Description

(1S)-1α-(β-D-Glucopyranosyloxy)-5β-Hydroxy-7-(Acetoxymethyl)-1,4Aα,5,7Aα-Tetrahydrocyclopenta[C]Pyran-4-Carboxylic Acid Methyl Ester is a high-purity, complex organic ester with a glucopyranosyl moiety, representing a sophisticated intermediate in advanced chemical synthesis. This compound matters for its role as a critical building block in the development of novel pharmaceutical agents and bioactive molecules, where precise stereochemistry and functional group integrity are paramount. It is primarily needed by research institutions and pharmaceutical companies engaged in the synthesis of complex natural product derivatives, glycosylated compounds, and targeted therapeutic candidates.

Application

• Pharmaceutical Intermediate: A key chiral synthon for the research and development of new active pharmaceutical ingredients (APIs), particularly in oncology and metabolic disease research.
• Glycochemistry Research: Serves as a valuable substrate for studying glycosylation reactions, enzyme inhibition, and carbohydrate-protein interactions.
• Natural Product Synthesis: Used in the semi-synthesis or total synthesis of complex natural products containing cyclopentapyran and sugar motifs.
• Biochemical Probe Development: Acts as a precursor for labeled compounds or probes used in mechanistic biological studies and assay development.
• Fine Chemical Manufacturing: Employed in the production of high-value specialty chemicals for advanced material science and agrochemical research.

Basic Information

Item	Detail
Product Name	(1S)-1α-(β-D-Glucopyranosyloxy)-5β-Hydroxy-7-(Acetoxymethyl)-1,4Aα,5,7Aα-Tetrahydrocyclopenta[C]Pyran-4-Carboxylic Acid Methyl Ester
CAS No.	14260-99-2
Molecular Formula	C₁₉H₂₆O₁₁
Molecular Weight	430.40 g/mol
Synonyms	Methyl (1S,4R,4aR,5R,7aS)-5-hydroxy-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,7,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate; 7-(Acetoxymethyl)-1,4a,5,7a-tetrahydro-5-hydroxy-1-C-glucopyranosylcyclopenta[c]pyran-4-carboxylic acid methyl ester; Glucopyranosyl cyclopentapyran ester derivative; Contact for additional synonyms.
EINECS	Contact for details

Quality Control

Our (1S)-1α-(β-D-Glucopyranosyloxy)-5β-Hydroxy-7-(Acetoxymethyl)-1,4Aα,5,7Aα-Tetrahydrocyclopenta[C]Pyran-4-Carboxylic Acid Methyl Ester is produced under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC for purity and identity confirmation, to ensure it meets the exacting standards required for research and development applications. A comprehensive Certificate of Analysis (COA) detailing purity, chiral purity, and impurity profiles is provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This compound is hygroscopic (moisture-sensitive) and light-sensitive; therefore, containers must be kept tightly sealed in a dry environment and away from direct light exposure to maintain stability and purity.

Specification

Item	Specification
Appearance	White to off-white powder
Identification (IR)	Conforms to structure
Identification (HPLC)	Retention time matches reference standard
Purity (HPLC)	≥ 97.0%
Chiral Purity	≥ 98.0% ee
Water Content (KF)	≤ 1.0%
Residue on Ignition	≤ 0.1%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.