(4R)-3-[(2S,3S)-2-Acetyl-3-[3-[bis(phenylmethyl)amino]phenyl]-1-oxopentyl]-4-phenyl-2-oxazolidinone

Base Information

• Chemical Name: (4R)-3-[(2S,3S)-2-Acetyl-3-[3-[bis(phenylmethyl)amino]phenyl]-1-oxopentyl]-4-phenyl-2-oxazolidinone
• CAS No.: 188559-10-6
• Molecular Formula: C36H36N2O4
• Molecular Weight: 560.693
• Mol file: 188559-10-6.mol

Synonyms:2-Oxazolidinone,3-[(2S,3S)-2-acetyl-3-[3-[bis(phenylmethyl)amino]phenyl]-1-oxopentyl]-4-phenyl-,(4R)- (9CI);2-Oxazolidinone,3-[2-acetyl-3-[3-[bis(phenylmethyl)amino]phenyl]-1-oxopentyl]-4-phenyl-,[4R-[3(2S*,3S*),4R*]]-;

Chemical Property of (4R)-3-[(2S,3S)-2-Acetyl-3-[3-[bis(phenylmethyl)amino]phenyl]-1-oxopentyl]-4-phenyl-2-oxazolidinone

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.624
• Boiling Point: 752.933 °C at 760 mmHg
• Flash Point: 409.159 °C
• PSA: 66.92000
• Density: 1.209 g/cm³
• LogP: 7.25020
• Solubility.: Dichloromethane, Ethyl Acetate, Methanol

Purity/Quality:

98%Min ^*data from raw suppliers

(4R)-3-[(2S,3S)-2-Acetyl-3-[3-[bis(phenylmethyl)amino]phenyl]-1-oxopentyl]-4-phenyl-2-oxazolidinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (4R)-3-[(2S,3S)-2-Acetyl-3-[3-[bis(phenylmethyl)amino]phenyl]-1-oxopentyl]-4-phenyl-2-oxazolidinone

There total 6 articles about (4R)-3-[(2S,3S)-2-Acetyl-3-[3-[bis(phenylmethyl)amino]phenyl]-1-oxopentyl]-4-phenyl-2-oxazolidinone 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: 85.0%

acetyl chloride (75-36-5) + (R)-3-[(S)-3-(3-Dibenzylamino-phenyl)-pentanoyl]-4-phenyl-oxazolidin-2-one (174590-40-0) → (S)-2-[(S)-1-(3-Dibenzylamino-phenyl)-propyl]-1-((R)-2-oxo-4-phenyl-oxazolidin-3-yl)-butane-1,3-dione (188559-10-6)

Guidance literature:

(R)-3-[(S)-3-(3-Dibenzylamino-phenyl)-pentanoyl]-4-phenyl-oxazolidin-2-one; With MgBr₂*Et₂O; potassium hexamethylsilazane; In tetrahydrofuran; at -78 ℃; for 0.666667h; Inert atmosphere;

acetyl chloride; In tetrahydrofuran; Inert atmosphere;

Reference yield:

(E)-pent-2-enoyl chloride (33698-85-0) → (S)-2-[(S)-1-(3-Dibenzylamino-phenyl)-propyl]-1-((R)-2-oxo-4-phenyl-oxazolidin-3-yl)-butane-1,3-dione (188559-10-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / n-BuLi / tetrahydrofuran / -78 °C

2: CuBr, DMS / tetrahydrofuran / 1 h / 0 °C

3: 1.) H₃O⁺, 2.) Na₂CO₃ / 2.) H₂O, CH₂Cl₂

With n-butyllithium; 2,3-dimercapto-succinic acid; oxonium; sodium carbonate; copper(I) bromide; In tetrahydrofuran;

DOI:10.1021/ja963434w

Reference yield:

(4R)-phenyl-2-oxazolidinone (90319-52-1,7480-32-2) → (S)-2-[(S)-1-(3-Dibenzylamino-phenyl)-propyl]-1-((R)-2-oxo-4-phenyl-oxazolidin-3-yl)-butane-1,3-dione (188559-10-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / n-BuLi / tetrahydrofuran / -78 °C

2: CuBr, DMS / tetrahydrofuran / 1 h / 0 °C

3: 1.) H₃O⁺, 2.) Na₂CO₃ / 2.) H₂O, CH₂Cl₂

With n-butyllithium; 2,3-dimercapto-succinic acid; oxonium; sodium carbonate; copper(I) bromide; In tetrahydrofuran;

DOI:10.1021/ja963434w

upstream raw materials:

2-methyl-2-methoxy-1,3-dioxolane

(R)-3-[(S)-3-(3-Dibenzylamino-phenyl)-pentanoyl]-4-phenyl-oxazolidin-2-one

(E)-pent-2-enoyl chloride

(4R)-phenyl-2-oxazolidinone

Downstream raw materials:

(R)-3-[(R)-1-(3-Dibenzylamino-phenyl)-propyl]-4-hydroxy-6-phenethyl-6-prop-1-ynyl-5,6-dihydro-pyran-2-one

3-[(R)-1-(3-Dibenzylamino-phenyl)-propyl]-4-hydroxy-6,6-dipropyl-5,6-dihydro-pyran-2-one

(R)-3-[(R)-1-(3-Amino-phenyl)-propyl]-4-hydroxy-6-phenethyl-6-propyl-5,6-dihydro-pyran-2-one

<3α(R)>-3-<1-(3-aminophenyl)propyl>-5,6-dihydro-6,6-dipropyl-4-hydroxy-2H-pyran-2-one

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