(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-[(4-aminophenyl)thio]tetrahydro-2H-pyran-3,4,5-triyl triacetate

Base Information

Chemical Name:(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-[(4-aminophenyl)thio]tetrahydro-2H-pyran-3,4,5-triyl triacetate
CAS No.:36874-86-9
Molecular Formula:C₂₀H₂₅NO₉S
Molecular Weight:455.486
Hs Code.:

Synonyms:(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-[(4-aminophenyl)thio]tetrahydro-2H-pyran-3,4,5-triyl triacetate

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Chemical Property of (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-[(4-aminophenyl)thio]tetrahydro-2H-pyran-3,4,5-triyl triacetate

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Technology Process of (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-[(4-aminophenyl)thio]tetrahydro-2H-pyran-3,4,5-triyl triacetate

There total 5 articles about (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-[(4-aminophenyl)thio]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: 100.0%

: 68667-01-6
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((4-nitrophenyl)thio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 36874-86-9
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-[(4-aminophenyl)thio]tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: With tin(II) chloride hydrate; In ethanol; dichloromethane; at 78 ℃; for 6h; Inert atmosphere;
DOI:10.1039/b813048e

Reference yield: 99.0%

: 19879-84-6
tetraacetyl thioglucose

: 540-37-4
p-aminoiodobenzene

: 36874-86-9
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-[(4-aminophenyl)thio]tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: With palladium diacetate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 100 ℃; for 1h; Schlenk technique; Inert atmosphere; Sealed tube;
DOI:10.1002/adsc.201200695

Reference yield:

: 1849-36-1
para-nitrobenzenethiol

: 36874-86-9
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-[(4-aminophenyl)thio]tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / TBAHS; aq. Na₂CO₃ / ethyl acetate / 20 h

2: aq. SnCl₂ / ethanol / 3 h / Heating

With tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate; tin(ll) chloride; In ethanol; ethyl acetate;
DOI:10.1002/jms.880