(R)-1-(3-Hydroxymethyl-5-isobutyl-2,4-bis-methoxymethoxy-phenyl)-2-{(4R,6R)-6-[(E)-1-(4-methoxy-benzyloxymethyl)-but-1-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-pentan-1-ol

Base Information

Chemical Name:(R)-1-(3-Hydroxymethyl-5-isobutyl-2,4-bis-methoxymethoxy-phenyl)-2-{(4R,6R)-6-[(E)-1-(4-methoxy-benzyloxymethyl)-but-1-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-pentan-1-ol
CAS No.:912654-52-5
Molecular Formula:C₃₉H₆₀O₁₀
Molecular Weight:688.899
Hs Code.:

(R)-1-(3-Hydroxymethyl-5-isobutyl-2,4-bis-methoxymethoxy-phenyl)-2-{(4R,6R)-6-[(E)-1-(4-methoxy-benzyloxymethyl)-but-1-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-pentan-1-ol

Synonyms:(R)-1-(3-Hydroxymethyl-5-isobutyl-2,4-bis-methoxymethoxy-phenyl)-2-{(4R,6R)-6-[(E)-1-(4-methoxy-benzyloxymethyl)-but-1-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-pentan-1-ol

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Chemical Property of (R)-1-(3-Hydroxymethyl-5-isobutyl-2,4-bis-methoxymethoxy-phenyl)-2-{(4R,6R)-6-[(E)-1-(4-methoxy-benzyloxymethyl)-but-1-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-pentan-1-ol

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Technology Process of (R)-1-(3-Hydroxymethyl-5-isobutyl-2,4-bis-methoxymethoxy-phenyl)-2-{(4R,6R)-6-[(E)-1-(4-methoxy-benzyloxymethyl)-but-1-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-pentan-1-ol

There total 24 articles about (R)-1-(3-Hydroxymethyl-5-isobutyl-2,4-bis-methoxymethoxy-phenyl)-2-{(4R,6R)-6-[(E)-1-(4-methoxy-benzyloxymethyl)-but-1-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-pentan-1-ol 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: 100.0%

: 912654-51-4
(R)-1-[3-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isobutyl-2,4-bis-methoxymethoxy-phenyl]-2-{(4R,6R)-6-[(E)-1-(4-methoxy-benzyloxymethyl)-but-1-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-pentan-1-ol

: 912654-52-5
(R)-1-(3-Hydroxymethyl-5-isobutyl-2,4-bis-methoxymethoxy-phenyl)-2-{(4R,6R)-6-[(E)-1-(4-methoxy-benzyloxymethyl)-but-1-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-pentan-1-ol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 12h;
DOI:10.1021/jo061104g

Reference yield:

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

: 912654-52-5
(R)-1-(3-Hydroxymethyl-5-isobutyl-2,4-bis-methoxymethoxy-phenyl)-2-{(4R,6R)-6-[(E)-1-(4-methoxy-benzyloxymethyl)-but-1-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-pentan-1-ol

Guidance literature:: Multi-step reaction with 7 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

With 1H-imidazole; sodium tetrahydroborate; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; tetrabutyl ammonium fluoride; hydrogen; sec.-butyllithium; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; hexane; cyclohexane; N,N-dimethyl-formamide;
DOI:10.1021/jo061104g

Reference yield:

: 13709-06-3
2,4-bis(methoxymethoxy)benzaldehyde

: 912654-52-5
(R)-1-(3-Hydroxymethyl-5-isobutyl-2,4-bis-methoxymethoxy-phenyl)-2-{(4R,6R)-6-[(E)-1-(4-methoxy-benzyloxymethyl)-but-1-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-pentan-1-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: 94 percent / tetrahydrofuran; hexane / 4 h / 20 °C

2.1: 93 percent / H₂ / Pd/C / ethanol / 24 h / 3102.89 Torr

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

3.2: 86 percent / diethyl ether; hexane / 3 h / 20 °C

4.1: 95 percent / NaBH₄ / tetrahydrofuran / 1.5 h / 20 °C

5.1: 85 percent / imidazole / dimethylformamide / 36 h / 20 °C

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

6.2: 55 percent / N-iodosuccinimide / tetrahydrofuran; cyclohexane; hexane / 3 h / -78 °C

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

7.2: 90 percent / tetrahydrofuran; hexane / 12 h / -78 - 20 °C

8.1: 100 percent / TBAF / tetrahydrofuran / 12 h / 0 °C

With 1H-imidazole; sodium tetrahydroborate; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; tetrabutyl ammonium fluoride; hydrogen; sec.-butyllithium; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; hexane; cyclohexane; N,N-dimethyl-formamide; 1.1: Wittig reaction;
DOI:10.1021/jo061104g