(E)-1(S)-{4-[4-methyl-(1-methylethyl)pentylidene]-3-oxo-(2-oxolan-1(S)-yl)}-2-(phenylmethoxy)ethyl 4-methyl-3-(methylethyl)pentanoate

Base Information

Chemical Name:(E)-1(S)-{4-[4-methyl-(1-methylethyl)pentylidene]-3-oxo-(2-oxolan-1(S)-yl)}-2-(phenylmethoxy)ethyl 4-methyl-3-(methylethyl)pentanoate
CAS No.:300809-95-4
Molecular Formula:C₃₁H₄₈O₅
Molecular Weight:500.719
Hs Code.:

Synonyms:(E)-1(S)-{4-[4-methyl-(1-methylethyl)pentylidene]-3-oxo-(2-oxolan-1(S)-yl)}-2-(phenylmethoxy)ethyl 4-methyl-3-(methylethyl)pentanoate

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Chemical Property of (E)-1(S)-{4-[4-methyl-(1-methylethyl)pentylidene]-3-oxo-(2-oxolan-1(S)-yl)}-2-(phenylmethoxy)ethyl 4-methyl-3-(methylethyl)pentanoate

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Technology Process of (E)-1(S)-{4-[4-methyl-(1-methylethyl)pentylidene]-3-oxo-(2-oxolan-1(S)-yl)}-2-(phenylmethoxy)ethyl 4-methyl-3-(methylethyl)pentanoate

There total 7 articles about (E)-1(S)-{4-[4-methyl-(1-methylethyl)pentylidene]-3-oxo-(2-oxolan-1(S)-yl)}-2-(phenylmethoxy)ethyl 4-methyl-3-(methylethyl)pentanoate 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: 73.0%

: 261356-89-2
4-methyl-3-(1-methylethyl)pentanoyl chloride

: 300809-86-3
(E)-5(S)-[1(S)-hydroxy-2-(phenylmethoxy)ethyl]-3-[4-methyl-3-(methylethyl)pentylidene]oxolan-2-one

: 300809-95-4
(E)-1(S)-{4-[4-methyl-(1-methylethyl)pentylidene]-3-oxo-(2-oxolan-1(S)-yl)}-2-(phenylmethoxy)ethyl 4-methyl-3-(methylethyl)pentanoate

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃; for 3h;

Reference yield:

: 261356-87-0
4-methyl-3-(1-methylethyl)pentanal

: 300809-95-4
(E)-1(S)-{4-[4-methyl-(1-methylethyl)pentylidene]-3-oxo-(2-oxolan-1(S)-yl)}-2-(phenylmethoxy)ethyl 4-methyl-3-(methylethyl)pentanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: LDA / tetrahydrofuran; heptane; ethylbenzene / 2 h / -78 °C

1.2: tetrahydrofuran; heptane; ethylbenzene / 4 h / -78 °C

2.1: Et₃N / CH₂Cl₂ / 2.5 h / 0 - 20 °C

3.1: 58 percent / DBU / CH₂Cl₂ / 20 °C

4.1: 92 percent / n-Bu₄NF / tetrahydrofuran / 0.67 h / 0 °C

5.1: 73 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 3 h / 20 °C

With pyridine; dmap; tetrabutyl ammonium fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; n-heptane; dichloromethane; ethylbenzene;

Reference yield:

: 184873-70-9
(5S)-5-[(1S)-2-benzyloxy-1-hydroxyethyl]tetrahydrofuran-2-one

: 300809-95-4
(E)-1(S)-{4-[4-methyl-(1-methylethyl)pentylidene]-3-oxo-(2-oxolan-1(S)-yl)}-2-(phenylmethoxy)ethyl 4-methyl-3-(methylethyl)pentanoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 73 percent / imidazole / dimethylformamide / 17 h / 0 - 20 °C

2.1: LDA / tetrahydrofuran; heptane; ethylbenzene / 2 h / -78 °C

2.2: tetrahydrofuran; heptane; ethylbenzene / 4 h / -78 °C

3.1: Et₃N / CH₂Cl₂ / 2.5 h / 0 - 20 °C

4.1: 58 percent / DBU / CH₂Cl₂ / 20 °C

5.1: 92 percent / n-Bu₄NF / tetrahydrofuran / 0.67 h / 0 °C

6.1: 73 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 3 h / 20 °C

With pyridine; 1H-imidazole; dmap; tetrabutyl ammonium fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; n-heptane; dichloromethane; ethylbenzene; N,N-dimethyl-formamide;