(S)-pent-4-en-2-yl 2,4-bis(methoxymethoxy)-6-(4-((4S,5R)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)-2-oxobutyl)benzoate

Base Information

Chemical Name:(S)-pent-4-en-2-yl 2,4-bis(methoxymethoxy)-6-(4-((4S,5R)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)-2-oxobutyl)benzoate
CAS No.:946063-57-6
Molecular Formula:C₂₇H₃₈O₉
Molecular Weight:506.593
Hs Code.:

Synonyms:(S)-pent-4-en-2-yl 2,4-bis(methoxymethoxy)-6-(4-((4S,5R)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)-2-oxobutyl)benzoate

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Chemical Property of (S)-pent-4-en-2-yl 2,4-bis(methoxymethoxy)-6-(4-((4S,5R)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)-2-oxobutyl)benzoate

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Technology Process of (S)-pent-4-en-2-yl 2,4-bis(methoxymethoxy)-6-(4-((4S,5R)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)-2-oxobutyl)benzoate

There total 9 articles about (S)-pent-4-en-2-yl 2,4-bis(methoxymethoxy)-6-(4-((4S,5R)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)-2-oxobutyl)benzoate 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: 82.0%

: 946063-58-7
N-methoxy-N-methyl-3-((4S,5R)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)propanamide

: 946063-60-1
(S)-pent-4-en-2-yl 2,4-bis(methoxymethoxy)-6-methylbenzoate

: 946063-57-6
(S)-pent-4-en-2-yl 2,4-bis(methoxymethoxy)-6-(4-((4S,5R)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)-2-oxobutyl)benzoate

Guidance literature:: With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h;
DOI:10.1016/j.tet.2007.05.013

Reference yield:

: ethyl 3-((4S,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate

: 946063-57-6
(S)-pent-4-en-2-yl 2,4-bis(methoxymethoxy)-6-(4-((4S,5R)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)-2-oxobutyl)benzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 97 percent / H₂ / Pd/C / ethanol / 2.5 h / 760.05 Torr

2.1: 80 percent / pyridinium chlorochromate; sodium acetate; 4 Angstroem molecular sieves / CH₂Cl₂ / 3 h / 20 °C

3.1: n-BuLi / hexane / -30 °C

3.2: 71 percent / hexane; tetrahydrofuran / -30 - 20 °C

4.1: i-PrMgCl / tetrahydrofuran / 0.33 h / -20 °C

4.2: 96 percent / tetrahydrofuran / 1 h / -20 °C

5.1: 82 percent / n-BuLi; diisopropylamine / hexane; tetrahydrofuran / 0.17 h / -78 °C

With n-butyllithium; 4 A molecular sieve; hydrogen; isopropylmagnesium chloride; sodium acetate; diisopropylamine; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; 3.2: Wittig reaction;
DOI:10.1016/j.tet.2007.05.013

Reference yield:

: 946063-59-8
2,4-bis(methoxymethoxy)-6-methylbenzoic acid

: 946063-57-6
(S)-pent-4-en-2-yl 2,4-bis(methoxymethoxy)-6-(4-((4S,5R)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)-2-oxobutyl)benzoate

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / Ph₃P; DIAD / tetrahydrofuran / 48 h / 20 °C

2: 82 percent / n-BuLi; diisopropylamine / hexane; tetrahydrofuran / 0.17 h / -78 °C

With n-butyllithium; di-isopropyl azodicarboxylate; diisopropylamine; triphenylphosphine; In tetrahydrofuran; hexane; 1: Mitsunobu reaction;
DOI:10.1016/j.tet.2007.05.013