77877-19-1

Basic information

• Product Name: (S)-(+)-4-Isopropyl-3-propionyl-2-oxazolidinone
• Synonyms: (S)-3-Propionyl-4-isopropyl-2-oxazolidinone,99%e.e.;(S)-(+)-4-ISOPROPYL-3-PROPIONYL-2-OXAZOLIDINONE;(S)-4-ISOPROPYL-3-PROPIONYL-2-OXAZOLIDINONE;(S)-3-PROPIONYL-4-ISOPROPYL-2-OXAZOLIDINONE;N-PROPIONYL-(4S)-ISOPROPYL- 2-OXAZOLIDINONE;(S)-(+)-4-isopropyl-3-propimyl-2-oxazolidimone;(S)-(+)-4-ISOPRPYL-3-PROPIONYL-2-OXAZOLIDINONE;(S)-(+)-4-Isoprpyl-3-Propion
• CAS NO: 77877-19-1
• Molecular Formula: C₉H₁₅NO₃
• Molecular Weight: 185.22
• Product Categories: Oxazolidinone;chiral;Asymmetric Synthesis;Chiral Building Blocks;Glycidyl Compounds, etc. (Chiral);Synthetic Organic Chemistry;Peptide
• Mol File: 77877-19-1.mol
• Article Data: 28

Chemical Properties

• Boiling Point: 102-106 °C0.75 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.094 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00162mmHg at 25°C
• Refractive Index: n20/D 1.465
• Storage Temp.: 2-8°C
• BRN: 3542849
• CAS DataBase Reference: (S)-(+)-4-Isopropyl-3-propionyl-2-oxazolidinone(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-4-Isopropyl-3-propionyl-2-oxazolidinone(77877-19-1)
• EPA Substance Registry System: (S)-(+)-4-Isopropyl-3-propionyl-2-oxazolidinone(77877-19-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-24/25-36-26
• WGK Germany: 3
• F: 3-10
• Hazardous Substances Data: 77877-19-1(Hazardous Substances Data)

Usage

Description

(S)-(+)-4-Isopropyl-3-propionyl-2-oxazolidinone is a colorless to light yellow liquid compound with a unique chemical structure. It is an oxazolidinone derivative known for its potential applications in various industries, particularly in the pharmaceutical sector.

Uses

Used in Pharmaceutical Industry:
(S)-(+)-4-Isopropyl-3-propionyl-2-oxazolidinone is used as a reactant in the preparation of oxazolidinone derivatives, which serve as IL-6 signaling blockers. These blockers play a crucial role in modulating the immune response and have potential applications in the treatment of various inflammatory and autoimmune diseases.
Additionally, due to its unique chemical properties, (S)-(+)-4-Isopropyl-3-propionyl-2-oxazolidinone may also find applications in other industries, such as:
Used in Chemical Synthesis:
As a versatile building block, (S)-(+)-4-Isopropyl-3-propionyl-2-oxazolidinone can be used in the synthesis of various complex organic molecules, contributing to the development of new pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Research and Development:
(S)-(+)-4-Isopropyl-3-propionyl-2-oxazolidinone's unique structure and properties make it a valuable tool for researchers in the field of organic chemistry and drug discovery. It can be employed in the design and synthesis of novel bioactive molecules, as well as in the study of various chemical reactions and mechanisms.

InChI:InChI=1/C9H15NO3/c1-4-8(11)10-7(6(2)3)5-13-9(10)12/h6-7H,4-5H2,1-3H3/t7-/m1/s1

Upstream product

• 123-62-6 propionic acid anhydride 
• 95530-58-8 (R)-4-isopropyloxazolidin-2-one 
• 17016-83-0 (4S)-4-isopropyl-1,3-oxazolidin-2-one 
• 79-03-8 propionyl chloride 
• 80697-99-0 (S)-3-((R)-3-Benzyloxy-2-methyl-propionyl)-4-isopropyl-oxazolidin-2-one 
• 72-18-4 L-valine 
• 2026-48-4 (S)-valinol 
• 6216-65-5 N-benzyloxycarbonyl-L-valinol 
• 802294-64-0 propionic acid 
• 4122-52-5 1-(1H-imidazol-1-yl)propan-1-one 

