(4S,5S)-5-((R)-1-Benzyloxy-allyl)-4-benzyloxymethyl-2,2-dimethyl-4-vinyl-[1,3]dioxolane

Base Information

Chemical Name:(4S,5S)-5-((R)-1-Benzyloxy-allyl)-4-benzyloxymethyl-2,2-dimethyl-4-vinyl-[1,3]dioxolane
CAS No.:688317-59-1
Molecular Formula:C₂₅H₃₀O₄
Molecular Weight:394.511
Hs Code.:

Synonyms:(4S,5S)-5-((R)-1-Benzyloxy-allyl)-4-benzyloxymethyl-2,2-dimethyl-4-vinyl-[1,3]dioxolane

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Chemical Property of (4S,5S)-5-((R)-1-Benzyloxy-allyl)-4-benzyloxymethyl-2,2-dimethyl-4-vinyl-[1,3]dioxolane

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Technology Process of (4S,5S)-5-((R)-1-Benzyloxy-allyl)-4-benzyloxymethyl-2,2-dimethyl-4-vinyl-[1,3]dioxolane

There total 5 articles about (4S,5S)-5-((R)-1-Benzyloxy-allyl)-4-benzyloxymethyl-2,2-dimethyl-4-vinyl-[1,3]dioxolane 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: 70.0%

: Methanesulfonic acid (1R,2S)-2-benzyloxy-2-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-1-methanesulfonyloxymethyl-ethyl ester

: 688317-59-1
(4S,5S)-5-((R)-1-Benzyloxy-allyl)-4-benzyloxymethyl-2,2-dimethyl-4-vinyl-[1,3]dioxolane

Guidance literature:: With sodium iodide; In butanone; for 6h; Heating;
DOI:10.1016/j.tetlet.2004.02.020

Reference yield:

: 91738-34-0
2-C-(hydroxymethyl)-2,3:5,6-di-O-isopropylidene-α-D-mannofuranose

: 688317-59-1
(4S,5S)-5-((R)-1-Benzyloxy-allyl)-4-benzyloxymethyl-2,2-dimethyl-4-vinyl-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 5 steps

1: 83 percent / NaNH₂ / tetrahydrofuran; diethyl ether / 10 h / 0 - 20 °C

2: 90 percent / NaH / dimethylformamide / 4 h / 0 - 20 °C

3: 91 percent / aq. H₂SO₄ / methanol / 6 h / 20 °C

4: 100 percent / Et₃N / CH₂Cl₂ / 4 h / 20 °C

5: 70 percent / sodium iodide / butan-2-one / 6 h / Heating

With sulfuric acid; sodium hydride; sodium amide; triethylamine; sodium iodide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; butanone; 1: Wittig olefination;
DOI:10.1016/j.tetlet.2004.02.020

Reference yield:

: 688317-56-8
(R)-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-((4S,5S)-5-hydroxymethyl-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-methanol

: 688317-59-1
(4S,5S)-5-((R)-1-Benzyloxy-allyl)-4-benzyloxymethyl-2,2-dimethyl-4-vinyl-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / NaH / dimethylformamide / 4 h / 0 - 20 °C

2: 91 percent / aq. H₂SO₄ / methanol / 6 h / 20 °C

3: 100 percent / Et₃N / CH₂Cl₂ / 4 h / 20 °C

4: 70 percent / sodium iodide / butan-2-one / 6 h / Heating

With sulfuric acid; sodium hydride; triethylamine; sodium iodide; In methanol; dichloromethane; N,N-dimethyl-formamide; butanone;
DOI:10.1016/j.tetlet.2004.02.020