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

Base Information

Chemical Name:ethyl 2-[(2S,5S,6S)-6-((S)-1-(benzyloxy)ethyl)-tetrahydro-5-methyl-2H-pyran-2-yl]acetate
CAS No.:1333225-88-9
Molecular Formula:C₁₉H₂₈O₄
Molecular Weight:320.429
Hs Code.:

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

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Chemical Property of ethyl 2-[(2S,5S,6S)-6-((S)-1-(benzyloxy)ethyl)-tetrahydro-5-methyl-2H-pyran-2-yl]acetate

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Technology Process of ethyl 2-[(2S,5S,6S)-6-((S)-1-(benzyloxy)ethyl)-tetrahydro-5-methyl-2H-pyran-2-yl]acetate

There total 7 articles about ethyl 2-[(2S,5S,6S)-6-((S)-1-(benzyloxy)ethyl)-tetrahydro-5-methyl-2H-pyran-2-yl]acetate 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:

: 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

Reference yield:

: C₂₅H₃₀O₆S

: 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:: With 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; In toluene; at 100 ℃; for 2h; Inert atmosphere;
DOI:10.1039/c7ob00072c

Reference yield:

: 1333225-81-2
(2E,5R,6S,7S,8S)-ethyl 8-benzyloxy-5,7-dihydroxy-6-methyl-2-nonenoate

: 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:: (2E,5R,6S,7S,8S)-ethyl 8-benzyloxy-5,7-dihydroxy-6-methyl-2-nonenoate; With potassium tert-butylate; In tetrahydrofuran; at 20 ℃;

With pyridine; phenylcarbonochloridothioate; In dichloromethane; at 20 ℃;

With 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; In toluene; at 100 ℃;
DOI:10.1039/c7ob00072c