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

Base Information

Chemical Name:(2S,3R)-2-(benzyloxy)-3-<(p-methoxybenzyl)oxy>-2-<<(p-methoxybenzyl)oxy>methyl>-4-pentenal
CAS No.:217819-76-6
Molecular Formula:C₂₉H₃₂O₆
Molecular Weight:476.569
Hs Code.:

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

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Chemical Property of (2S,3R)-2-(benzyloxy)-3-<(p-methoxybenzyl)oxy>-2-<<(p-methoxybenzyl)oxy>methyl>-4-pentenal

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Technology Process of (2S,3R)-2-(benzyloxy)-3-<(p-methoxybenzyl)oxy>-2-<<(p-methoxybenzyl)oxy>methyl>-4-pentenal

There total 7 articles about (2S,3R)-2-(benzyloxy)-3-<(p-methoxybenzyl)oxy>-2-<<(p-methoxybenzyl)oxy>methyl>-4-pentenal 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: 93.0%

: ethyl 2-O-benzyl-5-deoxy-5-iodo-3-O-(p-methoxybenzyl)-2-C-<<(p-methoxybenzyl)oxy>methyl>-D-arabinofuranoside

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

Guidance literature:: With zinc; In methanol; for 1.5h; Heating;
DOI:10.1021/jo981749j

Reference yield:

: 100-39-0
benzyl bromide

: 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:

: 824-94-2
p-methoxybenzyl chloride

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

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

3: 96 percent / pyridinium p-toluenesulfonate / ethanol / 1 h / Heating

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

5: 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