(2S)-2-benzhydryloxy-1-(2,5-dimethoxyphenyl)-3-phenylpropan-1-one

Base Information

• Chemical Name: (2S)-2-benzhydryloxy-1-(2,5-dimethoxyphenyl)-3-phenylpropan-1-one
• CAS No.: 736933-34-9
• Molecular Formula: C₃₀H₂₈O₄
• Molecular Weight: 452.55
• Mol file: 736933-34-9.mol

Synonyms:(2S)-2-benzhydryloxy-1-(2,5-dimethoxyphenyl)-3-phenylpropan-1-one

Chemical Property of (2S)-2-benzhydryloxy-1-(2,5-dimethoxyphenyl)-3-phenylpropan-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-2-benzhydryloxy-1-(2,5-dimethoxyphenyl)-3-phenylpropan-1-one

There total 1 articles about (2S)-2-benzhydryloxy-1-(2,5-dimethoxyphenyl)-3-phenylpropan-1-one 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:

benzyl bromide (100-39-0) + 2-(benzhydryloxy)-1-(2,5-dimethoxyphenyl)-ethanone (736933-15-6) → (2R)-2-benzhydryloxy-1-(2,5-dimethoxyphenyl)-3-phenylpropan-1-one + (2S)-2-benzhydryloxy-1-(2,5-dimethoxyphenyl)-3-phenylpropan-1-one (736933-34-9)

Guidance literature:

With cesium hydroxide; [O⁽⁹⁾-allyl-N-2',3',4'-trifluorobenzylhydrocinchonidinium]Br; In hexane; dichloromethane; at -35 ℃; for 13h; Further Variations:; Solvents; Temperatures; Product distribution;

DOI:10.1021/ol0491235

Reference yield:

(2S)-2-benzhydryloxy-1-(2,5-dimethoxyphenyl)-3-phenylpropan-1-one (736933-34-9) → (2S)-1-(2,5-dimethoxyphenyl)-2-hydroxy-3-phenylpropan-1-one (736933-56-5)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at -78 ℃; for 0.5h;

DOI:10.1021/ol0491235

Reference yield:

(2S)-2-benzhydryloxy-1-(2,5-dimethoxyphenyl)-3-phenylpropan-1-one (736933-34-9) → (S)-methyl 2-hydroxy-3-phenylpropanoate (13673-95-5)

Guidance literature:

Multi-step reaction with 4 steps

1: TiCl₄ / CH₂Cl₂ / 0.33 h / -78 °C

2: pyridine

3: bis-TMS peroxide; (+)-trans-1,2-bis(tosylamino)cyclohexane; K₂CO₃ / SnCl₄

4: methanol / 13 h

With pyridine; bis-trimethylsilanyl peroxide; titanium tetrachloride; potassium carbonate; (S,S)-N,N'-bis(p-tolylsulfonyl)-trans-cyclohexane-1,2-diamine; tin(IV) chloride; In methanol; dichloromethane; 3: Baeyer-Villiger oxidation;

DOI:10.1021/jo051568z

upstream raw materials:

benzyl bromide

2-(benzhydryloxy)-1-(2,5-dimethoxyphenyl)-ethanone

Downstream raw materials:

(2S)-1-(2,5-dimethoxyphenyl)-2-hydroxy-3-phenylpropan-1-one

(S)-methyl 2-hydroxy-3-phenylpropanoate

benzoic acid (1S)-1-methoxycarbonyl-2-phenylethyl ester

benzoic acid (1S)-1-benzyl-2-(2,5-dimethoxyphenyl)-2-oxoethyl ester