Downstream Products

• 179815-42-0 (S)-3-{(E)-(S)-6-[(2R,4S,6R,8R,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8-isopropyl-9-methyl-1,7-dioxa-spiro[5.5]undec-2-yl]-2,4-dimethyl-hex-4-enoyl}-4-isopropyl-oxazolidin-2-one 
• 77877-25-9 (4S)-3-((2S,3S)-3-hydroxy-2-methyl-1-oxo-3-phenylpropyl)-4-(1-methylethyl)-2-oxazolidinone 
• 77877-25-9 3-(3-Hydroxy-2-methyl-3-phenylpropionyl)-4-(S)-isopropyl-2-oxazolidone 
• 1239600-18-0 (R)-3-((2R,3R)-3-hydroxy-2-methyl-4-methylenenonanoyl)-4-isopropyloxazolidin-2-one 
• 1239600-18-0 (S)-3-[(2S,3S)-3-hydroxy-2-methyl-4-methylideneonanoyl]-4-isopropyl-2-oxazolidinone 
• 1419778-06-5 C₂₈H₃₁NO₇ 
• 1350547-30-6 C₁₈H₂₃NO₅ 
• 1255764-01-2 C₂₅H₃₇NO₆ 
• 1259283-25-4 benzyl (2R,3R,4R)-3-hydroxy-5-[(R)-4-isopropyl-2-oxooxazolidin-3-yl]-4-methyl-5-oxo-1-phenylpentan-2-ylcarbamate 
• 1173283-51-6 tert-butyl (2S,3S,4S)-3-hydroxy-5-[(S)-4-isopropyl-2-oxooxazolidin-3-yl]-4-methyl-5-oxo-1-phenylpentan-2-ylcarbamate 
• 1259283-05-0 benzyl (2S,3S,4S)-3-hydroxy-5-[(S)-4-isopropyl-2-oxooxazolidin-3-yl]-4-methyl-5-oxo-1-phenylpentan-2-ylcarbamate 
• 1227632-99-6 (4R)-3-((2R,3S,6R)-7-[1-(tert-butyl)-1,1-diphenylsilyl]oxy-3-hydroxy-2,6-dimethylheptanoyl)-4-isopropyl-1,3-oxazolan-2-one 

Relevant articles and documents

Thermal proteome profiling efficiently identifies ribosome destabilizing oxazolidinones

Identifying the targets of bioactive small molecules is a challenging endeavor for which no general solution currently exists. Classical affinity purification experiments suffer from the need to functionalise a bioactive compound and link it to a solid support, which may interfere with target binding. A modern mass spectrometry-based proteomics technique that has partially circumvented this problem is thermal proteome profiling (TPP), which determines the effect of an unmodified small molecule on the thermal stability of the whole proteome simultaneously. Here, we use TPP to identify the mode-of-action of a newly-discovered autophagy inhibitor based on oxazolidinones often employed as chiral auxiliaries. Surprisingly, a significant portion of all ribosomal proteins were found to be destabilized by the inhibitor, highlighting the utility of this technology for determining a challenging mode-of-action.

CONJUGATION LINKERS CONTAINING 2,3-DIAMINOSUCCINYL GROUP

Provided is a conjugate of a cytotoxic drug/molecule to a cell-binding molecule with a bis-linker (adual-linker) containing a 2, 3-diaminosuccinyl group. It also relates to preparation of the conjugate of a cytotoxic drug/molecule to a cell-binding molecule with the bis-linker, particularly when the drug having functional groups of amino, hydroxyl, diamino, amino-hydroxyl, dihydroxyl, carboxyl, hydrazine, aldehyde and thiol for conjugation with the bis-linker in a specific manner, as well as the therapeutic use of the conjugates.

Synthesis of a diastereomer of the marine macrolide lytophilippine A

The synthesis of a diastereomer of lytophilippine A required 22 longest linear steps using known building blocks. Cross-metathesis/asymmetric aldol addition and regioselective esterification/ring-closing metathesis served as efficient combi tools for scaffold construction. Detailed NMR investigations in different solvent (systems) provide evidence for a deep-seated configurational misassignment of the molecule named lytophilippine A.