(2S,3R,4S,5R,6S)-6-(4-chloro-3-(phenoxymethyl)phenyl)-6-methoxy-3,4,5-tris((trimethylsilyl)oxy)tetrahydro-2H-pyran-2-carbaldehyde

Base Information

Chemical Name:(2S,3R,4S,5R,6S)-6-(4-chloro-3-(phenoxymethyl)phenyl)-6-methoxy-3,4,5-tris((trimethylsilyl)oxy)tetrahydro-2H-pyran-2-carbaldehyde
CAS No.:1416165-40-6
Molecular Formula:C₂₉H₄₅ClO₇Si₃
Molecular Weight:625.382
Hs Code.:

Synonyms:(2S,3R,4S,5R,6S)-6-(4-chloro-3-(phenoxymethyl)phenyl)-6-methoxy-3,4,5-tris((trimethylsilyl)oxy)tetrahydro-2H-pyran-2-carbaldehyde

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Chemical Property of (2S,3R,4S,5R,6S)-6-(4-chloro-3-(phenoxymethyl)phenyl)-6-methoxy-3,4,5-tris((trimethylsilyl)oxy)tetrahydro-2H-pyran-2-carbaldehyde

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Technology Process of (2S,3R,4S,5R,6S)-6-(4-chloro-3-(phenoxymethyl)phenyl)-6-methoxy-3,4,5-tris((trimethylsilyl)oxy)tetrahydro-2H-pyran-2-carbaldehyde

There total 1 articles about (2S,3R,4S,5R,6S)-6-(4-chloro-3-(phenoxymethyl)phenyl)-6-methoxy-3,4,5-tris((trimethylsilyl)oxy)tetrahydro-2H-pyran-2-carbaldehyde 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:

: 1416165-38-2
((2R,3R,4S,5R,6S)-6-(4-chloro-3-(phenoxymethyl)phenyl)-6-methoxy-3,4,5-tris((trimethylsilyl)oxy)tetrahydro-2H-pyran-2-yl)methanol

: 1416165-40-6
(2S,3R,4S,5R,6S)-6-(4-chloro-3-(phenoxymethyl)phenyl)-6-methoxy-3,4,5-tris((trimethylsilyl)oxy)tetrahydro-2H-pyran-2-carbaldehyde

Guidance literature:: With sulfur trioxide pyridine complex; triethylamine; In dichloromethane; dimethyl sulfoxide; at 0 - 10 ℃; for 3h; Inert atmosphere;

Reference yield:

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 1416165-40-6
(2S,3R,4S,5R,6S)-6-(4-chloro-3-(phenoxymethyl)phenyl)-6-methoxy-3,4,5-tris((trimethylsilyl)oxy)tetrahydro-2H-pyran-2-carbaldehyde

: 1416165-41-7
(2S,3R,4S,5S)-2-(4-chloro-3-(phenoxymethyl)phenyl)-6,6-bis(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: formaldehyd; (2S,3R,4S,5R,6S)-6-(4-chloro-3-(phenoxymethyl)phenyl)-6-methoxy-3,4,5-tris((trimethylsilyl)oxy)tetrahydro-2H-pyran-2-carbaldehyde; With sodium ethanolate; In ethanol; at 55 ℃; Inert atmosphere;

With sodium hydrogensulfite; In water; ethyl acetate;

Reference yield:

: 1416165-40-6
(2S,3R,4S,5R,6S)-6-(4-chloro-3-(phenoxymethyl)phenyl)-6-methoxy-3,4,5-tris((trimethylsilyl)oxy)tetrahydro-2H-pyran-2-carbaldehyde

: 1416165-29-1
(1R,2S,3S,4R,5S)-1-(acetoxymethyl)-5-(4-chloro-3-(4-(1-(methoxyimino)ethyl)benzyl)phenyl)-6,8-dioxabicyclo[3.2.1]octane-2.3,4-triyl triacetate

Guidance literature:: Multi-step reaction with 6 steps

1: sodium ethanolate / ethanol / 55 °C / Inert atmosphere

2: trifluoroacetic acid / dichloromethane / 0 - 20 °C / Inert atmosphere

3: dmap; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

4: hydrogen bromide; acetic acid / 3 h / 20 °C / Inert atmosphere

5: cesium fluoride / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 120 °C / Inert atmosphere

6: sodium acetate; pyridine / ethanol / 3 h / 80 °C / Inert atmosphere

With pyridine; dmap; hydrogen bromide; sodium ethanolate; sodium acetate; acetic acid; N-ethyl-N,N-diisopropylamine; cesium fluoride; trifluoroacetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane;