(2S,3R)-phenyl 1-allyl-2-((E)-3-(trimethylsilyl)prop-1-en-1-yl)piperidine-3-carboxylate

Base Information

Chemical Name:(2S,3R)-phenyl 1-allyl-2-((E)-3-(trimethylsilyl)prop-1-en-1-yl)piperidine-3-carboxylate
CAS No.:1451214-13-3
Molecular Formula:C₂₁H₃₁NO₂Si
Molecular Weight:357.568
Hs Code.:

Synonyms:(2S,3R)-phenyl 1-allyl-2-((E)-3-(trimethylsilyl)prop-1-en-1-yl)piperidine-3-carboxylate

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Chemical Property of (2S,3R)-phenyl 1-allyl-2-((E)-3-(trimethylsilyl)prop-1-en-1-yl)piperidine-3-carboxylate

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Technology Process of (2S,3R)-phenyl 1-allyl-2-((E)-3-(trimethylsilyl)prop-1-en-1-yl)piperidine-3-carboxylate

There total 6 articles about (2S,3R)-phenyl 1-allyl-2-((E)-3-(trimethylsilyl)prop-1-en-1-yl)piperidine-3-carboxylate 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: 81.0%

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

: 106-95-6
allyl bromide

: 1451214-13-3
(2S,3R)-phenyl 1-allyl-2-((E)-3-(trimethylsilyl)prop-1-en-1-yl)piperidine-3-carboxylate

Guidance literature:: (2R,3S,E)-phenyl 2-(3-chloropropyl)-3-((S)-1,1-dimethylethylsulfinamido)-6-(trimethylsilyl)hex-4-enoate; With hydrogenchloride; In 1,4-dioxane; water; at 20 ℃; for 1h; Inert atmosphere;

With potassium carbonate; sodium iodide; In acetonitrile; at 20 ℃; for 16h; Inert atmosphere;

allyl bromide; In acetonitrile; at 20 ℃; for 6h; Inert atmosphere;
DOI:10.1021/ol402198n

Reference yield:

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

: 1451214-13-3
(2S,3R)-phenyl 1-allyl-2-((E)-3-(trimethylsilyl)prop-1-en-1-yl)piperidine-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

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

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

2.1: hydrogenchloride / 1,4-dioxane; water / 1 h / 20 °C / Inert atmosphere

2.2: 16 h / 20 °C / Inert atmosphere

2.3: 6 h / 20 °C / Inert atmosphere

With hydrogenchloride; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; hexane; water;
DOI:10.1021/ol402198n

Reference yield:

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

: 1451214-13-3
(2S,3R)-phenyl 1-allyl-2-((E)-3-(trimethylsilyl)prop-1-en-1-yl)piperidine-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

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

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

2.1: hydrogenchloride / 1,4-dioxane; water / 1 h / 20 °C / Inert atmosphere

2.2: 16 h / 20 °C / Inert atmosphere

2.3: 6 h / 20 °C / Inert atmosphere

With hydrogenchloride; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; hexane; water;
DOI:10.1021/ol402198n