(2S,3R,Z)-N-benzylidene-2-(hydroxymethyl)-6,6-dimethyl-4-oxotetrahydropyran-3-amine oxide

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Chemical Name:(2S,3R,Z)-N-benzylidene-2-(hydroxymethyl)-6,6-dimethyl-4-oxotetrahydropyran-3-amine oxide
CAS No.:1198077-60-9
Molecular Formula:C₁₅H₁₉NO₄
Molecular Weight:277.32
Hs Code.:

Synonyms:(2S,3R,Z)-N-benzylidene-2-(hydroxymethyl)-6,6-dimethyl-4-oxotetrahydropyran-3-amine oxide

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Chemical Property of (2S,3R,Z)-N-benzylidene-2-(hydroxymethyl)-6,6-dimethyl-4-oxotetrahydropyran-3-amine oxide

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Technology Process of (2S,3R,Z)-N-benzylidene-2-(hydroxymethyl)-6,6-dimethyl-4-oxotetrahydropyran-3-amine oxide

There total 2 articles about (2S,3R,Z)-N-benzylidene-2-(hydroxymethyl)-6,6-dimethyl-4-oxotetrahydropyran-3-amine oxide 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: 87.0%

: 1198077-59-6
(3R,5R,6S)-5-[benzyl(hydroxy)amino]-3-bromo-6-(hydroxymethyl)-2,2-dimethyldihydro-2H-pyran-4(3H)-one

: 1198077-60-9
(2S,3R,Z)-N-benzylidene-2-(hydroxymethyl)-6,6-dimethyl-4-oxotetrahydropyran-3-amine oxide

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 20 ℃; for 12h; Inert atmosphere;
DOI:10.1021/ol902354f DOI:10.3762/bjoc.6.75

Reference yield: 41.0%

: 1233792-36-3
(3S,5S,6S)-5-[benzyl(hydroxy)amino]-3-bromo-6-(hydroxymethyl)-2,2-dimethyldihydro-2H-pyran-4(3H)-one

: 1198077-60-9
(2S,3R,Z)-N-benzylidene-2-(hydroxymethyl)-6,6-dimethyl-4-oxotetrahydropyran-3-amine oxide

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;
DOI:10.3762/bjoc.6.75

Reference yield: 89.0%

: 1198077-60-9
(2S,3R,Z)-N-benzylidene-2-(hydroxymethyl)-6,6-dimethyl-4-oxotetrahydropyran-3-amine oxide

: 1198077-61-0
(4S,5S,6S)-5-[benzyl(hydroxy)amino]-6-(hydroxymethyl)-2,2-dimethyltetrahydro-2H-pyran-4-ol

Guidance literature:: With sodium tetrahydroborate; In ethanol; at 0 - 20 ℃; stereoselective reaction; Inert atmosphere;
DOI:10.1021/ol902354f