(Z)-5-oxo-6-(5-phenylpent-4-en-1-yl)-5,6-dihydro-2H-pyran-2-yl 4-(methylthio)benzoate

Base Information

Chemical Name:(Z)-5-oxo-6-(5-phenylpent-4-en-1-yl)-5,6-dihydro-2H-pyran-2-yl 4-(methylthio)benzoate
CAS No.:1331831-00-5
Molecular Formula:C₂₄H₂₄O₄S
Molecular Weight:408.518
Hs Code.:

Synonyms:(Z)-5-oxo-6-(5-phenylpent-4-en-1-yl)-5,6-dihydro-2H-pyran-2-yl 4-(methylthio)benzoate

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Chemical Property of (Z)-5-oxo-6-(5-phenylpent-4-en-1-yl)-5,6-dihydro-2H-pyran-2-yl 4-(methylthio)benzoate

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Technology Process of (Z)-5-oxo-6-(5-phenylpent-4-en-1-yl)-5,6-dihydro-2H-pyran-2-yl 4-(methylthio)benzoate

There total 5 articles about (Z)-5-oxo-6-(5-phenylpent-4-en-1-yl)-5,6-dihydro-2H-pyran-2-yl 4-(methylthio)benzoate 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: 58.0%

: 1442-06-4
4-(methylthio)benzoyl chloride

: 1331831-20-9
(Z)-6-hydroxy-2-(5-phenylpent-4-en-1-yl)-2H-pyran-3(6H)-one

: 1331831-00-5
(Z)-5-oxo-6-(5-phenylpent-4-en-1-yl)-5,6-dihydro-2H-pyran-2-yl 4-(methylthio)benzoate

Guidance literature:: With pyridine; dmap; In dichloromethane; at 0 - 20 ℃; optical yield given as %de; Inert atmosphere;
DOI:10.1021/ja206997e

Reference yield:

: 160257-00-1
(Z)-(5-bromopent-1-en-1-yl)benzene

: 1331831-00-5
(Z)-5-oxo-6-(5-phenylpent-4-en-1-yl)-5,6-dihydro-2H-pyran-2-yl 4-(methylthio)benzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: magnesium; ethylene dibromide / tetrahydrofuran / 40 °C / Inert atmosphere

1.2: 1 h / 0 °C / Inert atmosphere

2.1: tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium / dodecane; dichloromethane / 1 h / 0 °C

3.1: pyridine; dmap / dichloromethane / 0 - 20 °C / Inert atmosphere

With pyridine; tert.-butylhydroperoxide; dmap; bis(acetylacetonate)oxovanadium; magnesium; ethylene dibromide; In tetrahydrofuran; dodecane; dichloromethane; 1.2: Grignard reaction / 1.3: Grignard reaction;
DOI:10.1021/ja206997e

Reference yield:

: 13159-16-5,37464-86-1,29374-64-9
(Z)-5-phenylpent-4-en-1-ol

: 1331831-00-5
(Z)-5-oxo-6-(5-phenylpent-4-en-1-yl)-5,6-dihydro-2H-pyran-2-yl 4-(methylthio)benzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1H-imidazole; bromine; triphenylphosphine / dichloromethane / 0.75 h / 0 °C / Inert atmosphere

2.1: magnesium; ethylene dibromide / tetrahydrofuran / 40 °C / Inert atmosphere

2.2: 1 h / 0 °C / Inert atmosphere

3.1: tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium / dodecane; dichloromethane / 1 h / 0 °C

4.1: pyridine; dmap / dichloromethane / 0 - 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; tert.-butylhydroperoxide; dmap; bis(acetylacetonate)oxovanadium; bromine; magnesium; ethylene dibromide; triphenylphosphine; In tetrahydrofuran; dodecane; dichloromethane; 2.2: Grignard reaction / 2.3: Grignard reaction;
DOI:10.1021/ja206997e