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

Base Information

Chemical Name:(4R,5S)-4-(4-Methoxy-benzyloxymethyl)-2,2-dimethyl-5-vinyl-[1,3]dioxolane
CAS No.:170555-75-6
Molecular Formula:C₁₆H₂₂O₄
Molecular Weight:278.348
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

Chemical Property:

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

There total 3 articles about (4R,5S)-4-(4-Methoxy-benzyloxymethyl)-2,2-dimethyl-5-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: 87.0%

: 127758-25-2
(4R,5S)-(2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)methan-1-ol

: 824-94-2
p-methoxybenzyl chloride

: 170555-75-6
(4R,5S)-4-(4-Methoxy-benzyloxymethyl)-2,2-dimethyl-5-vinyl-[1,3]dioxolane

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at -30 ℃; for 2h;
DOI:10.1021/jo00120a001

Reference yield:

: 25581-41-3
D-erythronolactone acetonide

: 170555-75-6
(4R,5S)-4-(4-Methoxy-benzyloxymethyl)-2,2-dimethyl-5-vinyl-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / DIBAH / toluene / 1 h / -78 °C

2: 68 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 1.) -78 deg C, 30 min, 2.) -78 to 0 deg C, 1 h

3: 87 percent / NaH / dimethylformamide / 2 h / -30 °C

With sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00120a001

Reference yield:

: 51607-16-0
2,3-O-isopropylidene-D-erythrose

: 170555-75-6
(4R,5S)-4-(4-Methoxy-benzyloxymethyl)-2,2-dimethyl-5-vinyl-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 2 steps

1: 68 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 1.) -78 deg C, 30 min, 2.) -78 to 0 deg C, 1 h

2: 87 percent / NaH / dimethylformamide / 2 h / -30 °C

With sodium hydride; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl-formamide;
DOI:10.1021/jo00120a001