(R)-4-(1-methylethyl)-3-(1-oxo-5-phthalimidohexanoyl)-5,5-diphenyloxazolidin-2-one

Base Information

• Chemical Name: (R)-4-(1-methylethyl)-3-(1-oxo-5-phthalimidohexanoyl)-5,5-diphenyloxazolidin-2-one
• CAS No.: 357271-57-9
• Molecular Formula: C₃₂H₃₂N₂O₅
• Molecular Weight: 524.616
• Mol file: 357271-57-9.mol

Synonyms:(R)-4-(1-methylethyl)-3-(1-oxo-5-phthalimidohexanoyl)-5,5-diphenyloxazolidin-2-one

Chemical Property of (R)-4-(1-methylethyl)-3-(1-oxo-5-phthalimidohexanoyl)-5,5-diphenyloxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-4-(1-methylethyl)-3-(1-oxo-5-phthalimidohexanoyl)-5,5-diphenyloxazolidin-2-one

There total 4 articles about (R)-4-(1-methylethyl)-3-(1-oxo-5-phthalimidohexanoyl)-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: 70.0%

6-phthalimidohexanoyl chloride (31968-60-2) + (R)-4-(1-methylethyl)-5,5-diphenyl-1,3-oxazolidin-2-one (191090-32-1) → (R)-4-(1-methylethyl)-3-(1-oxo-5-phthalimidohexanoyl)-5,5-diphenyloxazolidin-2-one (357271-57-9)

Guidance literature:

(R)-4-(1-methylethyl)-5,5-diphenyl-1,3-oxazolidin-2-one; With n-butyllithium; In tetrahydrofuran; at 0 ℃;

6-phthalimidohexanoyl chloride; In tetrahydrofuran; at 0 - 20 ℃; Further stages.;

DOI:10.1021/jm010816q

Reference yield:

N-ethoxycarbonylphthalimide (22509-74-6) → (R)-4-(1-methylethyl)-3-(1-oxo-5-phthalimidohexanoyl)-5,5-diphenyloxazolidin-2-one (357271-57-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 83 percent / aq. Na₂CO₃ / 0.5 h

2.1: 92 percent / (COCl)2 / CH₂Cl₂; dioxane / 4 h / 20 °C

3.1: BuLi / tetrahydrofuran / 0 °C

3.2: 70 percent / tetrahydrofuran / 0 - 20 °C

With n-butyllithium; oxalyl dichloride; sodium carbonate; In tetrahydrofuran; 1,4-dioxane; dichloromethane;

DOI:10.1021/jm010816q

Reference yield:

6-phthalimidohexanoic acid (4443-26-9) → (R)-4-(1-methylethyl)-3-(1-oxo-5-phthalimidohexanoyl)-5,5-diphenyloxazolidin-2-one (357271-57-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 92 percent / (COCl)2 / CH₂Cl₂; dioxane / 4 h / 20 °C

2.1: BuLi / tetrahydrofuran / 0 °C

2.2: 70 percent / tetrahydrofuran / 0 - 20 °C

With n-butyllithium; oxalyl dichloride; In tetrahydrofuran; 1,4-dioxane; dichloromethane;

DOI:10.1021/jm010816q

upstream raw materials:

6-phthalimidohexanoyl chloride

(R)-4-(1-methylethyl)-5,5-diphenyl-1,3-oxazolidin-2-one

N-ethoxycarbonylphthalimide

6-phthalimidohexanoic acid

Downstream raw materials:

(R)-3-((S)-2-{[(benzyloxycarbonyl)amino]methyl}-1-oxo-3-phthalimidohexanoyl)-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one

(S)-2-{[(benzyloxycarbonyl)amino]methyl}-6-[(N,N-phthalyl)amino]hexanoyl acid