(3S,4S,5R,6S)-2,2-bis(acetoxymethyl)-6-(4-chloro-3-(phenoxymethyl)phenyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triyl triacetate

Base Information

Chemical Name:(3S,4S,5R,6S)-2,2-bis(acetoxymethyl)-6-(4-chloro-3-(phenoxymethyl)phenyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triyl triacetate
CAS No.:1416165-42-8
Molecular Formula:C₃₁H₃₅ClO₁₃
Molecular Weight:651.064
Hs Code.:

Synonyms:(3S,4S,5R,6S)-2,2-bis(acetoxymethyl)-6-(4-chloro-3-(phenoxymethyl)phenyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triyl triacetate

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Chemical Property of (3S,4S,5R,6S)-2,2-bis(acetoxymethyl)-6-(4-chloro-3-(phenoxymethyl)phenyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triyl triacetate

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Technology Process of (3S,4S,5R,6S)-2,2-bis(acetoxymethyl)-6-(4-chloro-3-(phenoxymethyl)phenyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triyl triacetate

There total 1 articles about (3S,4S,5R,6S)-2,2-bis(acetoxymethyl)-6-(4-chloro-3-(phenoxymethyl)phenyl)-6-methoxytetrahydro-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: 50.0%

: 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

: 108-24-7
acetic anhydride

: 1416165-42-8
(3S,4S,5R,6S)-2,2-bis(acetoxymethyl)-6-(4-chloro-3-(phenoxymethyl)phenyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: With dmap; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 0 - 20 ℃; for 2h; Inert atmosphere;

Reference yield: 100.0%

: 1416165-42-8
(3S,4S,5R,6S)-2,2-bis(acetoxymethyl)-6-(4-chloro-3-(phenoxymethyl)phenyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triyl triacetate

: 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:: With lithium hydroxide monohydrate; water; In tetrahydrofuran; methanol; at 0 - 20 ℃; for 1h;

Reference yield:

: 1416165-42-8
(3S,4S,5R,6S)-2,2-bis(acetoxymethyl)-6-(4-chloro-3-(phenoxymethyl)phenyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triyl triacetate

: 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: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 1 h / 0 - 20 °C

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; lithium hydroxide monohydrate; water; hydrogen bromide; sodium acetate; acetic acid; N-ethyl-N,N-diisopropylamine; cesium fluoride; trifluoroacetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane;