(5R,7E,9E)-5-hydroxy-12-[(4-methoxyphenyl)methoxy]-5,9-dimethyldodeca-7,9-dien-2-yn-4-one

Base Information

Chemical Name:(5R,7E,9E)-5-hydroxy-12-[(4-methoxyphenyl)methoxy]-5,9-dimethyldodeca-7,9-dien-2-yn-4-one
CAS No.:1639124-58-5
Molecular Formula:C₂₂H₂₈O₄
Molecular Weight:356.462
Hs Code.:

Synonyms:(5R,7E,9E)-5-hydroxy-12-[(4-methoxyphenyl)methoxy]-5,9-dimethyldodeca-7,9-dien-2-yn-4-one

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Chemical Property of (5R,7E,9E)-5-hydroxy-12-[(4-methoxyphenyl)methoxy]-5,9-dimethyldodeca-7,9-dien-2-yn-4-one

Chemical Property:

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Technology Process of (5R,7E,9E)-5-hydroxy-12-[(4-methoxyphenyl)methoxy]-5,9-dimethyldodeca-7,9-dien-2-yn-4-one

There total 9 articles about (5R,7E,9E)-5-hydroxy-12-[(4-methoxyphenyl)methoxy]-5,9-dimethyldodeca-7,9-dien-2-yn-4-one 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: 77.0%

: (5R,7E,9E)-12-[(4-methoxyphenyl)methoxy]-5,9-dimethyldodeca-7,9-dien-2-yne-4,5-diol

: 1639124-58-5
(5R,7E,9E)-5-hydroxy-12-[(4-methoxyphenyl)methoxy]-5,9-dimethyldodeca-7,9-dien-2-yn-4-one

Guidance literature:: With pyridine; pyridine-SO₃ complex; triethylamine; In dichloromethane; dimethyl sulfoxide; at 0 - 20 ℃; for 1h;
DOI:10.1002/ejoc.201402234

Reference yield:

: 500702-35-2
C₂₅H₄₄O₂Sn

: 1639124-58-5
(5R,7E,9E)-5-hydroxy-12-[(4-methoxyphenyl)methoxy]-5,9-dimethyldodeca-7,9-dien-2-yn-4-one

Guidance literature:: Multi-step reaction with 5 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(I) thiophene-2-carboxylate; cesium fluoride / N,N-dimethyl-formamide / 1.5 h / 20 °C

2: lithium aluminium tetrahydride / tetrahydrofuran / 20 - 80 °C

3: pyridine-SO₃ complex; pyridine; triethylamine / dichloromethane; dimethyl sulfoxide / 0.5 h / 0 - 20 °C

4: tetrahydrofuran; diethyl ether / 1 h / -30 °C

5: pyridine-SO₃ complex; pyridine; triethylamine / dichloromethane; dimethyl sulfoxide / 1 h / 0 - 20 °C

With pyridine; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(I) thiophene-2-carboxylate; pyridine-SO₃ complex; triethylamine; cesium fluoride; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 1: |Stille Cross Coupling / 3: |Parikh-Doering Oxidation / 5: |Parikh-Doering Oxidation;
DOI:10.1002/ejoc.201402234

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 1639124-58-5
(5R,7E,9E)-5-hydroxy-12-[(4-methoxyphenyl)methoxy]-5,9-dimethyldodeca-7,9-dien-2-yn-4-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydride / dimethyl sulfoxide / 2 h / 0 - 20 °C

1.2: 5 h / 20 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(I) thiophene-2-carboxylate; cesium fluoride / N,N-dimethyl-formamide / 1.5 h / 20 °C

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 20 - 80 °C

4.1: pyridine-SO₃ complex; pyridine; triethylamine / dichloromethane; dimethyl sulfoxide / 0.5 h / 0 - 20 °C

5.1: tetrahydrofuran; diethyl ether / 1 h / -30 °C

6.1: pyridine-SO₃ complex; pyridine; triethylamine / dichloromethane; dimethyl sulfoxide / 1 h / 0 - 20 °C

With pyridine; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(I) thiophene-2-carboxylate; pyridine-SO₃ complex; sodium hydride; triethylamine; cesium fluoride; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 2.1: |Stille Cross Coupling / 4.1: |Parikh-Doering Oxidation / 6.1: |Parikh-Doering Oxidation;
DOI:10.1002/ejoc.201402234