134234-43-8

Basic information

• Product Name: KIFUNENSINE DIACETONIDE
• Synonyms: KIFUNENSINE DIACETONIDE;(3aS,3bR,7aR,11aS,11bR)-Hexahydro-2,2,5,5-tetraMethyl-7H-[1,3]dioxino[4,5-e]-1,3-dioxolo[4,5-c]iMidazo[1,2-a]pyridine-9,10-dione
• CAS NO: 134234-43-8
• Molecular Formula: C14H20N2O6
• Molecular Weight: 312.32
• Product Categories: All Inhibitors;Glycosidase Inhibitors;Heterocycles;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 134234-43-8.mol
• Article Data: 8

Chemical Properties

• Melting Point: >280°C
• Appearance: /
• Density: 1.412g/cm³
• Refractive Index: 1.577
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: KIFUNENSINE DIACETONIDE(CAS DataBase Reference)
• NIST Chemistry Reference: KIFUNENSINE DIACETONIDE(134234-43-8)
• EPA Substance Registry System: KIFUNENSINE DIACETONIDE(134234-43-8)

Safety Data

• Hazardous Substances Data: 134234-43-8(Hazardous Substances Data)

Usage

Chemical Properties

White Foam

Uses

Precursor to Kifunensine.

InChI:InChI=1/C14H20N2O6/c1-13(2)19-5-6-7(20-13)8-9(22-14(3,4)21-8)10-15-11(17)12(18)16(6)10/h6-10H,5H2,1-4H3,(H,15,17)/t6-,7-,8+,9+,10+/m1/s1

Upstream product

• 109944-15-2 kifunensine 
• 77-76-9 2,2-dimethoxy-propane 
• 4710-95-6 D-mannosamine hydrochloride 
• 128741-74-2 6-O-tert-Butyldiphenylsilyl-2-deoxy-1,3:4,5-di-O-isopropylidene-2-oxamoylamino-D-mannitol 
• 136492-89-2 6-O-tert-Butyldiphenylsilyl-2-deoxy-2-oxamoylamino-D-mannose 
• 128741-73-1 6-O-tert-Butyldiphenylsilyl-2-deoxy-2-oxamoylamino-D-mannitol 
• 128741-75-3 (2R,3R,4R,5R)-2,3:4,6-di(isopropylidenedioxy)-5-oxamoylaminohexanol 
• 128741-70-8 5-Deoxy-2,3:4,6-di-O-isopropylidene-5-oxamoylamino-D-mannose 
• 94840-08-1 2,3-O-isopropylidene-L-gulono-γ-lactone 
• 7306-64-1 2,3:5,6-di-O-isopropylidene-L-gulonolactone 
• 1128-23-0 L-gulono-1,4-lactone 
• 118464-48-5 Trifluoro-methanesulfonic acid (S)-2-(tert-butyl-dimethyl-silanyloxy)-1-((3aS,4S,6aS)-2,2-dimethyl-6-oxo-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-ethyl ester 
• 90-76-6 D-mannosamine 
• 1054645-70-3 N-[(4R,5R)-4-((4S,5R)-5-Hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-[1,3]dioxan-5-yl]-oxalamic acid methyl ester 

Downstream Products

• 109944-15-2 8a-epi-kifunensine 
• 109944-15-2 kifunensine 

Relevant articles and documents

Structure of kifunensine, a new immunomodulator isolated from an actinomycete

-

Synthesis method of mannosidase inhibitor Kifunensine

The invention provides a synthesis method of mannosidase inhibitor Kifunensine. L-gulonic acid-gamma-lactone, which is cheap and easily available, is taken as an initial raw material to efficiently obtain the Kifunensine through multi-step chemical conversion, the overall yield of the reaction is high, reagents used in the process are cheap and easily available, and multiple steps in the synthesis process can be fed by a one-pot method, so that the operation is simple and convenient, and the method has a better industrial prospect.

Process for preparing kifunensine intermediate and kifunensine therefrom

A novel method for the preparation of a compound of formula (I) from an N-protected-D-mannosamine. A compound of formula (I) is a useful intermediate for the preparation of kiftnensine, a potent and selective mannosidase inhibitor. The method includes pro

Synthesis of kifunensine, an immunomodulating substance isolated from a microbial source

Kifunensine (1), a novel immunomodulator isolated from an actinomycete, was enantiospecifically synthesized from D-mannosamine via a double cyclization of the oxamide-aldehyde precursor with ammonia as a key step. The absolute stereochemistry of natural kifunensine was confirmed to be the D form.