dimethyl (2'E, 1'R)-2-(1'-acetoxy-3'-phenyl-2'-propen-1-yl)-2-methylmalonate

Base Information

Chemical Name:dimethyl (2'E, 1'R)-2-(1'-acetoxy-3'-phenyl-2'-propen-1-yl)-2-methylmalonate
CAS No.:169689-07-0
Molecular Formula:C₁₇H₂₀O₆
Molecular Weight:320.342
Hs Code.:

Synonyms:dimethyl (2'E, 1'R)-2-(1'-acetoxy-3'-phenyl-2'-propen-1-yl)-2-methylmalonate

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Chemical Property of dimethyl (2'E, 1'R)-2-(1'-acetoxy-3'-phenyl-2'-propen-1-yl)-2-methylmalonate

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Technology Process of dimethyl (2'E, 1'R)-2-(1'-acetoxy-3'-phenyl-2'-propen-1-yl)-2-methylmalonate

There total 4 articles about dimethyl (2'E, 1'R)-2-(1'-acetoxy-3'-phenyl-2'-propen-1-yl)-2-methylmalonate 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:

: 64847-78-5
(E)-1,1-diacetoxy-3-phenylprop-2-ene

: sodium salt of dimethyl methylmalonate

: dimethyl (2'E, 1'S)-2-(1'-acetoxy-3'-phenyl-2'-propen-1-yl)-2-methylmalonate

: 169689-07-0
dimethyl (2'E, 1'R)-2-(1'-acetoxy-3'-phenyl-2'-propen-1-yl)-2-methylmalonate

Guidance literature:: With bis(η3-allyl-μ-chloropalladium(II)); (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane; In tetrahydrofuran; at 20 ℃; for 2h; Title compound not separated from byproducts.;
DOI:10.1021/ja003774o

Reference yield:

: 14371-10-9
(E)-3-phenylpropenal

: 169689-07-0
dimethyl (2'E, 1'R)-2-(1'-acetoxy-3'-phenyl-2'-propen-1-yl)-2-methylmalonate

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / FeCl₃ / 0.5 h / 0 °C

2: η-allylpalladium chloride dimer; (R,R)-1,2-di(2'-diphenylphosphinobenzamido)cyclohexane / tetrahydrofuran; various solvent(s) / 2 h / 20 °C

With bis(η3-allyl-μ-chloropalladium(II)); iron(III) chloride; (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane; In tetrahydrofuran;
DOI:10.1021/ja003774o

Reference yield:

: 14371-10-9
(E)-3-phenylpropenal

: 169689-07-0
dimethyl (2'E, 1'R)-2-(1'-acetoxy-3'-phenyl-2'-propen-1-yl)-2-methylmalonate

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / FeCl₃

2: 1.) NaH, 2.) (π-allyl)palladium chloride dimer, bis(2-triphenylphosphinobenzoyl)-(1R,2R)-cyclohexyldiamide / 1.) THF, RT, 2.) THF, RT, 5 h

With bis(η3-allyl-μ-chloropalladium(II)); iron(III) chloride; sodium hydride; (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane;
DOI:10.1021/ja00132a026