(S)-alpha-Methyldeoxybenzoin

Base Information

• Chemical Name: (S)-alpha-Methyldeoxybenzoin
• CAS No.: 951-85-9
• Molecular Formula: C15H14O
• Molecular Weight: 210.276
• DSSTox Substance ID: DTXSID90437189
• Nikkaji Number: J60.620K
• Wikidata: Q82252612
• Mol file: 951-85-9.mol

Synonyms:(S)-alpha-Methyldeoxybenzoin;CTK3G8989;951-85-9;DTXSID90437189

Chemical Property of (S)-alpha-Methyldeoxybenzoin

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 210.104465066
• Heavy Atom Count: 16
• Complexity: 222

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (S)-alpha-Methyldeoxybenzoin

There total 37 articles about (S)-alpha-Methyldeoxybenzoin 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%

(E,4R,3'S)-3-(2',3'-diphenylbut-1'-enyl)-4-isopropyloxazolidin-2-one (769167-85-3) → (S)-methyldesoxybenzoin (951-85-9)

Guidance literature:

at 20 ℃; Photolysis;

DOI:10.1016/j.tet.2006.07.105

Reference yield: 96.0%

(S)-2-methanesulfonyloxy-1,1-diphenyl-1-propanol (89037-18-3) → (S)-methyldesoxybenzoin (951-85-9)

Guidance literature:

With triethylaluminum; In hexane; dichloromethane; at -78 ℃; for 0.5h;

DOI:10.1016/S0040-4039(01)99831-4

Reference yield: 90.0%

2-bromo-1-phenyl-1-propanone (2114-00-3) + phenylmagnesium bromide (100-58-3) → (S)-methyldesoxybenzoin (951-85-9)

Guidance literature:

phenylmagnesium bromide; With zinc(II) iodide; In tetrahydrofuran; at 20 ℃; for 0.666667h; Inert atmosphere;

2-bromo-1-phenyl-1-propanone; With [nickel(II)dichloride(dimethoxyethane)]; 2,6-bis((4R,5R)-4-(methoxymethyl)-5-phenyl-4,5-dihydrooxazol-2-yl)pyridine; In tetrahydrofuran; 1,2-dimethoxyethane; at -30 ℃; for 4.05h; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; 1,2-dimethoxyethane; water; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1002/anie.200804888

upstream raw materials:

(2S)-2-phenylpropionyl chloride

diphenyl cadmium

(S)-2-amino-1,1-diphenylpropan-1-ol

(S)-2-methanesulfonyloxy-1,1-diphenyl-1-propanol

Downstream raw materials:

(1S,2S)-1,2-diphenylpropan-1-ol

(1R,2S)-1,2-diphenylpropan-1-ol

styrene

2,3-diphenylbutane