1-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-pent-4-en-2-one

Base Information

Chemical Name:1-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-pent-4-en-2-one
CAS No.:1054661-39-0
Molecular Formula:C₁₈H₂₄O₄
Molecular Weight:304.386
Hs Code.:

Synonyms:1-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-pent-4-en-2-one

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Chemical Property of 1-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-pent-4-en-2-one

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Technology Process of 1-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-pent-4-en-2-one

There total 14 articles about 1-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-pent-4-en-2-one 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: 88.0%

: 562823-72-7
1-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-pent-4-en-2-ol

: 1054661-39-0
1-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-pent-4-en-2-one

Guidance literature:: With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 23 ℃; for 2h;
DOI:10.1016/S0040-4039(03)00744-5

Reference yield: 84.0%

: C₁₅H₁₉NO₃

: 18925-10-5
allylzinc bromide

: 1054661-39-0
1-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-pent-4-en-2-one

Guidance literature:: In tetrahydrofuran; at 20 ℃;
DOI:10.1002/ejoc.201501592

Reference yield:

: 100-39-0
benzyl bromide

: 1054661-39-0
1-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-pent-4-en-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 69 percent / NaH / dimethylformamide / 4 h / 23 °C

2: 99 percent / n-Bu₄N⁽¹⁺⁾*F^(1-) / tetrahydrofuran / 2 h / 23 °C

3: 87 percent / NaHCO₃; Dess-Martin periodinane / CH₂Cl₂ / 2 h / 23 °C

4: 74 percent / diethyl ether / 1 h / 0 °C

5: 88 percent / NaHCO₃; Dess-Martin periodinane / CH₂Cl₂ / 2 h / 23 °C

With tetrabutyl ammonium fluoride; sodium hydride; sodium hydrogencarbonate; Dess-Martin periodane; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; 3: Dess-Martin oxidation / 5: Dess-Martin oxidation;
DOI:10.1016/S0040-4039(03)00744-5