[(2R,3S,6S)-6-(2,4-Difluoro-phenylethynyl)-3-(4-methoxy-phenoxy)-3,6-dihydro-2H-pyran-2-yl]-methanol

Base Information

Chemical Name:[(2R,3S,6S)-6-(2,4-Difluoro-phenylethynyl)-3-(4-methoxy-phenoxy)-3,6-dihydro-2H-pyran-2-yl]-methanol
CAS No.:915772-51-9
Molecular Formula:C₂₁H₁₈F₂O₄
Molecular Weight:372.368
Hs Code.:

Synonyms:[(2R,3S,6S)-6-(2,4-Difluoro-phenylethynyl)-3-(4-methoxy-phenoxy)-3,6-dihydro-2H-pyran-2-yl]-methanol

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Chemical Property of [(2R,3S,6S)-6-(2,4-Difluoro-phenylethynyl)-3-(4-methoxy-phenoxy)-3,6-dihydro-2H-pyran-2-yl]-methanol

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Technology Process of [(2R,3S,6S)-6-(2,4-Difluoro-phenylethynyl)-3-(4-methoxy-phenoxy)-3,6-dihydro-2H-pyran-2-yl]-methanol

There total 6 articles about [(2R,3S,6S)-6-(2,4-Difluoro-phenylethynyl)-3-(4-methoxy-phenoxy)-3,6-dihydro-2H-pyran-2-yl]-methanol 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: 69.0%

: Carbonic acid (2R,3S,6S)-6-(2,4-difluoro-phenylethynyl)-3-(4-methoxy-phenoxy)-3,6-dihydro-2H-pyran-2-ylmethyl ester ethyl ester

: 915772-51-9
[(2R,3S,6S)-6-(2,4-Difluoro-phenylethynyl)-3-(4-methoxy-phenoxy)-3,6-dihydro-2H-pyran-2-yl]-methanol

Guidance literature:: With potassium carbonate; In methanol; for 4h;
DOI:10.1021/ol0618252

Reference yield:

: 480438-92-4
[(2,4-difluorophenyl)ethynyl]trimethylsilane

: 915772-51-9
[(2R,3S,6S)-6-(2,4-Difluoro-phenylethynyl)-3-(4-methoxy-phenoxy)-3,6-dihydro-2H-pyran-2-yl]-methanol

Guidance literature:: Multi-step reaction with 5 steps

1: 316 mg / Sc(OTf)3 / 1,2-dichloro-ethane / 5 h / -25 °C

2: macroporous carbonate resin / methanol / 3 h

3: 275 mg / pyridine / CH₂Cl₂ / 2 h / 20 °C

4: (1S,2S)-(-)-1,2-diaminocyclohexane-N,N'-bis(2'-Ph₂P-benzoyl); Pd₂(dba)3*CHCl₃ / CH₂Cl₂ / 0.25 h / 100 °C / microwave irradiation

5: 69 percent / K₂CO₃ / methanol / 4 h

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

Reference yield:

: (2R,3S,6S)-6-(2,4-Difluoro-phenylethynyl)-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-ol

: 915772-51-9
[(2R,3S,6S)-6-(2,4-Difluoro-phenylethynyl)-3-(4-methoxy-phenoxy)-3,6-dihydro-2H-pyran-2-yl]-methanol

Guidance literature:: Multi-step reaction with 3 steps

1: 275 mg / pyridine / CH₂Cl₂ / 2 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: 69 percent / K₂CO₃ / methanol / 4 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