(2S,3R)-3-hydroxy-2-methyl-3-(4-methylphenyl)-1-phenylpropan-1-one

Base Information

• Chemical Name: (2S,3R)-3-hydroxy-2-methyl-3-(4-methylphenyl)-1-phenylpropan-1-one
• CAS No.: 82105-35-9
• Molecular Formula: C₁₇H₁₈O₂
• Molecular Weight: 254.329
• DSSTox Substance ID: DTXSID301154588
• Nikkaji Number: J2.126.192K
• Mol file: 82105-35-9.mol

Synonyms:DTXSID301154588;82105-35-9;rel-(2R,3S)-3-Hydroxy-2-methyl-3-(4-methylphenyl)-1-phenyl-1-propanone

Chemical Property of (2S,3R)-3-hydroxy-2-methyl-3-(4-methylphenyl)-1-phenylpropan-1-one

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 254.130679813
• Heavy Atom Count: 19
• Complexity: 286

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(C(C)C(=O)C2=CC=CC=C2)O
• Isomeric SMILES: CC1=CC=C(C=C1)[C@@H]([C@H](C)C(=O)C2=CC=CC=C2)O

Technology Process of (2S,3R)-3-hydroxy-2-methyl-3-(4-methylphenyl)-1-phenylpropan-1-one

There total 14 articles about (2S,3R)-3-hydroxy-2-methyl-3-(4-methylphenyl)-1-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: 88.0%

4-methyl-benzaldehyde (104-87-0) + 1-phenyl-propan-1-one (93-55-0) → 3-hydroxy-2-methyl-3-(4'-methylphenyl)-1-phenyl-1-propanone (82105-34-8,82105-35-9,91503-00-3) + 3-hydroxy-2-methyl-3-(4'-methylphenyl)-1-phenyl-1-propanone (82105-34-8,82105-35-9,91503-00-3)

Guidance literature:

With piperidine; magnesium iodide; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/j.tet.2004.09.098

Reference yield: 88.0%

4-methyl-benzaldehyde (104-87-0) + 1-phenyl-propan-1-one (93-55-0) → 3-hydroxy-2-methyl-3-(4'-methylphenyl)-1-phenyl-1-propanone (82105-34-8,82105-35-9,91503-00-3) + 3-hydroxy-2-methyl-3-(4'-methylphenyl)-1-phenyl-1-propanone (82105-34-8,82105-35-9,91503-00-3)

Guidance literature:

With piperidine; magnesium iodide; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/j.tet.2004.09.098

Reference yield:

4-methyl-benzaldehyde (104-87-0) + trimethyl[(Z)-(1-phenyl-1-propenyl)oxy]silane (66323-99-7) → (2S,3R)-3-hydroxy-3-(4-methylphenyl)-2-methyl-1-phenylpropan-1-one (82105-34-8,82105-35-9,91503-00-3) + (2R,3R)-3-hydroxy-3-(4-methylphenyl)-2-methyl-1-phenylpropan-1-one (519054-22-9) + (2S,3S)-3-hydroxy-3-(4-methylphenyl)-2-methyl-1-phenylpropan-1-one (872419-47-1) + (2R,3S)-3-hydroxy-3-(4-methylphenyl)-2-methyl-1-phenylpropan-1-one (82105-34-8,82105-35-9,91503-00-3)

Guidance literature:

With 2,6-bis((S)-4-isopropyl-4,5-dihydrooxazol-2-yl)pyridine; zinc trifluoromethanesulfonate; In tetrahydrofuran; ethanol; water; at -25 ℃; for 48h; Title compound not separated from byproducts;

DOI:10.1002/adsc.200404314

upstream raw materials:

4-methyl-benzaldehyde

2-bromo-1-phenyl-1-propanone

1-phenyl-propan-1-one

trimethyl[(Z)-(1-phenyl-1-propenyl)oxy]silane