ethyl 2-((2R,5S,6S)-6-((S)-1-(benzyloxy)ethyl)-5-methyltetrahydro-2H-pyran-2-yl)ethanoate

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Chemical Name:ethyl 2-((2R,5S,6S)-6-((S)-1-(benzyloxy)ethyl)-5-methyltetrahydro-2H-pyran-2-yl)ethanoate
CAS No.:1043451-56-4
Molecular Formula:C₁₉H₂₈O₄
Molecular Weight:320.429
Hs Code.:

Synonyms:ethyl 2-((2R,5S,6S)-6-((S)-1-(benzyloxy)ethyl)-5-methyltetrahydro-2H-pyran-2-yl)ethanoate

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Chemical Property of ethyl 2-((2R,5S,6S)-6-((S)-1-(benzyloxy)ethyl)-5-methyltetrahydro-2H-pyran-2-yl)ethanoate

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Technology Process of ethyl 2-((2R,5S,6S)-6-((S)-1-(benzyloxy)ethyl)-5-methyltetrahydro-2H-pyran-2-yl)ethanoate

There total 12 articles about ethyl 2-((2R,5S,6S)-6-((S)-1-(benzyloxy)ethyl)-5-methyltetrahydro-2H-pyran-2-yl)ethanoate 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: 71.0%

: 1333225-88-9
ethyl 2-[(2S,5S,6S)-6-((S)-1-(benzyloxy)ethyl)-tetrahydro-5-methyl-2H-pyran-2-yl]acetate

: 1043451-56-4
ethyl 2-((2R,5S,6S)-6-((S)-1-(benzyloxy)ethyl)-5-methyltetrahydro-2H-pyran-2-yl)ethanoate

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1039/c7ob00072c

Reference yield:

: 1043451-62-2
ethyl 2-((5S,6S)-6-((S)-1-(benzyloxy)ethyl)-2-hydroxy-5-methyltetrahydro-2Hpyran-2-yl)ethanoate

: 1043451-56-4
ethyl 2-((2R,5S,6S)-6-((S)-1-(benzyloxy)ethyl)-5-methyltetrahydro-2H-pyran-2-yl)ethanoate

Guidance literature:: With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 0.25h; Inert atmosphere;
DOI:10.1021/ol800902g

Reference yield:

: ethyl 2-[(2R,4R,5S,6S)-6-((S)-1-(benzyloxy)ethyl)-tetrahydro-4-hydroxy-5-methyl-2H-pyran-2-yl]acetate

: 1043451-56-4
ethyl 2-((2R,5S,6S)-6-((S)-1-(benzyloxy)ethyl)-5-methyltetrahydro-2H-pyran-2-yl)ethanoate

: 1333225-88-9
ethyl 2-[(2S,5S,6S)-6-((S)-1-(benzyloxy)ethyl)-tetrahydro-5-methyl-2H-pyran-2-yl]acetate

Guidance literature:: ethyl 2-[(2R,4R,5S,6S)-6-((S)-1-(benzyloxy)ethyl)-tetrahydro-4-hydroxy-5-methyl-2H-pyran-2-yl]acetate; With pyridine; phenylcarbonochloridothioate; In dichloromethane; at 0 - 20 ℃; for 15.5h; Inert atmosphere;

With 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; In toluene; at 100 ℃; for 2.083h; optical yield given as %de; Inert atmosphere;
DOI:10.1021/ol202210k