5860-63-9

Basic information

• Product Name: 4-(1-methylpropyl)oxazolidine-2,5-dione
• Synonyms: 4-(1-methylpropyl)oxazolidine-2,5-dione
• CAS NO: 5860-63-9
• Molecular Formula: C₇H₁₁NO₃
• Molecular Weight: 157.16714
• EINECS: 227-507-1
• Mol File: 5860-63-9.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• Density: 1.143g/cm³
• Refractive Index: 1.458
• CAS DataBase Reference: 4-(1-methylpropyl)oxazolidine-2,5-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(1-methylpropyl)oxazolidine-2,5-dione(5860-63-9)
• EPA Substance Registry System: 4-(1-methylpropyl)oxazolidine-2,5-dione(5860-63-9)

Safety Data

• Hazardous Substances Data: 5860-63-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H11NO3/c1-3-4(2)5-6(9)11-7(10)8-5/h4-5H,3H2,1-2H3,(H,8,10)

Upstream product

• 75-44-5 phosgene 
• 73-32-5 DL-isoleucine 
• 3160-59-6 N-Cbz-L-Isoleucine 
• 73-32-5 L-isoleucine 
• 319-78-8 isoleucine 
• 59483-84-0 bis(pentafluorophenyl)carbonate 
• 7497-12-3 bis(2,4-dinitrophenyl) carbonate 
• 5070-13-3 bis-(p-nitrophenyl) carbonate 
• 13139-16-7 N-(tert-butyloxycarbonyl)-L-isoleucine 
• 74761-39-0 (2S,3S)-2-((methoxycarbonyl)amino)-3-methylpentanoic acid 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 503-38-8 trichloromethyl chloroformate 
• 67-66-3 chloroform 
• 7483-92-3 TMS-DL-Ile-OTMS 

Downstream Products

• 54745-13-0 (S)-4-(S)-sec-butyl-3-(2-nitro-phenylsulfanyl)-oxazolidine-2,5-dione 
• 462-60-2 N-carbamoylglycine 
• 41017-96-3 L-isoleucyl-L-valine 
• 129288-41-1 (S)-4-((S)-sec-Butyl)-2,5-dioxo-oxazolidine-3-carboxylic acid 9H-fluoren-9-ylmethyl ester 
• 868-28-0 isoleucyl‐glycine 
• 73-32-5 L-isoleucine 
• 54745-25-4 NPS-Ile-Glyc 

Relevant articles and documents

METHOD FOR PRODUCING AMINO ACID-N-CARBOXYLIC ACID ANHYDRIDE

PROBLEM TO BE SOLVED: To provide: a method for safely and efficiently producing amino acid-N-carboxylic acid anhydride; and a method for producing peptide by using the obtained amino acid-N-carboxylic acid anhydride. SOLUTION: The method for producing an amino acid-N-carboxylic acid anhydride according to the present invention is characterized in that the amino acid-N-carboxylic acid anhydride is represented by the following formula (II), and a step of irradiating a composition containing a halogenated methane and an amino acid compound represented by the following formula (I) with high energy light in the presence of oxygen is included. [In the formula, R1 represents an amino acid side chain group in which the reactive group is protected, and R2 represents H or the like.]. SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT

Rapid and Mild Synthesis of Amino Acid N-Carboxy Anhydrides: Basic-to-Acidic Flash Switching in a Microflow Reactor

Polymerization of N-carboxy anhydrides (NCAs) is the primary process used to prepare polypeptides. The synthesis of various pure NCAs is key to the efficient synthesis of polypeptides. The only practical method that can be used to synthesize NCAs requires harsh acidic conditions that make acid-labile substrates unusable and results in an undesired ring opening of NCAs. Basic-to-acidic flash switching and subsequent flash dilution technology in a microflow reactor was used to demonstrate the synthesis of NCAs. It is both rapid (0.1 s) and mild (20 °C) and includes substrates containing acid-labile functional groups. The basic-to-acidic flash switching enabled both an acceleration of the desired NCA formation and avoided the undesired ring opening of NCAs. The flash dilution precluded the undesired decomposition of acid-labile functional groups. The developed process allowed the synthesis of various NCAs which cannot be readily synthesized using conventional batch methods.

Multi-responsive polypeptide hydrogels derived from: N -carboxyanhydride terpolymerizations for delivery of nonsteroidal anti-inflammatory drugs

A polypeptide-based hydrogel system, when prepared from a diblock polymer with a ternary copolypeptide as one block, exhibited thermo-, mechano- and enzyme-responsive properties, which enabled the encapsulation of naproxen (Npx) during the sol-gel transition and its release in the gel state. Statistical terpolymerizations of l-alanine (Ala), glycine (Gly) and l-isoleucine (Ile) NCAs at a 1:1:1 feed ratio initiated by monomethoxy monoamino-terminated poly(ethylene glycol) afforded a series of methoxy poly(ethylene glycol)-block-poly(l-alanine-co-glycine-co-l-isoleucine) (mPEG-b-P(A-G-I)) block polymers. β-Sheets were the dominant secondary structures within the polypeptide segments, which facilitated a heat-induced sol-to-gel transition, resulting from the supramolecular assembly of β-sheets into nanofibrils. Deconstruction of the three-dimensional networks by mechanical force (sonication) triggered the reverse gel-to-sol transition. Certain enzymes could accelerate the breakdown of the hydrogel, as determined by in vitro gel weight loss profiles. The hydrogels were able to encapsulate and release Npx over 6 days, demonstrating the potential application of these polypeptide hydrogels as an injectable local delivery system for small molecule drugs.