(2S,3R)-1-((tert-butyldimethylsilyl)oxy)-2-hydroxy-5-((4-methoxybenzyl)oxy)pentan-3-yl benzoate

Base Information

Chemical Name:(2S,3R)-1-((tert-butyldimethylsilyl)oxy)-2-hydroxy-5-((4-methoxybenzyl)oxy)pentan-3-yl benzoate
CAS No.:1610954-29-4
Molecular Formula:C₂₆H₃₈O₆Si
Molecular Weight:474.67
Hs Code.:

Synonyms:(2S,3R)-1-((tert-butyldimethylsilyl)oxy)-2-hydroxy-5-((4-methoxybenzyl)oxy)pentan-3-yl benzoate

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Chemical Property of (2S,3R)-1-((tert-butyldimethylsilyl)oxy)-2-hydroxy-5-((4-methoxybenzyl)oxy)pentan-3-yl benzoate

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Technology Process of (2S,3R)-1-((tert-butyldimethylsilyl)oxy)-2-hydroxy-5-((4-methoxybenzyl)oxy)pentan-3-yl benzoate

There total 3 articles about (2S,3R)-1-((tert-butyldimethylsilyl)oxy)-2-hydroxy-5-((4-methoxybenzyl)oxy)pentan-3-yl benzoate 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: 90.0%

: 1610954-27-2
(2S,3R)-1,2-dihydroxy-5-((4-methoxybenzyl)oxy)pentan-3-yl benzoate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1610954-29-4
(2S,3R)-1-((tert-butyldimethylsilyl)oxy)-2-hydroxy-5-((4-methoxybenzyl)oxy)pentan-3-yl benzoate

Guidance literature:: With 1H-imidazole; di(n-butyl)tin oxide; In dichloromethane; at 0 - 20 ℃; for 3h;
DOI:10.1016/j.tetlet.2014.04.068

Reference yield:

: 158817-21-1
(E)-5-(4-methoxybenzyloxy)pent-2-en-1-ol

: 1610954-29-4
(2S,3R)-1-((tert-butyldimethylsilyl)oxy)-2-hydroxy-5-((4-methoxybenzyl)oxy)pentan-3-yl benzoate

Guidance literature:: Multi-step reaction with 3 steps

1: L-(+)-diisopropyl tartrate; titanium(IV) isopropylate; tert.-butylhydroperoxide / dichloromethane / 12 h / -78 °C / Molecular sieve

2: titanium(IV) isopropylate / dichloromethane / 3 h / 0 - 20 °C

3: 1H-imidazole; di(n-butyl)tin oxide / dichloromethane / 3 h / 0 - 20 °C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; di(n-butyl)tin oxide; In dichloromethane;
DOI:10.1016/j.tetlet.2014.04.068

Reference yield:

: 146986-42-7
((2S,3S)-3-(2-(4-methoxybenzyloxy)ethyl) oxiran-2-yl)methanol

: 1610954-29-4
(2S,3R)-1-((tert-butyldimethylsilyl)oxy)-2-hydroxy-5-((4-methoxybenzyl)oxy)pentan-3-yl benzoate

Guidance literature:: Multi-step reaction with 2 steps

1: titanium(IV) isopropylate / dichloromethane / 3 h / 0 - 20 °C

2: 1H-imidazole; di(n-butyl)tin oxide / dichloromethane / 3 h / 0 - 20 °C

With 1H-imidazole; titanium(IV) isopropylate; di(n-butyl)tin oxide; In dichloromethane;
DOI:10.1016/j.tetlet.2014.04.068