1-(4-(2-chloro-5-((1S,2S,3S,4R,5S)-2,3,4-trihydroxy-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octan-5-yl)benzyl)phenoxy)propan-2-one O-methyl oxime

Base Information

Chemical Name:1-(4-(2-chloro-5-((1S,2S,3S,4R,5S)-2,3,4-trihydroxy-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octan-5-yl)benzyl)phenoxy)propan-2-one O-methyl oxime
CAS No.:1426924-92-6
Molecular Formula:C₂₄H₂₈ClNO₈
Molecular Weight:493.941
Hs Code.:

Synonyms:1-(4-(2-chloro-5-((1S,2S,3S,4R,5S)-2,3,4-trihydroxy-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octan-5-yl)benzyl)phenoxy)propan-2-one O-methyl oxime

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Chemical Property of 1-(4-(2-chloro-5-((1S,2S,3S,4R,5S)-2,3,4-trihydroxy-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octan-5-yl)benzyl)phenoxy)propan-2-one O-methyl oxime

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Technology Process of 1-(4-(2-chloro-5-((1S,2S,3S,4R,5S)-2,3,4-trihydroxy-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octan-5-yl)benzyl)phenoxy)propan-2-one O-methyl oxime

There total 20 articles about 1-(4-(2-chloro-5-((1S,2S,3S,4R,5S)-2,3,4-trihydroxy-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octan-5-yl)benzyl)phenoxy)propan-2-one O-methyl oxime 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: 67.0%

: (1R,2S,3S,4R,5S)-1-(acetoxymethyl)-5-(4-chloro-3-(4-(2-(methoxy imino)propoxy)benzyl)phenyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triyl triacetate

: 1426924-92-6
1-(4-(2-chloro-5-((1S,2S,3S,4R,5S)-2,3,4-trihydroxy-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octan-5-yl)benzyl)phenoxy)propan-2-one O-methyl oxime

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

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

: 1426924-92-6
1-(4-(2-chloro-5-((1S,2S,3S,4R,5S)-2,3,4-trihydroxy-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octan-5-yl)benzyl)phenoxy)propan-2-one O-methyl oxime

Guidance literature:: Multi-step reaction with 11 steps

1: triethylamine; sulfur trioxide pyridine complex / dichloromethane; dimethyl sulfoxide / 3 h / 0 - 10 °C / Inert atmosphere

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

3: trifluoroacetic acid; sodium hydrogencarbonate / dichloromethane / 0 - 20 °C / Inert atmosphere

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

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

6: tetrakis(triphenylphosphine) palladium⁽⁰⁾; cesium fluoride / 1,4-dioxane / 1 h / 110 °C / Inert atmosphere

7: caesium carbonate / N,N-dimethyl-formamide / 14 h / 60 °C

8: acetic acid / tetrahydrofuran; water / 48 h / 20 °C

9: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 0.58 h / -78 °C / Inert atmosphere

10: pyridine / ethanol / 2 h / Inert atmosphere; Reflux

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

With pyridine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; lithium hydroxide monohydrate; hydrogen bromide; sodium ethanolate; sulfur trioxide pyridine complex; sodium hydrogencarbonate; caesium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; cesium fluoride; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;

Reference yield:

: 1416165-45-1
(1R,2S,3S,4R,5S)-1-(acetoxymethyl)-5-(3-(bromomethyl)-4-chlorophenyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triyl triacetate

: 1426924-92-6
1-(4-(2-chloro-5-((1S,2S,3S,4R,5S)-2,3,4-trihydroxy-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octan-5-yl)benzyl)phenoxy)propan-2-one O-methyl oxime

Guidance literature:: Multi-step reaction with 6 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; cesium fluoride / 1,4-dioxane / 1 h / 110 °C / Inert atmosphere

2: caesium carbonate / N,N-dimethyl-formamide / 14 h / 60 °C

3: acetic acid / tetrahydrofuran; water / 48 h / 20 °C

4: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 0.58 h / -78 °C / Inert atmosphere

5: pyridine / ethanol / 2 h / Inert atmosphere; Reflux

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

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; lithium hydroxide monohydrate; caesium carbonate; acetic acid; cesium fluoride; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;