1-Propanone, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methyl-1-phenyl-

Base Information

• Chemical Name: 1-Propanone, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methyl-1-phenyl-
• CAS No.: 116047-21-3
• Molecular Formula: C16H26O2Si
• Molecular Weight: 278.467
• DSSTox Substance ID: DTXSID50472495
• Nikkaji Number: J837.809F
• Mol file: 116047-21-3.mol

Synonyms:116047-21-3;1-Propanone, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methyl-1-phenyl-;DTXSID50472495

Chemical Property of 1-Propanone, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methyl-1-phenyl-

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 278.170206602
• Heavy Atom Count: 19
• Complexity: 298

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CO[Si](C)(C)C(C)(C)C)C(=O)C1=CC=CC=C1

Technology Process of 1-Propanone, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methyl-1-phenyl-

There total 1 articles about 1-Propanone, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methyl-1-phenyl- 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: 92.0%

3-hydroxy-2-methylpropiophenone (16735-22-1) + tert-butyldimethylsilyl chloride (18162-48-6) → 3-((tert-butyl)dimethylsiloxy)-2-methyl-1-phenylpropan-1-one (116047-21-3)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.orglett.0c01765

Reference yield:

diethyl chlorophosphate (814-49-3) + 3-((tert-butyl)dimethylsiloxy)-2-methyl-1-phenylpropan-1-one (116047-21-3) → 2-methyl-1-phenylprop-2-en-1-one (769-60-8) + C20H35O5PSi + C20H35O5PSi

Guidance literature:

3-((tert-butyl)dimethylsiloxy)-2-methyl-1-phenylpropan-1-one; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

diethyl chlorophosphate; In tetrahydrofuran; at -78 ℃; for 5h; Inert atmosphere;

DOI:10.1021/acs.orglett.0c01765

Reference yield:

3-((tert-butyl)dimethylsiloxy)-2-methyl-1-phenylpropan-1-one (116047-21-3) → (2R*,3R*)-2-methyl-3-phenyl-1,3-butanediol (14366-96-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) TiCl₄ / 1.) PhMe, -78 deg C, 15 min, 2.) PhMe, -78 deg C, 3 h

2: CeCl₃*7H₂O, NaI*2H₂O / acetonitrile / 48 h / Ambient temperature

With cerium(III) chloride; titanium tetrachloride; sodium iodide; In acetonitrile;

DOI:10.1002/(SICI)1521-3765(19981102)4:11<2154::AID-CHEM2154>3.0.CO;2-O

upstream raw materials:

3-hydroxy-2-methylpropiophenone

tert-butyldimethylsilyl chloride

Downstream raw materials:

(1S,2S) /(1R,2R)-2-methyl-1-phenylpropane-1,3-diol

(2R*,3S*)-2-methyl-3-phenyl-1,3-butanediol

(2R*,3R*)-2-methyl-3-phenyl-1,3-butanediol

2-methyl-1-phenylprop-2-en-1-one