(S)-(+)-4-Isopropyl-3-propionyl-2-oxazolidinone

Base Information

• Chemical Name: (S)-(+)-4-Isopropyl-3-propionyl-2-oxazolidinone
• CAS No.: 77877-19-1
• Molecular Formula: C9H15 N O3
• Molecular Weight: 185.223
• Hs Code.: 29349990
• DSSTox Substance ID: DTXSID20357402
• Nikkaji Number: J274.159H
• Wikidata: Q72486228
• Mol file: 77877-19-1.mol

Synonyms:77877-19-1;(S)-(+)-4-Isopropyl-3-propionyl-2-oxazolidinone;(S)-4-isopropyl-3-propionyloxazolidin-2-one;(S)-4-Isopropyl-3-propionyl-2-oxazolidinone;(4S)-3-propanoyl-4-propan-2-yl-1,3-oxazolidin-2-one;(S)-(+)-4-Isopropyl-3-propionyl;2-Oxazolidinone, 4-(1-methylethyl)-3-(1-oxopropyl)-, (4S)-;N-propionyl-(4S)-isopropyl- 2-oxazolidinone;SCHEMBL3627925;DTXSID20357402;HOWPHXVPNNPSAZ-SSDOTTSWSA-N;MFCD00043401;TD8073;AKOS015838433;AS-54710;BP-12793;(S)-4-isopropyl-3-propanyl-2-oxazolidinone;A9833;I0573;(4S)-(1-methylethyl)-3-(1-oxopropyl)-2-oxazolidinone;(4S)-3-(1-Oxopropyl)-4-(1-Methylethyl)-2-oxazolidinone;(S)-(+)-4-Isopropyl-3-propionyl-2-oxazolidinone, 98%

Chemical Property of (S)-(+)-4-Isopropyl-3-propionyl-2-oxazolidinone

Chemical Property:

• Appearance/Colour: Colorless to light yellow liqui
• Vapor Pressure: 0.00162mmHg at 25°C
• Refractive Index: n20/D 1.465
• Boiling Point: 102-106 ºC (0.75 mmHg)
• Flash Point: >110 ºC
• PSA: 46.61000
• Density: 1.094
• LogP: 1.33770
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 185.10519334
• Heavy Atom Count: 13
• Complexity: 225

Purity/Quality:

99% ^*data from raw suppliers

(S)-(+)-4-Isopropyl-3-propionyl-2-oxazolidinone ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=O)N1C(COC1=O)C(C)C
• Isomeric SMILES: CCC(=O)N1[C@H](COC1=O)C(C)C
• Uses: (S)-(+)-4-Isopropyl-3-propionyl-2-oxazolidinone is used as a reactant in the preparation of oxazolidinone derivatives as IL-6 signaling blockers.

Technology Process of (S)-(+)-4-Isopropyl-3-propionyl-2-oxazolidinone

There total 14 articles about (S)-(+)-4-Isopropyl-3-propionyl-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: 99.0%

(4S)-4-isopropyl-1,3-oxazolidin-2-one (17016-83-0) + propionic acid anhydride (123-62-6) → N-isopropyl oxazolidinone (77877-19-1,165657-81-8)

Guidance literature:

(4S)-4-isopropyl-1,3-oxazolidin-2-one; With triethylamine; lithium chloride; In tetrahydrofuran; at 0 ℃; for 0.5h;

propionic acid anhydride; In tetrahydrofuran; at 0 - 20 ℃; for 1.5 - 2h;

Reference yield: 97.3%

(4S)-4-isopropyl-1,3-oxazolidin-2-one (17016-83-0) + propionic acid (802294-64-0,79-09-4) → N-isopropyl oxazolidinone (77877-19-1,165657-81-8)

Guidance literature:

With 2-chloro-1-methylpyridinium p-toluenesulfonate; triethylamine; In dichloromethane; at 20 ℃; for 5h;

Reference yield: 95.0%

propionyl chloride (79-03-8) + (4S)-4-isopropyl-1,3-oxazolidin-2-one (17016-83-0) → N-isopropyl oxazolidinone (77877-19-1,165657-81-8)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; 1.) -78 deg C, 15 min, 2.) -78 deg C, 30 min;

DOI:10.1055/s-1998-5935

upstream raw materials:

propionyl chloride

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

N-benzyloxycarbonyl-L-valinol

(S)-valinol

Downstream raw materials:

(+)-3-(5-Phenyl-2(R)-methyl-1-oxo-4(E)-pentenyl)-4(S)-isopropyl-1,3-oxazolidin-2-one

(S)-3-((R)-3-Benzyloxy-2-methyl-propionyl)-4-isopropyl-oxazolidin-2-one

<3(2R,3S,5R,6S,7R),4R>-3-(7-benzoyloxy-5-benzyloxy-6-methoxy-3-(4-methoxybenzyl)oxy-2,8-dimethyl-1-oxononyl)-4-isopropyl-2-oxazolidinone

C₁₇H₃₂BNO₃

Refernces

• 1、 -. "A CONJUGATE OF A TUBULYSIN ANALOG WITH BRANCHED LINKERS". Paragraph 000303; 000304. . Retrieved 2021/03/02.
• 2、 -. "A CONJUGATE OF A TUBULYSIN ANALOG WITH BRANCHED LINKERS". Page/Page column 10; 169. . Retrieved 2019/07/17.