(Z)-1-(1-oxo-5,6-dihydropentalen-2(1H,3H,4H)-ylidene)-3-phenylpropyl acetate

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Chemical Name:(Z)-1-(1-oxo-5,6-dihydropentalen-2(1H,3H,4H)-ylidene)-3-phenylpropyl acetate
CAS No.:1363728-15-7
Molecular Formula:C₁₉H₂₀O₃
Molecular Weight:296.366
Hs Code.:

Synonyms:(Z)-1-(1-oxo-5,6-dihydropentalen-2(1H,3H,4H)-ylidene)-3-phenylpropyl acetate

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Chemical Property of (Z)-1-(1-oxo-5,6-dihydropentalen-2(1H,3H,4H)-ylidene)-3-phenylpropyl acetate

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Technology Process of (Z)-1-(1-oxo-5,6-dihydropentalen-2(1H,3H,4H)-ylidene)-3-phenylpropyl acetate

There total 2 articles about (Z)-1-(1-oxo-5,6-dihydropentalen-2(1H,3H,4H)-ylidene)-3-phenylpropyl acetate 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:

: 201230-82-2
carbon monoxide

: 1363728-53-3
1-cyclopentenyl-5-phenylpent-2-ynyl acetate

: 1363728-30-6
(E)-1-(1-oxo-5,6-dihydropentalen-2(1H,3H,4H)-ylidene)-3-phenylpropyl acetate

: 1363728-15-7
(Z)-1-(1-oxo-5,6-dihydropentalen-2(1H,3H,4H)-ylidene)-3-phenylpropyl acetate

Guidance literature:: carbon monoxide; 1-cyclopentenyl-5-phenylpent-2-ynyl acetate; With chloro(1,5-cyclooctadiene)rhodium(I) dimer; In 1,2-dichloro-ethane; at 40 ℃; under 760.051 Torr;

With triethylamine; optical yield given as %de;
DOI:10.1021/ol300330t

Reference yield:

: 16520-62-0
4-Phenyl-1-butyne

: 6140-65-4
1-cyclopentene-1-carboxaldehyde

: 1363728-30-6
(E)-1-(1-oxo-5,6-dihydropentalen-2(1H,3H,4H)-ylidene)-3-phenylpropyl acetate

: 1363728-15-7
(Z)-1-(1-oxo-5,6-dihydropentalen-2(1H,3H,4H)-ylidene)-3-phenylpropyl acetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

1.3: 2 h / 0 - 20 °C / Inert atmosphere

2.1: chloro(1,5-cyclooctadiene)rhodium(I) dimer / 1,2-dichloro-ethane / 40 °C / 760.05 Torr

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; n-butyllithium; In tetrahydrofuran; hexane; 1,2-dichloro-ethane;
DOI:10.1021/ol300330t