(2R)-3-O-{[1-(tert-butoxy)carbonyl]-2,5-dihydro-2-(4-methoxybenzyl)-1H-pyrrol-3-yl}-1,2:4,5-di-O-isopropylidene-β-D-fructopyranose

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Chemical Name:(2R)-3-O-{[1-(tert-butoxy)carbonyl]-2,5-dihydro-2-(4-methoxybenzyl)-1H-pyrrol-3-yl}-1,2:4,5-di-O-isopropylidene-β-D-fructopyranose
CAS No.:865814-06-8
Molecular Formula:C₂₉H₄₁NO₉
Molecular Weight:547.646
Hs Code.:

Synonyms:(2R)-3-O-{[1-(tert-butoxy)carbonyl]-2,5-dihydro-2-(4-methoxybenzyl)-1H-pyrrol-3-yl}-1,2:4,5-di-O-isopropylidene-β-D-fructopyranose

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Chemical Property of (2R)-3-O-{[1-(tert-butoxy)carbonyl]-2,5-dihydro-2-(4-methoxybenzyl)-1H-pyrrol-3-yl}-1,2:4,5-di-O-isopropylidene-β-D-fructopyranose

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Technology Process of (2R)-3-O-{[1-(tert-butoxy)carbonyl]-2,5-dihydro-2-(4-methoxybenzyl)-1H-pyrrol-3-yl}-1,2:4,5-di-O-isopropylidene-β-D-fructopyranose

There total 1 articles about (2R)-3-O-{[1-(tert-butoxy)carbonyl]-2,5-dihydro-2-(4-methoxybenzyl)-1H-pyrrol-3-yl}-1,2:4,5-di-O-isopropylidene-β-D-fructopyranose 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: 37.0%

: 3-O-{2-{[(tert-butoxy)carbonyl]amino}-1-ethenylidene-3-(4-methoxyphenyl)propyl}-1,2:4,5-di-O-isopropylidene-β-D-fructopyranose

: 865814-13-7
(2S)-3-O-{[1-(tert-butoxy)carbonyl]-2,5-dihydro-2-(4-methoxybenzyl)-1H-pyrrol-3-yl}-1,2:4,5-di-O-isopropylidene-β-D-fructopyranose

: 865814-06-8
(2R)-3-O-{[1-(tert-butoxy)carbonyl]-2,5-dihydro-2-(4-methoxybenzyl)-1H-pyrrol-3-yl}-1,2:4,5-di-O-isopropylidene-β-D-fructopyranose

Guidance literature:: With potassium tert-butylate; In dimethyl sulfoxide; at 50 ℃; for 16h;
DOI:10.1002/hlca.200590143

Reference yield: 89.0%

: 865814-06-8
(2R)-3-O-{[1-(tert-butoxy)carbonyl]-2,5-dihydro-2-(4-methoxybenzyl)-1H-pyrrol-3-yl}-1,2:4,5-di-O-isopropylidene-β-D-fructopyranose

: 865814-07-9
tert-butyl (2R)-2-(4-methoxybenzyl)-3-oxopyrrolidine-1-carboxylate

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1002/hlca.200590143

Reference yield:

: 865814-06-8
(2R)-3-O-{[1-(tert-butoxy)carbonyl]-2,5-dihydro-2-(4-methoxybenzyl)-1H-pyrrol-3-yl}-1,2:4,5-di-O-isopropylidene-β-D-fructopyranose

: 865814-08-0
tert-butyl (2R)-3-{[(tert-butyl)dimethylsilyl]oxy}-2,5-dihydro-2-(4-methoxybenzyl)-1H-pyrrol-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 89 percent / aq. HCl / tetrahydrofuran / 2 h / 20 °C

2.1: BuLi; iPr₂NH / hexane; tetrahydrofuran / 0.33 h / -78 °C

2.2: 68 percent / DMPU / hexane; tetrahydrofuran / -78 - 20 °C

With hydrogenchloride; n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane;
DOI:10.1002/hlca.200590143