(R)-3-(2-(benzyloxy)-5-methylphenyl)-3-phenylpropanal

Base Information

• Chemical Name: (R)-3-(2-(benzyloxy)-5-methylphenyl)-3-phenylpropanal
• CAS No.: 863970-29-0
• Molecular Formula: C₂₃H₂₂O₂
• Molecular Weight: 330.426
• Mol file: 863970-29-0.mol

Synonyms:(R)-3-(2-(benzyloxy)-5-methylphenyl)-3-phenylpropanal

Chemical Property of (R)-3-(2-(benzyloxy)-5-methylphenyl)-3-phenylpropanal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-(2-(benzyloxy)-5-methylphenyl)-3-phenylpropanal

There total 8 articles about (R)-3-(2-(benzyloxy)-5-methylphenyl)-3-phenylpropanal 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)-3-[2-(benzyloxy)-5-methylphenyl]-3-phenylpropan-1-ol (874651-73-7) → (R)-3-(2-(benzyloxy)-5-methylphenyl)-3-phenylpropanal (863970-29-0)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In ethyl acetate; Reflux;

DOI:10.1016/j.tetlet.2017.12.082

Reference yield: 79.0%

(R)-3-[2-(benzyloxy)-5-methylphenyl]-3-phenylpropanenitrile → (R)-3-(2-(benzyloxy)-5-methylphenyl)-3-phenylpropanal (863970-29-0)

Guidance literature:

(R)-3-[2-(benzyloxy)-5-methylphenyl]-3-phenylpropanenitrile; With diisobutylaluminium hydride; In hexane; dichloromethane; at -40 ℃; for 4h;

In methanol; hexane; dichloromethane; at -40 - 20 ℃; for 1h;

With ammonium chloride; In methanol; hexane; dichloromethane; at 20 ℃; for 0.5h; Further stages.;

DOI:10.1021/ol702879u

Reference yield:

1-(benzyloxy)-2-bromo-4-methylbenzene (2830-53-7) → (R)-3-(2-(benzyloxy)-5-methylphenyl)-3-phenylpropanal (863970-29-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 41 percent / Pd(OAc)2; K₂CO₃; KCl / n-Bu₄NOAc / dimethylformamide / 2.5 h / 90 °C

2: [Rh(C₂H₄)2Cl]2; chiral substituted bicyclo[2.2.2]octa-2,5-diene; aq. KOH / methanol / 1.25 h / 50 °C

With palladium diacetate; potassium hydroxide; bis(ethylene)rhodium(I) chloride dimer; chiral substituted bicyclo[2.2.2]octa-2,5-diene; potassium chloride; potassium carbonate; tetrabutylammonium acetate; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/ja053270w

upstream raw materials:

phenylboronic acid

1-(benzyloxy)-2-bromo-4-methylbenzene

(E)-ethyl 3-(2-hydroxy-5-methylphenyl)acrylate

2-hydroxy-5-methylbenzaldehyde

Downstream raw materials:

(R)-3-[2-(benzyloxy)-5-methylphenyl]-N,N-diisopropyl-3-phenylpropan-1-amine

(R)-(+)-tolterodine

Refernces

• 1、 Soegel, Sebastian,Tokunaga, Norihito,Sasaki, Keigo,Okamoto, Kazuhiro,Hayashi, Tamio. "Rhodium/chiral diene-catalyzed asymmetric 1,4-addition of arylboronic acids to arylmethylene cyanoacetates". . p. 589 - 592. Retrieved 2008/04/12.