(R)-3-(2',4'-dimethoxyphenyl)-3-phenyl-1-propene

Base Information

• Chemical Name: (R)-3-(2',4'-dimethoxyphenyl)-3-phenyl-1-propene
• CAS No.: 251317-25-6
• Molecular Formula: C₁₇H₁₈O₂
• Molecular Weight: 254.329
• Mol file: 251317-25-6.mol

Synonyms:(R)-3-(2',4'-dimethoxyphenyl)-3-phenyl-1-propene

Chemical Property of (R)-3-(2',4'-dimethoxyphenyl)-3-phenyl-1-propene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-(2',4'-dimethoxyphenyl)-3-phenyl-1-propene

There total 8 articles about (R)-3-(2',4'-dimethoxyphenyl)-3-phenyl-1-propene 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: 100.0%

(R)-1-phenylseleno-3-(2',4'-dimethoxyphenyl)-3-phenylpropane (251317-23-4) → (R)-3-(2',4'-dimethoxyphenyl)-3-phenyl-1-propene (251317-25-6)

Guidance literature:

With sodium periodate; sodium hydrogencarbonate; In methanol; water;

DOI:10.1021/ol990961m

Reference yield: 67.0%

3-methoxy-4-((R)-1-phenylprop-2-ynyl)phenol + methyl iodide (74-88-4) → (R)-3-(2',4'-dimethoxyphenyl)-3-phenyl-1-propene (251317-25-6)

Guidance literature:

3-methoxy-4-((R)-1-phenylprop-2-ynyl)phenol; methyl iodide; In acetone; at 20 ℃; for 12h;

With Lindlar's catalyst; hydrogen; In ethanol; at 20 ℃; for 2h; under 3750.38 Torr; Autoclave;

DOI:10.1039/c7ob02133j

Reference yield:

7-methoxy-4-phenyl-2H-chromen-2-one (2555-31-9) → (R)-3-(2',4'-dimethoxyphenyl)-3-phenyl-1-propene (251317-25-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 97 percent / LiAlH₄ / tetrahydrofuran; diethyl ether / 0 °C

2: 100 percent / potassium carbonate / acetone / Heating

3: hydrogen / [Rh((R,R)-bdpp)(NBD)]ClO₄ / methanol / 168 h / 60006 Torr

4: 81 percent / n-Bu₃P / tetrahydrofuran / 2 h

5: 100 percent / NaIO₄; NaHCO₃ / H₂O; methanol

With sodium periodate; lithium aluminium tetrahydride; tributylphosphine; hydrogen; sodium hydrogencarbonate; potassium carbonate; [Rh((R,R)-bdpp)(NBD)]ClO₄; In tetrahydrofuran; methanol; diethyl ether; water; acetone;

DOI:10.1021/ol990961m

upstream raw materials:

(R)-1-phenylseleno-3-(2',4'-dimethoxyphenyl)-3-phenylpropane

(R)-3-(2,4-dimethoxyphenyl)-3-phenylpropan-1-ol

7-methoxy-4-phenyl-2H-chromen-2-one

3-(2-hydroxy-4-methoxyphenyl)-3-phenyl allyl alcohol

Downstream raw materials:

(R)-(+)-4-methoxydalbergione

(R)-3-(2,4-dimethoxyphenyl)-3-phenylpropan-1-ol

Refernces

• 1、 Bissel, Philippe,Nazih, Abdesslame,Sablong, Rafael,Lepoittevin, Jean-Pierre. "Stereoselective synthesis of (R)- and (S)-4-methoxydalbergione via asymmetric catalytic hydrogenation". . p. 1283 - 1285. Retrieved 2008/02/09.