(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((4-nitrophenyl)selanyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Base Information

Chemical Name:(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((4-nitrophenyl)selanyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
CAS No.:100659-04-9
Molecular Formula:C₂₀H₂₃NO₁₁Se
Molecular Weight:532.363
Hs Code.:

Synonyms:(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((4-nitrophenyl)selanyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

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Chemical Property of (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((4-nitrophenyl)selanyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

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Technology Process of (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((4-nitrophenyl)selanyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

There total 4 articles about (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((4-nitrophenyl)selanyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate 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: 85.0%

: 869107-17-5
4'-methylbenzoyl 2,3,4,6-tetra-O-acetyl-β-D-selenoglucopyranoside

: 636-98-6
p-nitrobenzene iodide

: 100659-04-9
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((4-nitrophenyl)selanyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: With piperazine; palladium [2'-(amino-κN)[1,1'-biphenyl]-2-yl-κC][[5-(diphenylphosphino)-9,9-dimethyl-9H-xanthen-4-yl]diphenylphosphine-κP](methanesulfonato-κO); caesium carbonate; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere; Sealed tube;
DOI:10.1021/acs.orglett.0c02352

Reference yield:

: 19188-18-2
p-nitrophenyl selenocyanate

: 572-09-8
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

: 100659-04-9
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((4-nitrophenyl)selanyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: With sodium tetrahydroborate; In ethanol; at 0 - 23 ℃; for 1.16667h;
DOI:10.1021/acs.orglett.7b02526

Reference yield:

: 905718-45-8
[(4-nitrophenyl)(phenyl)iodonium trifluoromethanesulfonate]

: 100659-04-9
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((4-nitrophenyl)selanyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: Multi-step reaction with 2 steps

1: 1,4-dioxane / 24 h / 80 °C

2: sodium tetrahydroborate / ethanol / 1.17 h / 0 - 23 °C

With sodium tetrahydroborate; In 1,4-dioxane; ethanol;
DOI:10.1021/acs.orglett.7b02526