(E)-ethyl 5-((1R,6S)-6-((E)-6-hydroxy-4-(2-(4-methoxybenzyloxy)ethyl)-2-oxohex-3-enyl)-3-methyl-5-oxocyclohex-3-enyl)-3-oxohex-4-enoate

Base Information

Chemical Name:(E)-ethyl 5-((1R,6S)-6-((E)-6-hydroxy-4-(2-(4-methoxybenzyloxy)ethyl)-2-oxohex-3-enyl)-3-methyl-5-oxocyclohex-3-enyl)-3-oxohex-4-enoate
CAS No.:1335200-59-3
Molecular Formula:C₃₁H₄₀O₈
Molecular Weight:540.654
Hs Code.:

Synonyms:(E)-ethyl 5-((1R,6S)-6-((E)-6-hydroxy-4-(2-(4-methoxybenzyloxy)ethyl)-2-oxohex-3-enyl)-3-methyl-5-oxocyclohex-3-enyl)-3-oxohex-4-enoate

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Chemical Property of (E)-ethyl 5-((1R,6S)-6-((E)-6-hydroxy-4-(2-(4-methoxybenzyloxy)ethyl)-2-oxohex-3-enyl)-3-methyl-5-oxocyclohex-3-enyl)-3-oxohex-4-enoate

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Technology Process of (E)-ethyl 5-((1R,6S)-6-((E)-6-hydroxy-4-(2-(4-methoxybenzyloxy)ethyl)-2-oxohex-3-enyl)-3-methyl-5-oxocyclohex-3-enyl)-3-oxohex-4-enoate

There total 18 articles about (E)-ethyl 5-((1R,6S)-6-((E)-6-hydroxy-4-(2-(4-methoxybenzyloxy)ethyl)-2-oxohex-3-enyl)-3-methyl-5-oxocyclohex-3-enyl)-3-oxohex-4-enoate 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: 68.0%

: (E)-ethyl 5-((1R,6S)-6-((E)-6-(tert-butyldimethylsilyloxy)-4-(2-(4-methoxybenzyloxy)ethyl)-2-oxohex-3-enyl)-3-methyl-5-oxocyclohex-3-enyl)-3-oxohex-4-enoate

: 1335200-59-3
(E)-ethyl 5-((1R,6S)-6-((E)-6-hydroxy-4-(2-(4-methoxybenzyloxy)ethyl)-2-oxohex-3-enyl)-3-methyl-5-oxocyclohex-3-enyl)-3-oxohex-4-enoate

Guidance literature:: With pyridine; hydrogen fluoride; tetrabutyl ammonium fluoride; pyridine hydrogenfluoride; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1021/ol2024554

Reference yield:

: 1335200-62-8
4-(2-hydroxyethyl)-5,6-dihydro-2H-pyran-2-one

: 1335200-59-3
(E)-ethyl 5-((1R,6S)-6-((E)-6-hydroxy-4-(2-(4-methoxybenzyloxy)ethyl)-2-oxohex-3-enyl)-3-methyl-5-oxocyclohex-3-enyl)-3-oxohex-4-enoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: 1H-imidazole / dichloromethane / 0 - 20 °C / Inert atmosphere

2.1: trimethylaluminum / dichloromethane; toluene / 2 h / 0 - 20 °C / Inert atmosphere

2.2: 2 h / 0 °C / Inert atmosphere

3.1: pyridinium p-toluenesulfonate / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

4.1: diethyl ether; dichloromethane / 1.5 h / 0 °C / Inert atmosphere

5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2.1 h / 0 °C / Inert atmosphere

6.1: N-iodo-succinimide; sodium hydrogencarbonate / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

7.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

7.2: 0.17 h / -78 °C / Inert atmosphere

7.3: 0.5 h / -78 °C / Inert atmosphere

8.1: pyridine; hydrogen fluoride; tetrabutyl ammonium fluoride; pyridine hydrogenfluoride / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; N-iodo-succinimide; hydrogen fluoride; tetrabutyl ammonium fluoride; trimethylaluminum; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; pyridine hydrogenfluoride; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.1021/ol2024554

Reference yield:

: 4-(2-(tert-butyldimethylsilyloxy)ethyl)-5,6-dihydro-2H-pyran-2-one

: 1335200-59-3
(E)-ethyl 5-((1R,6S)-6-((E)-6-hydroxy-4-(2-(4-methoxybenzyloxy)ethyl)-2-oxohex-3-enyl)-3-methyl-5-oxocyclohex-3-enyl)-3-oxohex-4-enoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: trimethylaluminum / dichloromethane; toluene / 2 h / 0 - 20 °C / Inert atmosphere

1.2: 2 h / 0 °C / Inert atmosphere

2.1: pyridinium p-toluenesulfonate / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

3.1: diethyl ether; dichloromethane / 1.5 h / 0 °C / Inert atmosphere

4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2.1 h / 0 °C / Inert atmosphere

5.1: N-iodo-succinimide; sodium hydrogencarbonate / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

6.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

6.2: 0.17 h / -78 °C / Inert atmosphere

6.3: 0.5 h / -78 °C / Inert atmosphere

7.1: pyridine; hydrogen fluoride; tetrabutyl ammonium fluoride; pyridine hydrogenfluoride / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

With pyridine; N-iodo-succinimide; hydrogen fluoride; tetrabutyl ammonium fluoride; trimethylaluminum; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; pyridine hydrogenfluoride; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.1021/ol2024554