(S)-4-(1-methylethyl)-3-<(R)-2-methyl-1-oxo-3-phenylpropyl>-5,5-diphenyloxazolidin-2-one

Base Information

• Chemical Name: (S)-4-(1-methylethyl)-3-<(R)-2-methyl-1-oxo-3-phenylpropyl>-5,5-diphenyloxazolidin-2-one
• CAS No.: 213887-92-4
• Molecular Formula: C₂₈H₂₉NO₃
• Molecular Weight: 427.543
• Mol file: 213887-92-4.mol

Synonyms:(S)-4-(1-methylethyl)-3-<(R)-2-methyl-1-oxo-3-phenylpropyl>-5,5-diphenyloxazolidin-2-one

Chemical Property of (S)-4-(1-methylethyl)-3-<(R)-2-methyl-1-oxo-3-phenylpropyl>-5,5-diphenyloxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-(1-methylethyl)-3-<(R)-2-methyl-1-oxo-3-phenylpropyl>-5,5-diphenyloxazolidin-2-one

There total 11 articles about (S)-4-(1-methylethyl)-3-<(R)-2-methyl-1-oxo-3-phenylpropyl>-5,5-diphenyloxazolidin-2-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:

1,1-diphenyl-L-valinol (78603-95-9) → (S)-4-(1-methylethyl)-3-<(R)-2-methyl-1-oxo-3-phenylpropyl>-5,5-diphenyloxazolidin-2-one (213887-92-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 73 percent / aq. KOH / toluene / 2 h / 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 2 h / -78 °C

2.2: 70 percent / tetrahydrofuran; hexane / 24.5 h / -78 - 20 °C

3.1: LDA / tetrahydrofuran; hexane / 1 h / 0 °C

3.2: tetrahydrofuran; hexane / 24 h / 0 °C

With potassium hydroxide; n-butyllithium; lithium diisopropyl amide; In tetrahydrofuran; hexane; toluene;

DOI:10.1039/b102020j

Reference yield:

benzyl bromide (100-39-0) + (S)-4-(1-methylethyl)-3-(1-oxopropyl)-5,5-diphenyloxazolidin-2-one (213887-84-4) → (S)-4-(1-methylethyl)-3-<(R)-2-methyl-1-oxo-3-phenylpropyl>-5,5-diphenyloxazolidin-2-one (213887-92-4) + (S)-4-(1-methylethyl)-3-<(S)-2-methyl-1-oxo-3-phenylpropyl>-5,5-diphenyloxazolidin-2-one (213887-88-8)

Guidance literature:

With lithium diisopropyl amide; at 0 ℃; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4039(98)01412-9

Reference yield:

(S)-5,5-Diphenyl-4-isopropyl-3-(1'-oxo-3'-phenylpropyl)-1,3-oxazolidin-2-one (213887-81-1) + methyl iodide (74-88-4) → (S)-4-(1-methylethyl)-3-<(R)-2-methyl-1-oxo-3-phenylpropyl>-5,5-diphenyloxazolidin-2-one (213887-92-4) + (S)-4-(1-methylethyl)-3-<(S)-2-methyl-1-oxo-3-phenylpropyl>-5,5-diphenyloxazolidin-2-one (213887-88-8)

Guidance literature:

With sodium hexamethyldisilazane; at -78 ℃; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4039(98)01412-9

upstream raw materials:

benzyl bromide

(S)-4-(1-methylethyl)-3-(1-oxopropyl)-5,5-diphenyloxazolidin-2-one

(S)-5,5-Diphenyl-4-isopropyl-3-(1'-oxo-3'-phenylpropyl)-1,3-oxazolidin-2-one

methyl iodide

Downstream raw materials:

2-methyl-3-phenylpropionic acid

2-methyl-3-phenylpropionic acid

(S)-5,5-Diphenyl-4-isopropyl-1,3-oxazolidin-2-one

methyl (2R)-2-methyl-3-phenylpropanoate