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

Base Information

Chemical Name:(3R)-3-[(4R)-2,2-diethyl-[1,3]dioxolan-4-yl]-3-(4-methoxybenzyloxy)propene
CAS No.:247221-10-9
Molecular Formula:C₁₈H₂₆O₄
Molecular Weight:306.402
Hs Code.:

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

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

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

There total 5 articles about (3R)-3-[(4R)-2,2-diethyl-[1,3]dioxolan-4-yl]-3-(4-methoxybenzyloxy)propene 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: 83.0%

: 1779-49-3
Methyltriphenylphosphonium bromide

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

: 247221-10-9
(3R)-3-[(4R)-2,2-diethyl-[1,3]dioxolan-4-yl]-3-(4-methoxybenzyloxy)propene

Guidance literature:: Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 1h;

(2S)-2-[(4R)-2,2-diethyl-[1,3]dioxolan-4-yl]-2-(4-methoxybenzyloxy)-acetaldehyde; In tetrahydrofuran; hexane; at 20 ℃; for 2h;

Reference yield:

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

: 247221-10-9
(3R)-3-[(4R)-2,2-diethyl-[1,3]dioxolan-4-yl]-3-(4-methoxybenzyloxy)propene

Guidance literature:: Multi-step reaction with 4 steps

1.1: 95 percent / BH₃*Me₂S / tetrahydrofuran / 3.5 h / 0 - 75 °C

2.1: 56 percent / TsOH*H₂O / benzene

3.1: 85 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

4.1: nBuLi / tetrahydrofuran; hexane / 1 h / 0 °C

4.2: 83 percent / tetrahydrofuran; hexane / 2 h / 20 °C

With n-butyllithium; dimethylsulfide borane complex; Dess-Martin periodane; toluene-4-sulfonic acid; In tetrahydrofuran; hexane; dichloromethane; benzene; 1.1: Ring cleavage / 2.1: Cyclization / 3.1: Dess-Martin oxidation / 4.1: Dehydrobromination / 4.2: Wittig olefination;

Reference yield:

: 152386-84-0
(2R,3R)-2-O-(4-methoxybenzyl)-1,2,3,4-butanetetrol

: 247221-10-9
(3R)-3-[(4R)-2,2-diethyl-[1,3]dioxolan-4-yl]-3-(4-methoxybenzyloxy)propene

Guidance literature:: Multi-step reaction with 3 steps

1.1: 56 percent / TsOH*H₂O / benzene

2.1: 85 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

3.1: nBuLi / tetrahydrofuran; hexane / 1 h / 0 °C

3.2: 83 percent / tetrahydrofuran; hexane / 2 h / 20 °C

With n-butyllithium; Dess-Martin periodane; toluene-4-sulfonic acid; In tetrahydrofuran; hexane; dichloromethane; benzene; 1.1: Cyclization / 2.1: Dess-Martin oxidation / 3.1: Dehydrobromination / 3.2: Wittig olefination;