(2S)-2-[(4R)-2,2-diethyl-[1,3]dioxolan-4-yl]-2-(4-methoxybenzyloxy)-acetaldehyde

Base Information

Chemical Name:(2S)-2-[(4R)-2,2-diethyl-[1,3]dioxolan-4-yl]-2-(4-methoxybenzyloxy)-acetaldehyde
CAS No.:152386-87-3
Molecular Formula:C₁₇H₂₄O₅
Molecular Weight:308.375
Hs Code.:

Synonyms:(2S)-2-[(4R)-2,2-diethyl-[1,3]dioxolan-4-yl]-2-(4-methoxybenzyloxy)-acetaldehyde

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Chemical Property of (2S)-2-[(4R)-2,2-diethyl-[1,3]dioxolan-4-yl]-2-(4-methoxybenzyloxy)-acetaldehyde

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Technology Process of (2S)-2-[(4R)-2,2-diethyl-[1,3]dioxolan-4-yl]-2-(4-methoxybenzyloxy)-acetaldehyde

There total 5 articles about (2S)-2-[(4R)-2,2-diethyl-[1,3]dioxolan-4-yl]-2-(4-methoxybenzyloxy)-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: 96.0%

: 152386-85-1
(1R,2S)-1-((R)-2,2-diethyl-1,3-dioxolan-4-yl)-2-((4-methoxybenzyl)oxy)ethan-1-ol

: 152386-87-3
(2S)-2-[(4R)-2,2-diethyl-[1,3]dioxolan-4-yl]-2-(4-methoxybenzyloxy)-acetaldehyde

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1016/j.tet.2010.05.027

Reference yield:

: 152386-83-9
[(4R,5R)-5-Hydroxymethyl-2-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-methanol

: 152386-87-3
(2S)-2-[(4R)-2,2-diethyl-[1,3]dioxolan-4-yl]-2-(4-methoxybenzyloxy)-acetaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / BH₃*Me₂S / tetrahydrofuran / 3.5 h / 0 - 75 °C

2: 56 percent / TsOH*H₂O / benzene

3: 85 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

With dimethylsulfide borane complex; Dess-Martin periodane; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; benzene; 1: Ring cleavage / 2: Cyclization / 3: Dess-Martin oxidation;

Reference yield:

: 135972-13-3
(2S,3S)-2,3-O-(4-methoxybenzylidene)-diethyl tartrate

: 152386-87-3
(2S)-2-[(4R)-2,2-diethyl-[1,3]dioxolan-4-yl]-2-(4-methoxybenzyloxy)-acetaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / LiAlH₄ / tetrahydrofuran / 0 - 20 °C

2: 95 percent / BH₃*Me₂S / tetrahydrofuran / 3.5 h / 0 - 75 °C

3: 56 percent / TsOH*H₂O / benzene

4: 85 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

With lithium aluminium tetrahydride; dimethylsulfide borane complex; Dess-Martin periodane; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; benzene; 1: Reduction / 2: Ring cleavage / 3: Cyclization / 4: Dess-Martin oxidation;