(αS,βR,4R)-α-hydroxy-β-<(p-methoxybenzyl)oxy>-α-<<(p-methoxybenzyl)oxy>methyl>-2,2-dimethyl-1,3-dioxolane-4-propionaldehyde diethyl acetal

Base Information

Chemical Name:(αS,βR,4R)-α-hydroxy-β-<(p-methoxybenzyl)oxy>-α-<<(p-methoxybenzyl)oxy>methyl>-2,2-dimethyl-1,3-dioxolane-4-propionaldehyde diethyl acetal
CAS No.:217819-72-2
Molecular Formula:C₂₉H₄₂O₉
Molecular Weight:534.647
Hs Code.:

(αS,βR,4R)-α-hydroxy-β-<(p-methoxybenzyl)oxy>-α-<<(p-methoxybenzyl)oxy>methyl>-2,2-dimethyl-1,3-dioxolane-4-propionaldehyde diethyl acetal

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Chemical Property of (αS,βR,4R)-α-hydroxy-β-<(p-methoxybenzyl)oxy>-α-<<(p-methoxybenzyl)oxy>methyl>-2,2-dimethyl-1,3-dioxolane-4-propionaldehyde diethyl acetal

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Technology Process of (αS,βR,4R)-α-hydroxy-β-<(p-methoxybenzyl)oxy>-α-<<(p-methoxybenzyl)oxy>methyl>-2,2-dimethyl-1,3-dioxolane-4-propionaldehyde diethyl acetal

There total 1 articles about (αS,βR,4R)-α-hydroxy-β-<(p-methoxybenzyl)oxy>-α-<<(p-methoxybenzyl)oxy>methyl>-2,2-dimethyl-1,3-dioxolane-4-propionaldehyde diethyl acetal 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:

: 824-94-2
p-methoxybenzyl chloride

: 171625-62-0
2-C-(Hydroxymethyl)-4,5-O-isopropylidene-3-O-(p-methoxybenzyl)-D-arabinose diethyl acetal

: 217819-72-2
(αS,βR,4R)-α-hydroxy-β-<(p-methoxybenzyl)oxy>-α-<<(p-methoxybenzyl)oxy>methyl>-2,2-dimethyl-1,3-dioxolane-4-propionaldehyde diethyl acetal

Guidance literature:: With sodium hydride; Yield given; Multistep reaction; 1.) DMF, 0 deg C, 30 min, 2.) DMF, room temperature, 1 h;
DOI:10.1021/jo981749j

Reference yield:

: 217819-72-2
(αS,βR,4R)-α-hydroxy-β-<(p-methoxybenzyl)oxy>-α-<<(p-methoxybenzyl)oxy>methyl>-2,2-dimethyl-1,3-dioxolane-4-propionaldehyde diethyl acetal

: 217819-76-6
(2S,3R)-2-(benzyloxy)-3-<(p-methoxybenzyl)oxy>-2-<<(p-methoxybenzyl)oxy>methyl>-4-pentenal

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) sodium hydride / 1.) DMF, 0 deg C, 30 min, 2.) DMF, room temperature, 1 h

2: 96 percent / pyridinium p-toluenesulfonate / ethanol / 1 h / Heating

3: 1.) triphenylphosphine, imidazole, 2.) iodine / 1.) toluene, acetonitrile, room temperature -> 50 deg C, 2.) toluene, acetonitrile, 70 deg C, 1 h

4: 93 percent / zinc / methanol / 1.5 h / Heating

With 1H-imidazole; iodine; pyridinium p-toluenesulfonate; sodium hydride; triphenylphosphine; zinc; In methanol; ethanol;
DOI:10.1021/jo981749j

Reference yield:

: 217819-72-2
(αS,βR,4R)-α-hydroxy-β-<(p-methoxybenzyl)oxy>-α-<<(p-methoxybenzyl)oxy>methyl>-2,2-dimethyl-1,3-dioxolane-4-propionaldehyde diethyl acetal

: 217819-77-7
(1Z,3S,4R)-2-(benzyloxy)-1-iodo-4-<(p-methoxybenzyl)oxy>-3-<<(p-methoxybenzyl)oxy>methyl>-1,5-hexadiene

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) sodium hydride / 1.) DMF, 0 deg C, 30 min, 2.) DMF, room temperature, 1 h

2: 96 percent / pyridinium p-toluenesulfonate / ethanol / 1 h / Heating

3: 1.) triphenylphosphine, imidazole, 2.) iodine / 1.) toluene, acetonitrile, room temperature -> 50 deg C, 2.) toluene, acetonitrile, 70 deg C, 1 h

4: 93 percent / zinc / methanol / 1.5 h / Heating

5: 1.) sodium hexamethyldisilazide / 1.) THF, room temperature -> -78 deg C, 2.) THF, -78 deg C, 1.5 h

With 1H-imidazole; iodine; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; sodium hydride; triphenylphosphine; zinc; In methanol; ethanol;
DOI:10.1021/jo981749j