869476-25-5

Basic information

• Product Name: Methyl 2,3-di-O-benzyl-5-deoxy-5-iodo-D-xylofuranoside
• Synonyms: Methyl 5-deoxy-5-iodo-2,3-bis-O-(phenylmethyl)-D-xylofuranoside;(2S,3R,4R)-3,4-Bis(benzyloxy)-2-(iodomethyl)-5-methoxytetrahydrofuran
• CAS NO: 869476-25-5
• Molecular Formula: C₂₀H₂₃IO₄
• Molecular Weight: 454.29869
• Mol File: 869476-25-5.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Methyl 2,3-di-O-benzyl-5-deoxy-5-iodo-D-xylofuranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2,3-di-O-benzyl-5-deoxy-5-iodo-D-xylofuranoside(869476-25-5)
• EPA Substance Registry System: Methyl 2,3-di-O-benzyl-5-deoxy-5-iodo-D-xylofuranoside(869476-25-5)

Safety Data

• Hazardous Substances Data: 869476-25-5(Hazardous Substances Data)

Usage

Description

Methyl 2,3-di-O-benzyl-5-deoxy-5-iodo-D-xylofuranoside is a chemical compound with the molecular formula C19H21IO4. It is an organic compound commonly used in organic synthesis and medicinal chemistry. It is a sugar derivative, specifically a xylofuranoside, which contains a 5-iodo group and two benzyl groups attached to the 2 and 3 positions of the sugar molecule. Methyl 2,3-di-O-benzyl-5-deoxy-5-iodo-D-xylofuranoside has potential applications in the development of pharmaceutical drugs and in the study of carbohydrate chemistry. It is important for its role in the synthesis of various biologically active compounds and may have antimicrobial or anticancer properties.
Used in Pharmaceutical Industry:
Methyl 2,3-di-O-benzyl-5-deoxy-5-iodo-D-xylofuranoside is used as a building block for the synthesis of pharmaceutical drugs. Its unique structure allows for the development of new compounds with potential therapeutic applications.
Used in Carbohydrate Chemistry Research:
Methyl 2,3-di-O-benzyl-5-deoxy-5-iodo-D-xylofuranoside is used as a research tool in the study of carbohydrate chemistry. Its structure provides insights into the properties and behavior of sugar derivatives, contributing to the understanding of carbohydrate-based compounds and their interactions with biological systems.
Used in Antimicrobial Applications:
Methyl 2,3-di-O-benzyl-5-deoxy-5-iodo-D-xylofuranoside is used as a potential antimicrobial agent. Its unique structure may contribute to its ability to target and inhibit the growth of harmful microorganisms, making it a valuable compound in the development of new antimicrobial therapies.
Used in Anticancer Applications:
Methyl 2,3-di-O-benzyl-5-deoxy-5-iodo-D-xylofuranoside is used as a potential anticancer agent. Its unique structure and properties may allow it to target and inhibit the growth of cancer cells, making it a promising candidate for the development of new cancer treatments.

Upstream product

• 220509-10-4 methyl 2,3-Di-O-benzyl-D-xylofuranoside 
• 1251531-62-0 C₃₉H₃₈O₅ 
• 1824-96-0 methyl xylofuranoside 
• 87-72-9 D-Xylose 
• 58-86-6 D-xylose 
• 81927-55-1 O-benzyl 2,2,2-trichloroacetimidate 
• 612051-06-6 methyl 5-deoxy-5-iodo-α/β-D-xyloside 

Downstream Products

• 1319731-21-9 (3S,4S,5S,6R)-6-(hydroxymethyl)-3,4-dibenzyloxy-5-hydroxycyclohex-1-ene 
• 1319731-19-5 (S)-3-((2R,3S,4S,5S)-4,5-bis(benzyloxy)-3-hydroxy-2-vinylhept-6-enoyl)-4-isopropyloxazolidin-2-one 
• 1319731-20-8 (2S,3S,4S,5S)-4,5-bis(benzyloxy)-2-vinylhept-6-ene-1,3-diol 
• 1334999-21-1 (1R,2R,3R,4S,5S,6R)-4,5-bis(benzyloxy)-2-(hydroxymethyl)-7-azabicyclo[4.1.0]heptan-3-ol 
• 1334999-20-0 (4aR,5R,6S,7R,8S,8aR)-6,7-bis(benzyloxy)-8-iodo-2-(trichloromethyl)-4a,5,6,7,8,8a-hexahydro-4H-benzo[d][1,3]oxazin-5-ol 
• 1260152-93-9 (1R,2R,5S,6S)-2-(azidomethyl)-5,6-bis(benzyloxy)cyclohex-3-enol 
• 201603-61-4 (1R,2R,3R,4S,5R,6S)-4,5-bis(benzyloxy)-2-(hydroxymethyl)-7-oxabicyclo[4.1.0]heptan-3-ol 
• 118968-02-8 (1S)-(1,3/2,4)-1,2-dibenzyloxy-3-hydroxy-4-hydroxymethylcyclohex-5-ene 
• 869476-28-8 ethyl (2S,3R,4S,5S)-4,5-bis(benzyloxy)-3-hydroxy-2-vinylhept-6-enoate 
• 869476-29-9 ethyl (1S,4S,5S,6R)-4,5-bis(benzyloxy)-6-hydroxycyclohex-2-enecarboxylate 
• 869476-26-6 2,3-di-O-benzyl-2,3-dihydroxypent-4-enal 

Relevant articles and documents

Galacto configured N-aminoaziridines: A new type of irreversible inhibitor of β-galactosidases

A new type of galactose mimetics has been synthesized following a straightforward synthetic approach based on cyclohexene olefin aziridination reactions directed by hydroxyl substituents. These enantiomerically pure galacto-configured N-aminoaziridines are potent irreversible inhibitors of Aspergillus oryzae and Escherichia coli β-galactosidases.

A short synthesis of (+)-cyclophellitol

A new synthesis of (+)-cyclophellitol, a potent β-glucosidase inhibitor, has been completed in nine steps from D-xylose. The key transformations involve a zinc-mediated fragmentation of benzyl-protected methyl 5-deoxy-5-iodo-xylofuranoside followed by a h