N-ACETYL-(4R)-ISOPROPYL 2-OXAZOLIDINONE

Base Information

• Chemical Name: N-ACETYL-(4R)-ISOPROPYL 2-OXAZOLIDINONE
• CAS No.: 77887-48-0
• Molecular Formula: C29H28 N2 O5 S
• Molecular Weight: 171.196
• Hs Code.: 2934999090
• Mol file: 77887-48-0.mol

Synonyms:N-ACETYL-(4S)-ISOPROPYL 2-OXAZOLIDINONE;N-ACETYL-(4R)-ISOPROPYL 2-OXAZOLIDINONE;(N-Acetyl)-(R)-4-isopropyl-2-oxazolidinone;(N-Acetyl)-(S)-4-isopropyl-2-oxazolidinone

Chemical Property of N-ACETYL-(4R)-ISOPROPYL 2-OXAZOLIDINONE

Chemical Property:

• Boiling Point: 285.4±9.0 °C(Predicted)
• PKA: -2.33±0.40(Predicted)
• PSA: 46.61000
• Density: 1.136±0.06 g/cm3(Predicted)
• LogP: 0.94760

Purity/Quality:

98% ^*data from raw suppliers

N-ACETYL-(4S)-ISOPROPYL 2-OXAZOLIDINONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-ACETYL-(4R)-ISOPROPYL 2-OXAZOLIDINONE

There total 5 articles about N-ACETYL-(4R)-ISOPROPYL 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: 95.0%

(4S)-4-isopropyl-1,3-oxazolidin-2-one (17016-83-0) + acetyl chloride (75-36-5) → (S)-3-(1-oxoethyl)-4-(1-methylethyl)-2-oxazolidinone (77887-48-0,385374-32-3,289706-65-6)

Guidance literature:

With n-butyllithium;

DOI:10.1016/S0040-4039(99)00657-7

Reference yield: 93.0%

acetic anhydride (108-24-7) + (4S)-4-isopropyl-1,3-oxazolidin-2-one (17016-83-0) → (S)-3-(1-oxoethyl)-4-(1-methylethyl)-2-oxazolidinone (77887-48-0,385374-32-3,289706-65-6)

Guidance literature:

(4S)-4-isopropyl-1,3-oxazolidin-2-one; With tetraethylammonium perchlorate; In acetonitrile; at 20 ℃; Electrochemical reaction;

acetic anhydride; With tetraethylammonium perchlorate; In acetonitrile; at 20 ℃; for 3h; Further stages.;

DOI:10.1021/jo016323a

Reference yield: 79.0%

(R)-4-isopropyloxazolidin-2-one (95530-58-8) + acetyl chloride (75-36-5) → (4R)-3-acetyl-4-isopropyl-2-oxazolidinone (77887-48-0,385374-32-3,289706-65-6)

Guidance literature:

(R)-4-isopropyloxazolidin-2-one; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.666667h; Inert atmosphere; Cooling with acetone-dry ice;

acetyl chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1039/c4ob02601b

upstream raw materials:

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

acetyl chloride

acetic anhydride

(S)-valinol

Downstream raw materials:

(3'S,4S)-3-(3'-hydroxy-3'-phenylpropionyl)-4-(1-methylethyl)-2-oxazolidinone

(3'R,4S)-3-(3'-hydroxy-3'-phenylpropionyl)-4-(1-methylethyl)-2-oxazolidinone

Refernces

• 1、 Newby, James A.,Blaylock, D. Wayne,Witt, Paul M.,Pastre, Julio C.,Zacharova, Marija K.,Ley, Steven V.,Browne, Duncan L.. "Design and application of a low-temperature continuous flow chemistry platform". . p. 1211 - 1220. Retrieved 2014/12/10.
• 2、 Feroci, Marta,Inesi, Achille,Palombi, Laura,Sotgiu, Giovanni. "Electrogenerated base-induced N-acylation of chiral oxazolidin-2-ones. 2". . p. 1719 - 1721. Retrieved 2007/10/03.