128095-50-1

Basic information

• Product Name: 4-Methylumbelliferyl 2,3,4-Tri-O-acetyl-α-L-idopyranosiduronic Acid, Methyl Ester
• Synonyms: 4-Methyl-2-oxo-2H-1-benzopyran-7-yl α-L-Idopyranosiduronic Acid Methyl Ester, Triacetate;4-Methylumbelliferyl 2,3,4-Tri-O-acetyl-alpha-L-idopyranosiduronic Acid, Methyl Ester;4-Methylumbelliferyl 2,3,4-Tri-O-acetyl-α-L-idopyranosiduronic Acid, Methyl Ester
• CAS NO: 128095-50-1
• Molecular Formula: C₂₃H₂₄O₁₂
• Molecular Weight: 492.42946
• Product Categories: 13C & 2H Sugars;Carbohydrates & Derivatives
• Mol File: 128095-50-1.mol

Chemical Properties

• Melting Point: 112-113 °C
• Boiling Point: 589.6±50.0 °C(Predicted)
• Appearance: /
• Density: 1.39±0.1 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 4-Methylumbelliferyl 2,3,4-Tri-O-acetyl-α-L-idopyranosiduronic Acid, Methyl Ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methylumbelliferyl 2,3,4-Tri-O-acetyl-α-L-idopyranosiduronic Acid, Methyl Ester(128095-50-1)
• EPA Substance Registry System: 4-Methylumbelliferyl 2,3,4-Tri-O-acetyl-α-L-idopyranosiduronic Acid, Methyl Ester(128095-50-1)

Safety Data

• Hazardous Substances Data: 128095-50-1(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
4-Methylumbelliferyl 2,3,4-Tri-O-acetyl-α-L-idopyranosiduronic Acid, Methyl Ester is used as a synthetic intermediate for the creation of various complex organic molecules. Its unique structure allows it to serve as a building block in the synthesis of a wide range of compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-Methylumbelliferyl 2,3,4-Tri-O-acetyl-α-L-idopyranosiduronic Acid, Methyl Ester is used as a key component in the development of novel drug candidates. Its specific chemical properties make it a valuable asset in the design and synthesis of new medications, potentially leading to the discovery of innovative treatments for various diseases and conditions.
Used in Research and Development:
4-Methylumbelliferyl 2,3,4-Tri-O-acetyl-α-L-idopyranosiduronic Acid, Methyl Ester is also utilized in research and development settings, where it can be employed to study the properties and reactivity of similar chemical structures. Its use in this context can contribute to the advancement of scientific knowledge and the development of new technologies in the field of chemistry.
Used in Quality Control and Analytical Chemistry:
4-Methylumbelliferyl 2,3,4-Tri-O-acetyl-α-L-idopyranosiduronic Acid, Methyl Ester can be used as a reference material or standard in quality control processes and analytical chemistry. Its well-defined chemical structure and properties make it suitable for validating the performance of analytical instruments and methods, ensuring the accuracy and reliability of chemical measurements.

Upstream product

• 90-33-5 7-hydroxy-4-methyl-chromen-2-one 
• 3082-95-9 methyl 1,2,3,4-tetra-O-acetyl-L-idopyranuronate 
• 101014-65-7 methyl (4′-methylumbelliferyl 2,3,4-tri-O-acetyl-β-D-glucopyranosid)urinate 
• 21085-72-3 1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester 
• 7355-18-2 (2S,3S,4S,5R,6S)-3,4,5,6-Tetraacetoxy-tetrahydro-pyran-2-carboxylic acid methyl ester 

Downstream Products

• 128095-52-3 4-methylcoumarin-7-yl-α-L-iduronic acid methyl ester 
• 66966-09-4 4-methylcoumarin-7-yl α-L-idopyranosiduronic acid 

Relevant articles and documents

Practical Synthesis of the Fluorogenic Enzyme Substrate 4-Methylumbelliferyl α- L -Idopyranosiduronic Acid

A practical and concise synthesis of 4-methylumbelliferyl α- l -idopyranosiduronic acid, a fluorogenic enzyme substrate diagnostic for α- l -iduronidase, was accomplished. It features successive radical bromination and radical reduction of easily accessible methyl 4-methyl umbelliferyl-2,3,4-tri- O -acetyl-β- d -glucouronate in four steps with 28percent overall yield.

Synthetic method of fluorescent glycosidase substrate for determination of alpha-L-iduronidase

The invention relates to a synthesis method of a fluorescent glycosidase substrate for determination of alpha-L-iduronidase. According to the method, coumarin-beta-D-glucuronide is used as a raw material; the preparation method comprises the following steps: adding N-bromosuccinimide and a chlorinated organic solvent under an illumination condition by using a Wohl-Ziegler free radical reaction, and carrying out reflux stirring; then, spin-drying the organic solvent under reduced pressure; dissolving and extracting by using an organic solvent, collecting an organic phase, spin-drying the solvent, carrying out silica gel column chromatography separation to obtain a brominated compound, carrying out free radical reduction in the organic solvent, spin-drying the solvent, carrying out silica gel column chromatography separation to obtain coumarin-alpha-L-iduronide, and finally removing a protecting group to obtain coumarin-alpha-L-iduronide. The coumarin-alpha-L-iduronide is synthesized bya method of free radical substitution and reduction of coumarin-beta-D-glucuronide for the first time, and the reaction has the characteristics of simplicity and convenience in operation, simple and easily available raw materials, easiness in product separation, high reaction yield and the like.

Synthesis of a fluorogenic substrate for α-L-iduronidase

An alternative reaction pathway towards the preparation of an L-idopyranose derivative and its application to the synthesis of the α-L-iduronidase fluorogenic substrate 4-methylcoumarin-7-yl- α-L-iduronic acid as well as its 3-undecyl derivative are descr