1-{4-[(2R,3S,6S)-6-(4-Chloro-phenyl)-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-yloxy]-phenyl}-ethanone

Base Information

Chemical Name:1-{4-[(2R,3S,6S)-6-(4-Chloro-phenyl)-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-yloxy]-phenyl}-ethanone
CAS No.:915772-48-4
Molecular Formula:C₂₀H₁₉ClO₄
Molecular Weight:358.821
Hs Code.:

Synonyms:1-{4-[(2R,3S,6S)-6-(4-Chloro-phenyl)-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-yloxy]-phenyl}-ethanone

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Chemical Property of 1-{4-[(2R,3S,6S)-6-(4-Chloro-phenyl)-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-yloxy]-phenyl}-ethanone

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Technology Process of 1-{4-[(2R,3S,6S)-6-(4-Chloro-phenyl)-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-yloxy]-phenyl}-ethanone

There total 6 articles about 1-{4-[(2R,3S,6S)-6-(4-Chloro-phenyl)-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-yloxy]-phenyl}-ethanone 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: 73.0%

: Carbonic acid (2R,3S,6S)-3-(4-acetyl-phenoxy)-6-(4-chloro-phenyl)-3,6-dihydro-2H-pyran-2-ylmethyl ester ethyl ester

: 915772-48-4
1-{4-[(2R,3S,6S)-6-(4-Chloro-phenyl)-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-yloxy]-phenyl}-ethanone

Guidance literature:: With potassium carbonate; In methanol; for 6h;
DOI:10.1021/ol0618252

Reference yield:

: 1011254-25-3
(2R,3S,6S)-6-(4-Chloro-phenyl)-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-ol

: 915772-48-4
1-{4-[(2R,3S,6S)-6-(4-Chloro-phenyl)-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-yloxy]-phenyl}-ethanone

Guidance literature:: Multi-step reaction with 3 steps

1: 108 mg / pyridine / CH₂Cl₂ / 12 h / 20 °C

2: (1S,2S)-(-)-1,2-diaminocyclohexane-N,N'-bis(2'-Ph₂P-benzoyl); Pd₂(dba)3*CHCl₃ / CH₂Cl₂ / 0.25 h / 100 °C / microwave irradiation

3: 73 percent / K₂CO₃ / methanol / 6 h

With pyridine; trans-1,2-(1S,2S)-1,2-diaminocyclohexane-N,N’-bis(2’-diphenylphosphinobenzoyl); tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium carbonate; In methanol; dichloromethane;
DOI:10.1021/ol0618252

Reference yield:

: 915772-12-2
Carbonic acid (2R,3S,6S)-6-(4-chloro-phenyl)-2-ethoxycarbonyloxymethyl-3,6-dihydro-2H-pyran-3-yl ester ethyl ester

: 915772-48-4
1-{4-[(2R,3S,6S)-6-(4-Chloro-phenyl)-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-yloxy]-phenyl}-ethanone

Guidance literature:: Multi-step reaction with 2 steps

1: (1S,2S)-(-)-1,2-diaminocyclohexane-N,N'-bis(2'-Ph₂P-benzoyl); Pd₂(dba)3*CHCl₃ / CH₂Cl₂ / 0.25 h / 100 °C / microwave irradiation

2: 73 percent / K₂CO₃ / methanol / 6 h

With trans-1,2-(1S,2S)-1,2-diaminocyclohexane-N,N’-bis(2’-diphenylphosphinobenzoyl); tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium carbonate; In methanol; dichloromethane;
DOI:10.1021/ol0618252