield:

: 1276114-91-0
5-(cyclopent-1-en-1-yl)-2-((R)-1-hydroxypropan-2-yl)-2-(phenylthio)pentanenitrile

: 1276114-93-2
2-((S)-1-chloropropan-2-yl)-5-(cyclopent-1-en-1-yl)-2-(phenylthio)pentanal

Guidance literature:: Multi-step reaction with 2 steps

1.1: tetrachloromethane / dichloromethane / 72 h / 0 °C

2.1: diisobutylaluminium hydride / hexanes; dichloromethane / 1.5 h / -78 °C

2.2: 0.5 h

With tetrachloromethane; diisobutylaluminium hydride; In hexanes; dichloromethane;
DOI:10.1021/jo2000868