53167-11-6

Basic information

• Product Name: 1,2-O-ISOPROPYLIDENE-ALPHA-D-XYLO-PENTODIALDO-1,4-FURANOSE
• Synonyms: 1,2-O-ISOPROPYLIDENE-ALPHA-D-XYLO-PENTODIALDO-1,4-FURANOSE;5-ALDO-1,2-O-ISOPROPYLIDENE-ALPHA-D-XYLOFURANOSE;5-Aldo-1,2-O-isopropylidene-a-D-xylofuranose;1,2-O-isopropylidene-α-d-xylo-pentodialdo-1,4-furanose;1,2-O-isopropylidene-α-D-xylo-1,5-hexodialdo-1,4-pyranose;1,2-O-isopropylidene- D-xylo-pentadialdo-1,4-furanose
• CAS NO: 53167-11-6
• Molecular Formula: C₈H₁₂O₅
• Molecular Weight: 188.18
• Product Categories: Chiral Reagents, Heterocycles, Carbohydrates & Derivatives
• Mol File: 53167-11-6.mol
• Article Data: 32

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,2-O-ISOPROPYLIDENE-ALPHA-D-XYLO-PENTODIALDO-1,4-FURANOSE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-O-ISOPROPYLIDENE-ALPHA-D-XYLO-PENTODIALDO-1,4-FURANOSE(53167-11-6)
• EPA Substance Registry System: 1,2-O-ISOPROPYLIDENE-ALPHA-D-XYLO-PENTODIALDO-1,4-FURANOSE(53167-11-6)

Safety Data

• Hazardous Substances Data: 53167-11-6(Hazardous Substances Data)

Usage

Description

1,2-O-ISOPROPYLIDENE-ALPHA-D-XYLO-PENTODIALDO-1,4-FURANOSE is a complex organic compound derived from xylose, a five-carbon sugar. It is characterized by its unique structure, which includes an isopropylidene group and a furanose ring. 1,2-O-ISOPROPYLIDENE-ALPHA-D-XYLO-PENTODIALDO-1,4-FURANOSE has potential applications in various fields due to its chemical properties and reactivity.

Uses

Used in Pharmaceutical Industry:
1,2-O-ISOPROPYLIDENE-ALPHA-D-XYLO-PENTODIALDO-1,4-FURANOSE is used as a reagent for the intramolecular cyclization of alkoxyamino-sugars. This process is crucial in the preparation of glycosidase inhibitors, which are important compounds in the development of drugs targeting various diseases, including cancer and infectious diseases.
1,2-O-ISOPROPYLIDENE-ALPHA-D-XYLO-PENTODIALDO-1,4-FURANOSE's ability to participate in the synthesis of glycosidase inhibitors makes it a valuable tool in the pharmaceutical industry, where it can contribute to the development of novel therapeutic agents. By facilitating the production of these inhibitors, 1,2-O-ISOPROPYLIDENE-ALPHA-D-XYLO-PENTODIALDO-1,4-FURANOSE plays a significant role in advancing medical research and drug discovery.

Upstream product

• 18549-40-1 1,2-O-isopropylidene-α-D-glucofuranose 
• 20031-21-4 1,2-O-isopropylidene-α-D-xylose 
• 546-67-8 lead(IV) tetraacetate 
• 71-43-2 benzene 
• 7732-18-5 water 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 350255-13-9 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 50-99-7 D-glucose 
• 253328-56-2 1,2-O-isopropylidene-α-D-gluco-/β-L-idofuranose 

Downstream Products

• 109819-13-8 O¹,O²-isopropylidene-α-D-xylo-pentodiald-1,4-ose-5-phenylhydrazone 
• 98355-04-5 3-<ω-(1,2-O-isopropylidene-α,D-xylopyranos-4-yl)acryloyl>-9-methyl-2-phenylimidazo<1,2-a>benzimidazole 
• 95881-36-0 3-O-acetyl-5-(E)-eno-1,2-O-isopropylidene-5,6,8-trideoxy-α-D-xylo-1,4-furano-7-ulose 
• 95881-39-3 3-O-acetyl-4-(6-acetyl-5-hydroxy-5-methyl-3-oxocyclohexyl)-1,2-O-isopropylidene-α-D-threofuranose 
• 95881-37-1 3-O-acetyl-4-<(4R-)-3-acetyl-2,6-dioxohept-4-yl>-1,2-O-isopropylidene-α-D-threofuranose 
• 95881-37-1 3-O-acetyl-4-<(4S)-3-acetyl-2,6-dioxohept-4-yl>-1,2-O-isopropylidene-α-D-threofuranose 
• 18439-35-5 (3aR,5R,6S,6aR)-5-((R)-hydroxy(phenyl)methyl)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxole-6-ol 
• 18439-34-4 (3aR,5R,6S,6aR)-5-((S)-hydroxy(phenyl)methyl)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxole-6-ol 
• 245441-87-6 1,2-O-isopropylidene-5-C-phenyl-β-L-ido/α-D-gluco-pentofuranose 
• 170874-72-3 3-O-benzoyl-1,2-O-isopropylidene-α-D-xilofuranurononitrile 
• 20031-21-4 1,2-O-isopropylidene-α-D-xylose 
• 532-20-7 D-xylofuranose 
• 851050-45-8 3-O-benzyl-3-C-ethynyl-4-C-hydroxymethyl-1,2-O-isopropylidene-α-D-erythro-pentofuranose 
• 851050-49-2 (1S,3R,4R,7S)-7-benzyloxy-7-ethynyl-1-(hydroxy)methyl-3-(uracil-1-yl)-2,5-dioxabicyclo[2.2.1]heptane 

Relevant articles and documents

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Synthesis and biological evaluation of 1,5-dideoxy-1,5-iminoxylitol-Aamino acid hybrids as xylosidase inhibitors

1,5-Dideoxy-1,5-iminoxylitolamino acid hybrids have been synthesized by cyclisation via a double reductive amination of xylo-pentodialdose and the respective amino groups of lysine as well as serine components. Further modification with aromatic substituents gave access to lipophilic derivatives. Kinetic studies revealed that all compounds exhibited better inhibitory properties against β-xylosidase from Thermoanaerobacterium sacharolyticum than the parent iminosugar.

Method for preparing eribulin and intermediate thereof

The present invention relates to a method for preparing eribulin and an intermediate thereof. In particular, the invention relates to a method for preparing a compound of formula 5, R3 is selected from aldehyde or OR1, n=0 or 1, R1 is a hydroxy protecting group, and preferably the hydroxy protecting group is selected from tert-butyldimethylsilyl, tert-butyldiphenylsilyl, p-methoxybenzyl or benzyl.The invention also provides a method for preparing halichondrin and derivatives thereof such as the eribulin from the compound of formula 5.

General Homologation Strategy for Synthesis of l -glycero- and d -glycero-Heptopyranoses

A general and stereospecific homologation strategy for the synthesis of heptopyranosides is reported. The strategy employs the Wittig olefination and proline-catalyzed α-aminoxylation to achieve one carbon elongation and stereoselective hydroxylation at the C6 position, respectively. The l-glycero- and d-glycero-heptopyranosides can be obtained with nearly perfect stereoselectivity. Further study reveals the difference in the chemical shift of the C6 proton of l/d-glycero-heptopyranosyl diastereomers, which is found to be useful for assignment of the configuration of heptopyranosides.