((2R,3S,6S)-3-(4-methoxyphenoxy)-3,6-dihydro-6-phenyl-2H-pyran-2-yl)methyl 4-oxopentanoate

Base Information

Chemical Name:((2R,3S,6S)-3-(4-methoxyphenoxy)-3,6-dihydro-6-phenyl-2H-pyran-2-yl)methyl 4-oxopentanoate
CAS No.:859214-79-2
Molecular Formula:C₂₄H₂₆O₆
Molecular Weight:410.467
Hs Code.:

Synonyms:((2R,3S,6S)-3-(4-methoxyphenoxy)-3,6-dihydro-6-phenyl-2H-pyran-2-yl)methyl 4-oxopentanoate

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Chemical Property of ((2R,3S,6S)-3-(4-methoxyphenoxy)-3,6-dihydro-6-phenyl-2H-pyran-2-yl)methyl 4-oxopentanoate

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Technology Process of ((2R,3S,6S)-3-(4-methoxyphenoxy)-3,6-dihydro-6-phenyl-2H-pyran-2-yl)methyl 4-oxopentanoate

There total 5 articles about ((2R,3S,6S)-3-(4-methoxyphenoxy)-3,6-dihydro-6-phenyl-2H-pyran-2-yl)methyl 4-oxopentanoate 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: 95.0%

: 859214-78-1
[3-(4-methoxy-phenoxy)-6-phenyl-3,6-dihydro-2H-pyran-2-yl]-methanol

: 123-76-2
levulinic acid

: 859214-79-2
((2R,3S,6S)-3-(4-methoxyphenoxy)-3,6-dihydro-6-phenyl-2H-pyran-2-yl)methyl 4-oxopentanoate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 3h;
DOI:10.1021/ol051023r

Reference yield:

: 859214-76-9
carbonic acid 2-(tert-butyl-dimethyl-silanyloxymethyl)-6-phenyl-3,6-dihydro-2H-pyran-3-yl ester ethyl ester

: 859214-79-2
((2R,3S,6S)-3-(4-methoxyphenoxy)-3,6-dihydro-6-phenyl-2H-pyran-2-yl)methyl 4-oxopentanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform adduct; (1S,2S)-(-)-1,2-bis(2-diphenylphosphinobenzamido)cyclohexane / CH₂Cl₂ / 0.17 h / 100 °C / microwave irradiation

2: 80 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.08 h

3: 95 percent / 4-dimethylaminopyridine; N,N'-dicyclohexylcarbodiimide / CH₂Cl₂ / 3 h / 0 - 20 °C

With dmap; tetrabutyl ammonium fluoride; dicyclohexyl-carbodiimide; trans-1,2-(1S,2S)-1,2-diaminocyclohexane-N,N’-bis(2’-diphenylphosphinobenzoyl); tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol051023r

Reference yield:

: 859214-75-8
carbonic acid 2-(tert-butyldimethyl-silanyloxymethyl)-4-ethoxycarbonyloxy-3,4-dihydro-2H-pyran-3-yl ester ethyl ester

: 859214-79-2
((2R,3S,6S)-3-(4-methoxyphenoxy)-3,6-dihydro-6-phenyl-2H-pyran-2-yl)methyl 4-oxopentanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 77 percent / palladium(II) acetate / acetonitrile

2: 95 percent / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform adduct; (1S,2S)-(-)-1,2-bis(2-diphenylphosphinobenzamido)cyclohexane / CH₂Cl₂ / 0.17 h / 100 °C / microwave irradiation

3: 80 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.08 h

4: 95 percent / 4-dimethylaminopyridine; N,N'-dicyclohexylcarbodiimide / CH₂Cl₂ / 3 h / 0 - 20 °C

With dmap; tetrabutyl ammonium fluoride; dicyclohexyl-carbodiimide; trans-1,2-(1S,2S)-1,2-diaminocyclohexane-N,N’-bis(2’-diphenylphosphinobenzoyl); tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; palladium diacetate; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/ol051023r