3-((2S)-2-{(4R,6R)-6-[3-ethyl-2-(hydroxymethyl)oxiran-2-yl]-2,2-dimethyl-1,3-dioxan-4-yl}pentanoyl)-5-isobutyl-2,6-bis(methoxymethoxy)benzaldehyde

Base Information

Chemical Name:3-((2S)-2-{(4R,6R)-6-[3-ethyl-2-(hydroxymethyl)oxiran-2-yl]-2,2-dimethyl-1,3-dioxan-4-yl}pentanoyl)-5-isobutyl-2,6-bis(methoxymethoxy)benzaldehyde
CAS No.:912654-55-8
Molecular Formula:C₃₁H₄₈O₁₀
Molecular Weight:580.716
Hs Code.:

Synonyms:3-((2S)-2-{(4R,6R)-6-[3-ethyl-2-(hydroxymethyl)oxiran-2-yl]-2,2-dimethyl-1,3-dioxan-4-yl}pentanoyl)-5-isobutyl-2,6-bis(methoxymethoxy)benzaldehyde

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Chemical Property of 3-((2S)-2-{(4R,6R)-6-[3-ethyl-2-(hydroxymethyl)oxiran-2-yl]-2,2-dimethyl-1,3-dioxan-4-yl}pentanoyl)-5-isobutyl-2,6-bis(methoxymethoxy)benzaldehyde

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Technology Process of 3-((2S)-2-{(4R,6R)-6-[3-ethyl-2-(hydroxymethyl)oxiran-2-yl]-2,2-dimethyl-1,3-dioxan-4-yl}pentanoyl)-5-isobutyl-2,6-bis(methoxymethoxy)benzaldehyde

There total 27 articles about 3-((2S)-2-{(4R,6R)-6-[3-ethyl-2-(hydroxymethyl)oxiran-2-yl]-2,2-dimethyl-1,3-dioxan-4-yl}pentanoyl)-5-isobutyl-2,6-bis(methoxymethoxy)benzaldehyde 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: 71.0%

: 912654-54-7
3-((2S)-2-{(4R,6R)-6-[(1E)-1-(hydroxymethyl)but-1-enyl]-2,2-dimethyl-1,3-dioxan-4-yl}pentanoyl)-5-isobutyl-2,6-bis(methoxymethoxy)benzaldehyde

: 912654-55-8
3-((2S)-2-{(4R,6R)-6-[3-ethyl-2-(hydroxymethyl)oxiran-2-yl]-2,2-dimethyl-1,3-dioxan-4-yl}pentanoyl)-5-isobutyl-2,6-bis(methoxymethoxy)benzaldehyde

Guidance literature:: With tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; In benzene; at 23 ℃; for 3h;
DOI:10.1021/jo061104g

Reference yield:

: 912654-45-6
2,4-bis(methoxymethoxy)-1-(2-methylprop-1-enyl)benzene

: 912654-55-8
3-((2S)-2-{(4R,6R)-6-[3-ethyl-2-(hydroxymethyl)oxiran-2-yl]-2,2-dimethyl-1,3-dioxan-4-yl}pentanoyl)-5-isobutyl-2,6-bis(methoxymethoxy)benzaldehyde

Guidance literature:: Multi-step reaction with 10 steps

1.1: 93 percent / H₂ / Pd/C / ethanol / 24 h / 3102.89 Torr

2.1: n-BuLi; TMEDA / diethyl ether; hexane / 2 h / 0 °C

2.2: 86 percent / diethyl ether; hexane / 3 h / 20 °C

3.1: 95 percent / NaBH₄ / tetrahydrofuran / 1.5 h / 20 °C

4.1: 85 percent / imidazole / dimethylformamide / 36 h / 20 °C

5.1: sec-BuLi / tetrahydrofuran; cyclohexane; hexane / 2 h / -78 °C

5.2: 55 percent / N-iodosuccinimide / tetrahydrofuran; cyclohexane; hexane / 3 h / -78 °C

6.1: n-BuLi / tetrahydrofuran; hexane / 2 h / -78 °C

6.2: 90 percent / tetrahydrofuran; hexane / 12 h / -78 - 20 °C

7.1: 100 percent / TBAF / tetrahydrofuran / 12 h / 0 °C

8.1: 92 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h

9.1: 71 percent / DDQ; H₂O / CH₂Cl₂ / 1 h / 23 °C

10.1: 71 percent / t-BuOOH / VO(acac)2 / benzene / 3 h / 23 °C

With 1H-imidazole; tert.-butylhydroperoxide; sodium tetrahydroborate; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; tetrabutyl ammonium fluoride; water; hydrogen; sec.-butyllithium; Dess-Martin periodane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; bis(acetylacetonate)oxovanadium; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; cyclohexane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo061104g

Reference yield:

: 912654-46-7
1-isobutyl-2,4-bis(methoxymethoxy)benzene

: 912654-55-8
3-((2S)-2-{(4R,6R)-6-[3-ethyl-2-(hydroxymethyl)oxiran-2-yl]-2,2-dimethyl-1,3-dioxan-4-yl}pentanoyl)-5-isobutyl-2,6-bis(methoxymethoxy)benzaldehyde

Guidance literature:: Multi-step reaction with 9 steps

1.1: n-BuLi; TMEDA / diethyl ether; hexane / 2 h / 0 °C

1.2: 86 percent / diethyl ether; hexane / 3 h / 20 °C

2.1: 95 percent / NaBH₄ / tetrahydrofuran / 1.5 h / 20 °C

3.1: 85 percent / imidazole / dimethylformamide / 36 h / 20 °C

4.1: sec-BuLi / tetrahydrofuran; cyclohexane; hexane / 2 h / -78 °C

4.2: 55 percent / N-iodosuccinimide / tetrahydrofuran; cyclohexane; hexane / 3 h / -78 °C

5.1: n-BuLi / tetrahydrofuran; hexane / 2 h / -78 °C

5.2: 90 percent / tetrahydrofuran; hexane / 12 h / -78 - 20 °C

6.1: 100 percent / TBAF / tetrahydrofuran / 12 h / 0 °C

7.1: 92 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h

8.1: 71 percent / DDQ; H₂O / CH₂Cl₂ / 1 h / 23 °C

9.1: 71 percent / t-BuOOH / VO(acac)2 / benzene / 3 h / 23 °C

With 1H-imidazole; tert.-butylhydroperoxide; sodium tetrahydroborate; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; tetrabutyl ammonium fluoride; water; sec.-butyllithium; Dess-Martin periodane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; bis(acetylacetonate)oxovanadium; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; cyclohexane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo061104g