tert-butyl 3-oxo-5-phenyl-2-(triphenylphosphoranylidene)-(E)-4-pentenoate

Base Information

Chemical Name:tert-butyl 3-oxo-5-phenyl-2-(triphenylphosphoranylidene)-(E)-4-pentenoate
CAS No.:83207-71-0
Molecular Formula:C₃₃H₃₁O₃P
Molecular Weight:506.581
Hs Code.:

Synonyms:tert-butyl 3-oxo-5-phenyl-2-(triphenylphosphoranylidene)-(E)-4-pentenoate

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Chemical Property of tert-butyl 3-oxo-5-phenyl-2-(triphenylphosphoranylidene)-(E)-4-pentenoate

Chemical Property:

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Technology Process of tert-butyl 3-oxo-5-phenyl-2-(triphenylphosphoranylidene)-(E)-4-pentenoate

There total 5 articles about tert-butyl 3-oxo-5-phenyl-2-(triphenylphosphoranylidene)-(E)-4-pentenoate 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: 94.0%

: 1262551-94-9
C₃₀H₃₆O₆P₂

: 100-52-7
benzaldehyde

: 83207-71-0
tert-butyl 3-oxo-5-phenyl-2-(triphenylphosphoranylidene)-(E)-4-pentenoate

Guidance literature:: C₃₀H₃₆O₆P₂; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h; Inert atmosphere;

benzaldehyde; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2.5h; Inert atmosphere;
DOI:10.5012/bkcs.2010.31.10.2776

Reference yield: 80.0%

: 86302-43-4,35000-38-5
(tert-Butoxycarbonylmethylene)triphenylphosphorane

: 102-92-1,17082-09-6
Cinnamoyl chloride

: 83207-71-0
tert-butyl 3-oxo-5-phenyl-2-(triphenylphosphoranylidene)-(E)-4-pentenoate

Guidance literature:: In benzene; 1.) 8-10 deg C, 10 min, 2.) 25 deg C, 30 min;
DOI:10.1021/jo00146a025

Reference yield:

: 86302-43-4,35000-38-5
(tert-Butoxycarbonylmethylene)triphenylphosphorane

: 83207-71-0
tert-butyl 3-oxo-5-phenyl-2-(triphenylphosphoranylidene)-(E)-4-pentenoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 12 h / 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -78 °C / Inert atmosphere

2.2: 2.5 h / -78 - 20 °C / Inert atmosphere

With dmap; n-butyllithium; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; hexane; dichloromethane; 2.1: Horner-Wadsworth-Emmons olefination / 2.2: Horner-Wadsworth-Emmons olefination;
DOI:10.5012/bkcs.2010.31.10.2776