105015-44-9

Basic information

• Product Name: (2S,5S)-Bishydroxymethyl-(3R,4R)-bishydroxypyrrolidine
• Synonyms: (2S,3R,4R,5S)-2,5-Bis(hydroxymethyl)-3,4-dihydroxypyrrolidine;(2S,3R,4R,5S)-2,5-Bis(hydroxymethyl)pyrrolidine-3,4-diol
• CAS NO: 105015-44-9
• Molecular Formula: C₆H₁₃NO₄
• Molecular Weight: 163.17
• Product Categories: Inhibitors;Heterocycles;All Inhibitors;Glycosidase Inhibitors
• Mol File: 105015-44-9.mol
• Article Data: 9

Chemical Properties

• Melting Point: 161-162°C
• Boiling Point: 395.893°C at 760 mmHg
• Flash Point: 221.909°C
• Appearance: /
• Density: 1.408g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.559
• Storage Temp.: -20°C Freezer
• Stability: Store at -20°C
• CAS DataBase Reference: (2S,5S)-Bishydroxymethyl-(3R,4R)-bishydroxypyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,5S)-Bishydroxymethyl-(3R,4R)-bishydroxypyrrolidine(105015-44-9)
• EPA Substance Registry System: (2S,5S)-Bishydroxymethyl-(3R,4R)-bishydroxypyrrolidine(105015-44-9)

Safety Data

• Hazardous Substances Data: 105015-44-9(Hazardous Substances Data)

Usage

Description

(2S,5S)-Bishydroxymethyl-(3R,4R)-bishydroxypyrrolidine is a white crystalline solid with potent and specific glycosidase inhibitory properties, making it a promising candidate for various applications in the pharmaceutical and biotechnology industries.

Uses

Used in Pharmaceutical Industry:
(2S,5S)-Bishydroxymethyl-(3R,4R)-bishydroxypyrrolidine is used as a potent and specific glycosidase inhibitor for its potential as an antiviral agent. Its ability to inhibit glycosidase enzymes can help in the development of new antiviral therapies and treatments.
Used in Biotechnology Industry:
(2S,5S)-Bishydroxymethyl-(3R,4R)-bishydroxypyrrolidine is used as a research tool for studying the role of glycosidase enzymes in various biological processes. Its specificity as an inhibitor can aid in understanding the mechanisms of these enzymes and their potential as targets for therapeutic intervention.

InChI:InChI=1/C6H13NO4/c8-1-3-5(10)6(11)4(2-9)7-3/h3-11H,1-2H2/t3-,4-,5+,6+/m0/s1

Upstream product

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• 111248-47-6 2,3:4,5-di-O-benzylidene-(3R,4R)-dihydroxy-(2S,5S)-bis(hydroxymethyl)pyrrolidine 
• 111275-74-2 1,3:4,6-di-O-benzyliidene-2,5-di-O-trifluoromethylsulphonyl-D-mannitol 
• 111248-46-5 N-amino-1,3:4,6-di-O-benzylidene-2,5-dideoxy-2,5-imino-L-iditol 

Relevant articles and documents

SYNTHESIS OF (2S,5S)-BISHYDROXYMETHYL-(3R,4R)-BISHYDROXYPYRROLIDINE FROM D-MANNITOL

A short, efficient, and practical synthesis of (2S,5S)-bishydroxymethyl-(3R,4R)-bishydroxypyrrolidine from D-mannitol involving five sequential reactions (benzylidenation, trifluoromethanesulphonation, hydrazinolysis, hydrogenolysis, and deacetalisation)

Concise synthesis of iminocyclitols via petasis-type aminocyclization

(Chemical Equation Presented) A two-step method has been developed to synthesize several biologically important iminocyclitols in ca. 44-60percent yields by using Petasis-type condensation. The method is very generaland operationally simple, affording a s

Iminosugars as glycosyltransferase inhibitors: Synthesis of polyhydroxypyrrolidines and their evaluation on chitin synthase activity

Chitin synthase is an enzyme involved in the biosynthesis of chitin, a major structural component of the cell wall of many fungi. Since chitin is absent in vertebrates, chitin synthase has been envisaged as a valuable target in the search for new antifung