869848-87-3

Basic information

• Product Name: 2,3,4-Tri-O-acetyl-beta-L-arabinopyranosyl 2,2,2-TrichloroacetiMidate
• Synonyms: 2,3,4-Tri-O-acetyl-beta-L-arabinopyranosyl 2,2,2-TrichloroacetiMidate;2,3,4-Tri-O-acetyl-β-L-arabinopyranosyl 2,2,2-TrichloroacetiMidate
• CAS NO: 869848-87-3
• Molecular Formula: C13H16Cl3NO8
• Molecular Weight: 420.62704
• Mol File: 869848-87-3.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 395.345°C at 760 mmHg
• Flash Point: 192.898°C
• Appearance: /
• Density: 1.586g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.555
• CAS DataBase Reference: 2,3,4-Tri-O-acetyl-beta-L-arabinopyranosyl 2,2,2-TrichloroacetiMidate(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4-Tri-O-acetyl-beta-L-arabinopyranosyl 2,2,2-TrichloroacetiMidate(869848-87-3)
• EPA Substance Registry System: 2,3,4-Tri-O-acetyl-beta-L-arabinopyranosyl 2,2,2-TrichloroacetiMidate(869848-87-3)

Safety Data

• Hazardous Substances Data: 869848-87-3(Hazardous Substances Data)

Usage

General Description

2,3,4-Tri-O-acetyl-beta-L-arabinopyranosyl 2,2,2-TrichloroacetiMidate is a complex chemical compound that is used in medicinal and research applications. It consists of a sugar molecule (arabinopyranosyl) with three acetyl groups attached, as well as a trichloroacetimidate group. The compound has potential applications in drug delivery and imaging techniques due to its ability to target specific cells or tissues in the body. Its precise molecular structure and properties make it a valuable tool for studying biological processes and developing new therapeutic agents.

InChI:InChI=1/C13H16Cl3NO8/c1-5(18)22-8-4-21-11(25-12(17)13(14,15)16)10(24-7(3)20)9(8)23-6(2)19/h8-11,17H,4H2,1-3H3/t8-,9+,10+,11+/m0/s1

Upstream product

• 106820-14-8 2,3,4-Tri-O-acetyl-D-xylopyranose 
• 545-06-2 trichloroacetonitrile 
• 87-72-9 D-Xylose 
• 62446-93-9 1,2,3,4-tetra-O-acetyl-D-xylopyranose 
• 197143-93-4 Acetic acid (2S,3R,4S,5R)-4,5-diacetoxy-2-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-3-yl ester 
• 3068-31-3 1-bromo-2,3,4-tri-O-acetyl-α-D-xylopyranose 
• 1233-03-0 α-D-xylopyranose tetraacetate 
• 10369-25-2 2,3,4-tri-O-acetyl-α,β-L-arabinopyranose 
• 87-72-9 L-(+)-arabinose 
• 7296-56-2 β-L-arabinopyranose 
• 4258-00-8 1,2,3,4-tetra-O-acetyl-β-L-arabinopyranose 
• 107961-32-0 Acetic acid (1R,2R)-2-acetoxy-1-((S)-1-acetoxy-2-oxo-ethyl)-3-hydroxy-propyl ester 
• 10323-20-3 D-Arabinose 
• 3891-58-5 2,3,4,5-tetra-O-acetyl-D-arabinose 

Downstream Products

• 121238-21-9 methyl 3-O-benzyl-4,6-O-isopropylidene-2-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-β-D-mannopyranoside 
• 72661-85-9 benzyl 2,3,2',3',4'-penta-O-acetyl-β-xylobioside 
• 162088-97-3 2''-iodobenzyl 2,3,2',3',4'-penta-O-acetyl-1-thio-β-xylobioside 
• 162088-92-8 2-nitrophenyl O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1<*>4)-2,3-di-O-acetyl-β-D-xylopyranoside 
• 162088-89-3 4-nitrophenyl tri-O-acetyl-β-D-xylopyranosyl-(1->4)-2,3-di-O-acetyl-β-D-xyloside 
• 5328-63-2 methyl-β-D-arabinopyranoside 
• 38088-60-7 methyl 3,4-O-isopropylidene-β-L-arabinopyranoside 
• 66912-32-1 4-Methylumbelliferyl-β-D-ribopyranosid 
• 13299-09-7 p-Methoxyphenyl β-D-xylopyranoside 
• 475101-58-7 4-methoxyphenyl 2,3-O-isopropylidene β-D-xylopyranoside 

Relevant articles and documents

Preparation of Tea Aroma Precursor Glycosides: An Efficient and Sustainable Approach via Chemical Glycosidation

Tea aroma precursor glycosides are plant-derived natural products with great economic value. However, the preparation of these glycosides remains largely overlooked in the past decades. Herein, we report a mild, efficient, and sustainable chemocatalytic procedure for the production of tea aroma precursor glycosides. During the study of the glycosidation, the catalysts were found to be decisive in the product formation favoring different reaction pathways; in addition, the influence of molecular sieves was elucidated. With regard to these findings, the serious problem of the competing orthoester formation side reaction was successfully overcome with low catalyst loading (1 mol %) and the use of 5 ? molecular sieves, leading to the preparation of a variety of tea aroma precursor β-d-glucopyranosides and β-primeverosides on a gram scale in high yields in an economical way. Taken together, the current approach features catalytic glycosidation with non-toxic and low-cost catalysts, demonstrates highly favorable greenness and sustainability, and promises industrial production of tea aroma precursor glycosides.

Tea leaf perfumery precursor glucoside and synthesizing method thereof

The invention relates to a tea leaf perfumery precursor glucoside and a synthesizing method thereof. The synthesizing method comprises the following steps of synthesizing ten glucosides including aromatic alcohol ( alkanol )-beta -D-glucosides and aromatic alcohol (alkanol )-beta -D-primrose indicans. The synthesizing method disclosed by the invention is a glucoside synthesizing method which is good in selectivity, high in production rate and low in cost.

Monosaccharide Analogues of Anticancer Peptide R-Lycosin-I: Role of Monosaccharide Conjugation in Complexation and the Potential of Lung Cancer Targeting and Therapy

Glycoconjugation is a promising modification strategy for the optimization of peptide drugs. In this study, five different monosaccharide derivatives (7a-e) were covalently linked to the N-terminal of R-lycosin-I, which yielded five glycopeptides (8a-e). They demonstrated increased or reduced cytotoxicity depending on monosaccharide types, which might be explained by the changes of physicochemical properties. Among all synthesized glycopeptides, only 8a exhibited increased cytotoxicity (IC50 = 9.6 ± 0.3 μM) and selectivity (IC50 = 37.4 ± 5.9 μM). The glucose transporter 1 (GLUT1) with high expression in cancer cells was approved to be involved in the cytotoxicity and selectivity enhancement of 8a. Furthermore, 8a but not R-lycosin-I inhibited tumor growth in the nude mice xenograft model without generating side effects intraperitoneally. Taken together, this study reveals the different monosaccharide roles in peptide modification and also provides an optimized anticancer peptide with high activity and selectivity, that is, 8a might be a promising lead for developing anticancer drugs.