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

Base Information

Chemical Name:2-((S)-1-chloropropan-2-yl)-5-(cyclopent-1-en-1-yl)-2-(phenylthio)pentanal oxime
CAS No.:1276114-94-3
Molecular Formula:C₁₉H₂₆ClNOS
Molecular Weight:351.941
Hs Code.:

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

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

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

There total 7 articles about 2-((S)-1-chloropropan-2-yl)-5-(cyclopent-1-en-1-yl)-2-(phenylthio)pentanal oxime 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: 72.0%

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

: 1276114-94-3
2-((S)-1-chloropropan-2-yl)-5-(cyclopent-1-en-1-yl)-2-(phenylthio)pentanal oxime

Guidance literature:: With hydroxylamine hydrochloride; N-ethyl-N,N-diisopropylamine; In toluene; at 60 ℃; for 16h;
DOI:10.1021/jo2000868

Reference yield:

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

: 1276114-94-3
2-((S)-1-chloropropan-2-yl)-5-(cyclopent-1-en-1-yl)-2-(phenylthio)pentanal oxime

Guidance literature:: Multi-step reaction with 5 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

5.1: hydroxylamine hydrochloride; N-ethyl-N,N-diisopropylamine / toluene / 16 h / 60 °C

With tetrachloromethane; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; isopropylmagnesium chloride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexanes; dichloromethane; toluene;
DOI:10.1021/jo2000868

Reference yield:

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

: 1276114-94-3
2-((S)-1-chloropropan-2-yl)-5-(cyclopent-1-en-1-yl)-2-(phenylthio)pentanal oxime

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 0.5 h

2.1: hydroxylamine hydrochloride; N-ethyl-N,N-diisopropylamine / toluene / 16 h / 60 °C

With hydroxylamine hydrochloride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In hexanes; dichloromethane; toluene;
DOI:10.1021/jo2000868