(2R,3S)-3-(benzyloxy)-2-(((4-methoxybenzyl)oxy)methyl)-3,4-dihydro-2H-pyran

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Chemical Name:(2R,3S)-3-(benzyloxy)-2-(((4-methoxybenzyl)oxy)methyl)-3,4-dihydro-2H-pyran
CAS No.:1279711-35-1
Molecular Formula:C₂₁H₂₄O₄
Molecular Weight:340.419
Hs Code.:

Synonyms:(2R,3S)-3-(benzyloxy)-2-(((4-methoxybenzyl)oxy)methyl)-3,4-dihydro-2H-pyran

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Chemical Property of (2R,3S)-3-(benzyloxy)-2-(((4-methoxybenzyl)oxy)methyl)-3,4-dihydro-2H-pyran

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Technology Process of (2R,3S)-3-(benzyloxy)-2-(((4-methoxybenzyl)oxy)methyl)-3,4-dihydro-2H-pyran

There total 5 articles about (2R,3S)-3-(benzyloxy)-2-(((4-methoxybenzyl)oxy)methyl)-3,4-dihydro-2H-pyran 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: 95.0%

: 824-94-2
p-methoxybenzyl chloride

: 58871-14-0
(3-benzyloxy-3,4-dihydro-2H-pyran-2-yl)-methanol

: 1279711-35-1
(2R,3S)-3-(benzyloxy)-2-(((4-methoxybenzyl)oxy)methyl)-3,4-dihydro-2H-pyran

Guidance literature:: (3-benzyloxy-3,4-dihydro-2H-pyran-2-yl)-methanol; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 1.33333h; Inert atmosphere;

p-methoxybenzyl chloride; With tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; at 25 ℃; for 12h; Inert atmosphere;
DOI:10.1002/ejoc.201900752

Reference yield:

: 1279711-79-3
C₁₄H₁₈O₄

: 100-39-0
benzyl bromide

: 1279711-35-1
(2R,3S)-3-(benzyloxy)-2-(((4-methoxybenzyl)oxy)methyl)-3,4-dihydro-2H-pyran

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; Inert atmosphere;
DOI:10.1021/jo102382r

Reference yield:

: 312623-79-3
(4aR,8R,8aS)-2-(4-methoxyphenyl)-4,4a,8,8a-tetrahydropyrano[3,2-d][1,3]dioxin-8-ol

: 1279711-35-1
(2R,3S)-3-(benzyloxy)-2-(((4-methoxybenzyl)oxy)methyl)-3,4-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.75 h / 0 - 20 °C

1.2: 16 h / 20 °C

2.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / 0.5 h / Reflux

3.1: borane-THF / tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere

3.2: 16 h / -78 °C / Inert atmosphere

4.1: tetra-(n-butyl)ammonium iodide; sodium hydride / N,N-dimethyl-formamide; mineral oil / 20 °C / Inert atmosphere

With borane-THF; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; mineral oil;
DOI:10.1021/jo102382r