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

Base Information

Chemical Name:(1R,2S,3S,4R,5S)-1-(acetoxymethyl)-5-(4-chloro-3-(4-(2-oxo-2-phenylethoxy)benzyl)phenyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triyl triacetate
CAS No.:1426925-07-6
Molecular Formula:C₃₆H₃₅ClO₁₂
Molecular Weight:695.12
Hs Code.:

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

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Chemical Property of (1R,2S,3S,4R,5S)-1-(acetoxymethyl)-5-(4-chloro-3-(4-(2-oxo-2-phenylethoxy)benzyl)phenyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triyl triacetate

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Technology Process of (1R,2S,3S,4R,5S)-1-(acetoxymethyl)-5-(4-chloro-3-(4-(2-oxo-2-phenylethoxy)benzyl)phenyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triyl triacetate

There total 17 articles about (1R,2S,3S,4R,5S)-1-(acetoxymethyl)-5-(4-chloro-3-(4-(2-oxo-2-phenylethoxy)benzyl)phenyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-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: 73.6%

: 1416165-23-5
(1R,2S,3S,4R,5S)-1-(acetoxymethyl)-5-(4-chloro-3-(4-hydroxybenzyl)phenyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triyl triacetate

: 70-11-1
α-bromoacetophenone

: 1426925-07-6
(1R,2S,3S,4R,5S)-1-(acetoxymethyl)-5-(4-chloro-3-(4-(2-oxo-2-phenylethoxy)benzyl)phenyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triyl triacetate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃;

Reference yield:

: 98-86-2
acetophenone

: 1426925-07-6
(1R,2S,3S,4R,5S)-1-(acetoxymethyl)-5-(4-chloro-3-(4-(2-oxo-2-phenylethoxy)benzyl)phenyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triyl triacetate

Guidance literature:: Multi-step reaction with 2 steps

1: acetic acid; hydrogen bromide; bromine / 2 h / 0 - 20 °C

2: N-ethyl-N,N-diisopropylamine / acetonitrile / 20 °C

With hydrogen bromide; bromine; acetic acid; N-ethyl-N,N-diisopropylamine; In acetonitrile;

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

: 1426925-07-6
(1R,2S,3S,4R,5S)-1-(acetoxymethyl)-5-(4-chloro-3-(4-(2-oxo-2-phenylethoxy)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; sodium hydrogencarbonate / dichloromethane / 0 - 20 °C / Inert atmosphere

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

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

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

6: N-ethyl-N,N-diisopropylamine / acetonitrile / 20 °C

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