(2R,3S,E)-phenyl 2-(3-chloropropyl)-3-((S)-1,1-dimethylethylsulfinamido)-6-(trimethylsilyl)hex-4-enoate

Base Information

Chemical Name:(2R,3S,E)-phenyl 2-(3-chloropropyl)-3-((S)-1,1-dimethylethylsulfinamido)-6-(trimethylsilyl)hex-4-enoate
CAS No.:1451214-11-1
Molecular Formula:C₂₂H₃₆ClNO₃SSi
Molecular Weight:458.137
Hs Code.:

Synonyms:(2R,3S,E)-phenyl 2-(3-chloropropyl)-3-((S)-1,1-dimethylethylsulfinamido)-6-(trimethylsilyl)hex-4-enoate

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Chemical Property of (2R,3S,E)-phenyl 2-(3-chloropropyl)-3-((S)-1,1-dimethylethylsulfinamido)-6-(trimethylsilyl)hex-4-enoate

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Technology Process of (2R,3S,E)-phenyl 2-(3-chloropropyl)-3-((S)-1,1-dimethylethylsulfinamido)-6-(trimethylsilyl)hex-4-enoate

There total 5 articles about (2R,3S,E)-phenyl 2-(3-chloropropyl)-3-((S)-1,1-dimethylethylsulfinamido)-6-(trimethylsilyl)hex-4-enoate 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: 75.0%

: 959051-08-2
5-chloro-pentanoic acid phenyl ester

: 1451214-12-2
(S,E)-2-methyl-N-((E)-4-(trimethylsilyl)but-2-en-1-ylidene)propane-2-sulfinamide

: 1451214-11-1
(2R,3S,E)-phenyl 2-(3-chloropropyl)-3-((S)-1,1-dimethylethylsulfinamido)-6-(trimethylsilyl)hex-4-enoate

Guidance literature:: 5-chloro-pentanoic acid phenyl ester; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Inert atmosphere;

(S,E)-2-methyl-N-((E)-4-(trimethylsilyl)but-2-en-1-ylidene)propane-2-sulfinamide; In tetrahydrofuran; hexane; at -78 ℃; for 2.5h; Inert atmosphere;
DOI:10.1021/ol402198n

Reference yield:

: 1204293-76-4
(S,E)-N-allylidene-2-methylpropane-2-sulfinamide

: 1451214-11-1
(2R,3S,E)-phenyl 2-(3-chloropropyl)-3-((S)-1,1-dimethylethylsulfinamido)-6-(trimethylsilyl)hex-4-enoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 12 h / 20 °C / Inert atmosphere

2.1: lithium diisopropyl amide / hexane; tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

2.2: 2.5 h / -78 °C / Inert atmosphere

With Hoveyda-Grubbs catalyst second generation; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ol402198n

Reference yield:

: 1119-46-6
5-chloro-valeric acid

: 1451214-11-1
(2R,3S,E)-phenyl 2-(3-chloropropyl)-3-((S)-1,1-dimethylethylsulfinamido)-6-(trimethylsilyl)hex-4-enoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere

2.1: lithium diisopropyl amide / hexane; tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

2.2: 2.5 h / -78 °C / Inert atmosphere

With oxalyl dichloride; N,N-dimethyl-formamide; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ol402198n