1-benzyl-1-<(E)-3-(trimethylsilyl)-2-propenyl>-2-hydrazinecarboxylic acid allyl ester

Base Information

Chemical Name:1-benzyl-1-<(E)-3-(trimethylsilyl)-2-propenyl>-2-hydrazinecarboxylic acid allyl ester
CAS No.:155219-88-8
Molecular Formula:C₁₇H₂₆N₂O₂Si
Molecular Weight:318.491
Hs Code.:

Synonyms:1-benzyl-1-<(E)-3-(trimethylsilyl)-2-propenyl>-2-hydrazinecarboxylic acid allyl ester

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Chemical Property of 1-benzyl-1-<(E)-3-(trimethylsilyl)-2-propenyl>-2-hydrazinecarboxylic acid allyl ester

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Technology Process of 1-benzyl-1-<(E)-3-(trimethylsilyl)-2-propenyl>-2-hydrazinecarboxylic acid allyl ester

There total 2 articles about 1-benzyl-1-<(E)-3-(trimethylsilyl)-2-propenyl>-2-hydrazinecarboxylic acid allyl ester 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: 88.0%

: 84673-88-1,87506-22-7
(E)-3-bromo-1-(trimethylsilyl)propene

: 155219-78-6
1-benzyl-2-hydrazinecarboxylic acid allyl ester

: 155219-88-8
1-benzyl-1-<(E)-3-(trimethylsilyl)-2-propenyl>-2-hydrazinecarboxylic acid allyl ester

Guidance literature:: With potassium carbonate; lithium iodide; In butanone; for 18h; Heating;
DOI:10.1016/S0040-4020(01)96267-2

Reference yield:

: N'-[1-Phenyl-meth-(E)-ylidene]-hydrazinecarboxylic acid allyl ester

: 155219-88-8
1-benzyl-1-<(E)-3-(trimethylsilyl)-2-propenyl>-2-hydrazinecarboxylic acid allyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / pTSA, NaBH₃CN / tetrahydrofuran / 3.5 h / Ambient temperature

2: 88 percent / K₂CO₃, LiI / butan-2-one / 18 h / Heating

With sodium cyanoborohydride; potassium carbonate; toluene-4-sulfonic acid; lithium iodide; In tetrahydrofuran; butanone;
DOI:10.1016/S0040-4020(01)96267-2

Reference yield:

: 155219-88-8
1-benzyl-1-<(E)-3-(trimethylsilyl)-2-propenyl>-2-hydrazinecarboxylic acid allyl ester

: rel-(3R,4S,5S)-1-benzyl-2-(tert-butoxycarbonyl)-5-(chloromethyl)-4-(trimethylsilyl)-3-pyrazolidinecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: toluene / 42 h

2: pyridine / DMAP / 18 h / Ambient temperature

3: 68 percent / SnCl₄ / CH₂Cl₂ / 1.) -78 deg C, 15 min; 2.) r.t.

4: 64 percent / Pd(PPh₃)4, n-Bu₃SnH / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tri-n-butyl-tin hydride; tin(IV) chloride; dmap; In dichloromethane; toluene;
DOI:10.1016/S0040-4020(01)96267-2