1233-03-0

Basic information

• Product Name: .alpha.-Xylopyranose, tetraacetate
• Synonyms: .alpha.-Xylopyranose, tetraacetate
• CAS NO: 1233-03-0
• Molecular Formula: C₁₃H₁₈O₉
• Molecular Weight: 318.28
• Mol File: 1233-03-0.mol
• Article Data: 79

Chemical Properties

• Melting Point: 57-59 °C
• Boiling Point: 362.9±42.0 °C(Predicted)
• Appearance: /
• Density: 1.29±0.1 g/cm3(Predicted)
• CAS DataBase Reference: .alpha.-Xylopyranose, tetraacetate(CAS DataBase Reference)
• NIST Chemistry Reference: .alpha.-Xylopyranose, tetraacetate(1233-03-0)
• EPA Substance Registry System: .alpha.-Xylopyranose, tetraacetate(1233-03-0)

Safety Data

• Hazardous Substances Data: 1233-03-0(Hazardous Substances Data)

Usage

Description

.alpha.-Xylopyranose, tetraacetate is a chemical compound derived from the acetylation of alpha-xylopyranose, a five-membered ring sugar molecule. This tetraacetate form features four acetyl groups attached to the xylopyranose ring, making it a versatile compound in organic chemistry.

Uses

Used in Organic Chemistry:
.alpha.-Xylopyranose, tetraacetate is used as a reagent in organic chemistry for various chemical reactions, facilitating the synthesis of other organic compounds.
Used in Pharmaceutical Production:
In the pharmaceutical industry, .alpha.-Xylopyranose, tetraacetate is used as a key intermediate in the production of various pharmaceuticals, contributing to the development of new medications.
Used in Agrochemical Production:
.alpha.-Xylopyranose, tetraacetate is also utilized in the agrochemical industry as an intermediate for the synthesis of different agrochemicals, aiding in the creation of products for agricultural applications.
Used in the Creation of Complex Molecules:
.alpha.-Xylopyranose, tetraacetate serves as a building block for the development of more complex molecules, further expanding its applications in diverse fields.

Upstream product

• 1195726-04-5 trans-2-ethoxy-3,4-epoxytetrahydropyran 
• 108-24-7 acetic anhydride 
• 31080-85-0 trans-6-ethoxy-5-hydroxy-5,6-dihydro-2H-pyran 
• 87-72-9 L-(+)-arabinose 
• 7296-55-1 L-arabinose 
• 5328-37-0 L-arabinose 
• 28697-53-2 D-arabinopyranose 
• 7296-56-2 β-L-arabinopyranose 
• 4258-00-8 1,2,3,4-tetra-O-acetyl-β-L-arabinopyranose 
• 6763-34-4 D-xylose 
• 87-72-9 D-Xylose 
• 2460-44-8 β-D-xylopyranoside 
• 58-86-6 D-xylose 
• 75-36-5 acetyl chloride 

Downstream Products

• 4049-33-6 tetra-O-acetyl-β-D-xylopyranose 
• 94921-62-7 (4-nitro-phenyl)-(tri-O-acetyl-β-L-arabinopyranoside) 
• 94921-63-8 (4-nitro-phenyl)-(tri-O-acetyl-α-L-arabinopyranoside) 
• 3456-62-0 2-methylphenyl-α-L-arabinopyranoside 
• 14227-90-8 2,3,4-tri-O-acetyl-α-L-arabinopyranosyl bromide 
• 53784-33-1 2,3,4-tri-O-acetyl-1-azido-1-deoxy-β-D-xylopyranose 
• 34280-00-7 4-phenyl-1-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-1H-[1,2,3]triazole 
• 1415685-33-4 1-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-4-(4-nitrophenyl)-1,2,3-triazole 
• 1415685-34-5 1-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-4-(4-methylphenyl)-1,2,3-triazole 
• 1415685-35-6 1-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-1,2,3-triazole-4-(4-methoxy-2-methylphenyl)-1,2,3-triazole 
• 1415685-37-8 1-(β-D-xylopyranosyl)-4-(4-nitrophenyl)-1,2,3-triazole 
• 1415685-38-9 1-(β-D-xylopyranosyl)-4-(4-methylphenyl)-1,2,3-triazole 
• 1415685-39-0 1-(β-D-xylopyranosyl)-4-(4-methoxy-2-methylphenyl)-1,2,3-triazole 
• 10300-18-2 (2,3,4-Tri-O-acetyl-β-D-xylopyranosyl) chloride 

Relevant articles and documents

Design, Synthesis, biological investigations and molecular interactions of triazole linked tacrine glycoconjugates as Acetylcholinesterase inhibitors with reduced hepatotoxicity

Tacrine is a known Acetylcholinesterase (AChE) inhibitors having hepatotoxicity as main liability associated with it. The present study aims to reduce its hepatotoxicity by synthesizing tacrine linked triazole glycoconjugates via Huisgen's [3 + 2] cycloaddition of anomeric azides and terminal acetylenes derived from tacrine. A series of triazole based glycoconjugates containing both acetylated (A-1 to A-7) and free sugar hydroxyl groups (A-8 to A-14) at the amino position of tacrine were synthesized in good yield taking aid from molecular docking studies and evaluated for their in vitro AChE inhibition activity as well as hepatotoxicity. All the hybrids were found to be non-toxic on HePG2 cell line at 200 μM (100 % cell viability) as compared to tacrine (35 % cell viability) after 24 h of incubation period. Enzyme kinetic studies carried out for one of the potent hybrids in the series A-1 (IC50 0.4 μM) revealed its mixed inhibition approach. Thus, compound A-1 can be used as principle template to further explore the mechanism of action of different targets involved in Alzheimer's disease (AD) which stands as an adequate chemical probe to be launched in an AD drug discovery program.

Isolation and characterization of triterpenoid saponins from leaves of Aralia nudicaulis L

Three new oleanolic glycosides (1–3), along with seven known saponins from various plants (4–10) were isolated for the first time from the leaves of Aralia nudicaulis. Their structures were elucidated on the basis of spectroscopic evidence, including 1D and 2D NMR, and HRESIMS. Nudicauloside A and B (1–2) have shown moderate anti-inflammatory activity, as demonstrated by inhibition of LPS-induced NO production in raw 264.7 murine macrophages (IC50 = 74–101 μM).

Total Synthesis of (+)-Erogorgiaene and the Pseudopterosin A?F Aglycone via Enantioselective Cobalt-Catalyzed Hydrovinylation

Due to their pronounced bioactivity and limited availability from natural resources, metabolites of the soft coral Pseudopterogorgia elisabethae, such as erogorgiaene and the pseudopterosines, represent important target molecules for chemical synthesis. We have now developed a particularly short and efficient route towards these marine diterpenes exploiting an operationally convenient enantioselective cobalt-catalyzed hydrovinylation as the chirogenic step. Other noteworthy C?C bond forming transformations include diastereoselective Lewis acid-mediated cyclizations, a Suzuki coupling and a carbonyl ene reaction. Starting from 4-methyl-styrene the anti-tubercular agent (+)-erogorgiaene (>98 % ee) was prepared in only 7 steps with 46 % overall yield. In addition, the synthesis of the pseudopterosin A aglycone was achieved in 12 steps with 30 % overall yield and, surprisingly, was found to exhibit a similar anti-inflammatory activity (inhibition of LPS-induced NF-κB activation) as a natural mixture of pseudopterosins A?D or iso-pseudopterosin A, prepared by β-D-xylosylation of the synthetic aglycone.