(2S,3R)-2-(benzyloxy)-5-hydroxy-3-[(p-methoxybenzyl)oxy]-2-{[(p-methoxybenzyl)oxy]methyl}-4-pentyl pivalate

Base Information

Chemical Name:(2S,3R)-2-(benzyloxy)-5-hydroxy-3-[(p-methoxybenzyl)oxy]-2-{[(p-methoxybenzyl)oxy]methyl}-4-pentyl pivalate
CAS No.:228122-04-1
Molecular Formula:C₃₄H₄₄O₈
Molecular Weight:580.719
Hs Code.:

Synonyms:(2S,3R)-2-(benzyloxy)-5-hydroxy-3-[(p-methoxybenzyl)oxy]-2-{[(p-methoxybenzyl)oxy]methyl}-4-pentyl pivalate

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Chemical Property of (2S,3R)-2-(benzyloxy)-5-hydroxy-3-[(p-methoxybenzyl)oxy]-2-{[(p-methoxybenzyl)oxy]methyl}-4-pentyl pivalate

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Technology Process of (2S,3R)-2-(benzyloxy)-5-hydroxy-3-[(p-methoxybenzyl)oxy]-2-{[(p-methoxybenzyl)oxy]methyl}-4-pentyl pivalate

There total 4 articles about (2S,3R)-2-(benzyloxy)-5-hydroxy-3-[(p-methoxybenzyl)oxy]-2-{[(p-methoxybenzyl)oxy]methyl}-4-pentyl pivalate 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%

: 228122-03-0
(2S,3R)-2-(benzyloxy)-3-[(p-methoxybenzyl)oxy]-2-{[(p-methoxybenzyl)oxy]methyl}-4-penten-1-yl pivalate

: 228122-04-1
(2S,3R)-2-(benzyloxy)-5-hydroxy-3-[(p-methoxybenzyl)oxy]-2-{[(p-methoxybenzyl)oxy]methyl}-4-pentyl pivalate

Guidance literature:: With sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide;
DOI:10.1016/S0040-4039(99)00546-8

Reference yield:

: 3282-30-2
pivaloyl chloride

: 228122-04-1
(2S,3R)-2-(benzyloxy)-5-hydroxy-3-[(p-methoxybenzyl)oxy]-2-{[(p-methoxybenzyl)oxy]methyl}-4-pentyl pivalate

Guidance literature:: Multi-step reaction with 2 steps

1: 4-(dimethylamino)pyridine / CH₂Cl₂ / 5 h

2: 96 percent / 9-BBN; NaOH; H₂O₂ / tetrahydrofuran; H₂O / 15 h

With dmap; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide; In tetrahydrofuran; dichloromethane; water; 1: Acylation / 2: hydroboration;
DOI:10.1002/1099-0690(200006)2000:12<2187::AID-EJOC2187<3.0.CO;2-2

Reference yield:

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

: 228122-04-1
(2S,3R)-2-(benzyloxy)-5-hydroxy-3-[(p-methoxybenzyl)oxy]-2-{[(p-methoxybenzyl)oxy]methyl}-4-pentyl pivalate

Guidance literature:: Multi-step reaction with 3 steps

1: LiAlH₄ / diethyl ether / 0.5 h

2: 4-(dimethylamino)pyridine / CH₂Cl₂ / 5 h

3: 96 percent / 9-BBN; NaOH; H₂O₂ / tetrahydrofuran; H₂O / 15 h

With dmap; sodium hydroxide; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide; In tetrahydrofuran; diethyl ether; dichloromethane; water; 1: Reduction / 2: Acylation / 3: hydroboration;
DOI:10.1002/1099-0690(200006)2000:12<2187::AID-EJOC2187<3.0.CO;2-2