[4-(5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl]-acetaldehyde

Base Information

Chemical Name:[4-(5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl]-acetaldehyde
CAS No.:920018-83-3
Molecular Formula:C₂₃H₃₂O₇
Molecular Weight:420.503
Hs Code.:

[4-(5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-<i>c</i>]pyran-6-yl]-acetaldehyde

Synonyms:[4-(5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl]-acetaldehyde

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Chemical Property of [4-(5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl]-acetaldehyde

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Technology Process of [4-(5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl]-acetaldehyde

There total 3 articles about [4-(5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl]-acetaldehyde 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: 94.0%

: 6-allyl-4-(5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

: 920018-83-3
[4-(5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl]-acetaldehyde

Guidance literature:: 6-allyl-4-(5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran; With oil scarlet; ozone; In dichloromethane; at -78 ℃;

With triphenylphosphine; In dichloromethane; at -78 - 20 ℃;
DOI:10.1002/anie.200602742

Reference yield:

: 852925-27-0
(2R,4R,5R,6R)-6-((4R,5R)-5-[(benzyloxy)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl)-4,5-dihydroxytetrahydro-2H-2-pyranyl acetate

: 920018-83-3
[4-(5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl]-acetaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1.1: 2,6-di-tert-butyl-4-methylpyridine; TMSOTf / CH₂Cl₂ / 16 h / -78 °C

1.2: 75 percent / K₂CO₃ / methanol / 4 h / 20 °C

2.1: 82 percent / p-toluenesulfonic acid / benzene / 16 h / 20 °C

3.1: O₃; Sudan III / CH₂Cl₂ / -78 °C

3.2: 94 percent / triphenylphosphine / CH₂Cl₂ / -78 - 20 °C

With 2,6-di-tert-butyl-4-methylpyridine; trimethylsilyl trifluoromethanesulfonate; oil scarlet; toluene-4-sulfonic acid; ozone; In dichloromethane; benzene;
DOI:10.1002/anie.200602742

Reference yield:

: 920018-97-9
6-allyl-2-(5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-tetrahydro-pyran-3,4-diol

: 920018-83-3
[4-(5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl]-acetaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1.1: 82 percent / p-toluenesulfonic acid / benzene / 16 h / 20 °C

2.1: O₃; Sudan III / CH₂Cl₂ / -78 °C

2.2: 94 percent / triphenylphosphine / CH₂Cl₂ / -78 - 20 °C

With oil scarlet; toluene-4-sulfonic acid; ozone; In dichloromethane; benzene;
DOI:10.1002/anie.200602742