(S)-methyl 3-(4-methoxyphenyl)-3-phenylpropanoate

Base Information

• Chemical Name: (S)-methyl 3-(4-methoxyphenyl)-3-phenylpropanoate
• CAS No.: 1413936-31-8
• Molecular Formula: C₁₇H₁₈O₃
• Molecular Weight: 270.328
• Mol file: 1413936-31-8.mol

Synonyms:(S)-methyl 3-(4-methoxyphenyl)-3-phenylpropanoate

Chemical Property of (S)-methyl 3-(4-methoxyphenyl)-3-phenylpropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (S)-methyl 3-(4-methoxyphenyl)-3-phenylpropanoate

There total 13 articles about (S)-methyl 3-(4-methoxyphenyl)-3-phenylpropanoate 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%

(E)-methyl 3-(4-methoxyphenyl)-3-phenylacrylate → (S)-methyl 3-(4-methoxyphenyl)-3-phenylpropanoate (1413936-31-8)

Guidance literature:

(E)-methyl 3-(4-methoxyphenyl)-3-phenylacrylate; With diethoxymethylane; C₂₂H₃₁N₂O₇Rh; In toluene; at 60 ℃; for 2h;

With hydrogenchloride; In tetrahydrofuran; methanol; water; toluene; at 0 ℃; for 1h; enantioselective reaction;

DOI:10.1021/jo302357b

Reference yield:

(Z)-methyl 3-(4-methoxyphenyl)-3-phenylprop-2-enoate → methyl (R)-3-(4-methoxyphenyl)-3-phenylpropanoate (1010458-16-8) + (S)-methyl 3-(4-methoxyphenyl)-3-phenylpropanoate (1413936-31-8)

Guidance literature:

With C₂₄BF₂₀^(1-)*C₃₄H₃₇IrN₂PS⁽¹⁺⁾; hydrogen; In α,α,α-trifluorotoluene; at 40 ℃; for 24h; under 75007.5 Torr; optical yield given as %ee; enantioselective reaction;

DOI:10.1021/ja9013375

Reference yield:

3-phenyl-N-(quinoline-8-yl)propionamide (867347-49-7) → methyl (R)-3-(4-methoxyphenyl)-3-phenylpropanoate (1010458-16-8) + (S)-methyl 3-(4-methoxyphenyl)-3-phenylpropanoate (1413936-31-8)

Guidance literature:

Multi-step reaction with 3 steps

1: dichloro bis(acetonitrile) palladium(II); caesium carbonate; (R)-1,1'-binaphthyl-2,2'-diyl phosphoramidate / para-xylene / 20 - 140 °C / Inert atmosphere; Sealed tube

2: dmap / acetonitrile / 40 °C

3: potassium carbonate / 6 h / 20 °C

With dmap; dichloro bis(acetonitrile) palladium(II); (R)-1,1'-binaphthyl-2,2'-diyl phosphoramidate; potassium carbonate; caesium carbonate; In para-xylene; acetonitrile;

DOI:10.1021/acs.orglett.5b00968

upstream raw materials:

3-(4-methoxyphenyl)-3-phenylpropanoic acid

methyl iodide

hydrocinnamic acid chloride

methanol