(2S,3R,5R)-methyl 3-[(tert-butyldimethylsilyl)oxy]-5-{(S)-2-[(tert-butyldimethylsilyl)oxy]-1-[(4-methoxybenzyl)oxy]ethyl}-5-methyltetrahydrofuran-2-carboxylate

Base Information

Chemical Name:(2S,3R,5R)-methyl 3-[(tert-butyldimethylsilyl)oxy]-5-{(S)-2-[(tert-butyldimethylsilyl)oxy]-1-[(4-methoxybenzyl)oxy]ethyl}-5-methyltetrahydrofuran-2-carboxylate
CAS No.:1289513-05-8
Molecular Formula:C₂₉H₅₂O₇Si₂
Molecular Weight:568.899
Hs Code.:

(2S,3R,5R)-methyl 3-[(tert-butyldimethylsilyl)oxy]-5-{(S)-2-[(tert-butyldimethylsilyl)oxy]-1-[(4-methoxybenzyl)oxy]ethyl}-5-methyltetrahydrofuran-2-carboxylate

Synonyms:(2S,3R,5R)-methyl 3-[(tert-butyldimethylsilyl)oxy]-5-{(S)-2-[(tert-butyldimethylsilyl)oxy]-1-[(4-methoxybenzyl)oxy]ethyl}-5-methyltetrahydrofuran-2-carboxylate

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Chemical Property of (2S,3R,5R)-methyl 3-[(tert-butyldimethylsilyl)oxy]-5-{(S)-2-[(tert-butyldimethylsilyl)oxy]-1-[(4-methoxybenzyl)oxy]ethyl}-5-methyltetrahydrofuran-2-carboxylate

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Technology Process of (2S,3R,5R)-methyl 3-[(tert-butyldimethylsilyl)oxy]-5-{(S)-2-[(tert-butyldimethylsilyl)oxy]-1-[(4-methoxybenzyl)oxy]ethyl}-5-methyltetrahydrofuran-2-carboxylate

There total 3 articles about (2S,3R,5R)-methyl 3-[(tert-butyldimethylsilyl)oxy]-5-{(S)-2-[(tert-butyldimethylsilyl)oxy]-1-[(4-methoxybenzyl)oxy]ethyl}-5-methyltetrahydrofuran-2-carboxylate 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: 74.0%

: 1289513-04-7
(2S,3R,5R)-methyl 3-[(tert-butyldimethylsilyl)oxy]-5-{(S)-2-[(tert-butyldimethylsilyl)oxy]-1-hydroxyethyl}-5-methyltetrahydrofuran-2-carboxylate

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 1289513-05-8
(2S,3R,5R)-methyl 3-[(tert-butyldimethylsilyl)oxy]-5-{(S)-2-[(tert-butyldimethylsilyl)oxy]-1-[(4-methoxybenzyl)oxy]ethyl}-5-methyltetrahydrofuran-2-carboxylate

Guidance literature:: With trityl tetrafluoroborate; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1002/ejoc.201001411

Reference yield:

: 1063693-99-1
(2S,3R,5R)-5-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-ethyl]-3-hydroxy-5-methyl-tetrahydro-furan-2-carboxylic acid methyl ester

: 1289513-05-8
(2S,3R,5R)-methyl 3-[(tert-butyldimethylsilyl)oxy]-5-{(S)-2-[(tert-butyldimethylsilyl)oxy]-1-[(4-methoxybenzyl)oxy]ethyl}-5-methyltetrahydrofuran-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 2,6-dimethylpyridine / dichloromethane / 0.92 h / -78 °C / Inert atmosphere

2: trityl tetrafluoroborate / dichloromethane / 0 - 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; trityl tetrafluoroborate; In dichloromethane;
DOI:10.1002/ejoc.201001411

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 1289513-05-8
(2S,3R,5R)-methyl 3-[(tert-butyldimethylsilyl)oxy]-5-{(S)-2-[(tert-butyldimethylsilyl)oxy]-1-[(4-methoxybenzyl)oxy]ethyl}-5-methyltetrahydrofuran-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 2,6-dimethylpyridine / dichloromethane / 0.92 h / -78 °C / Inert atmosphere

2: trityl tetrafluoroborate / dichloromethane / 0 - 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; trityl tetrafluoroborate; In dichloromethane;
DOI:10.1002/ejoc.201001411