128376-91-0

Basic information

• Product Name: 2,3,4-Triacetate a-D-Xylopyranose 1-(2,2,2-Trichloroethanimidate)
• Synonyms: 2,3,4-Triacetate a-D-Xylopyranose 1-(2,2,2-Trichloroethanimidate);2,3,4-Tri-O-acetyl-a-D-xylopyranosyl Trichloroacetimidate;2,3,4-Tri-O-acetyl-α-D-xylopyranosyl Trichloroacetimidate ;2,3,4-Triacetate
• CAS NO: 128376-91-0
• Molecular Formula: C₁₃H₁₆Cl₃NO₈
• Molecular Weight: 420.63
• Product Categories: Amines;Carbohydrates & Derivatives
• Mol File: 128376-91-0.mol
• Article Data: 7

Chemical Properties

• Melting Point: 100-102°°
• Boiling Point: 395.3±52.0 °C(Predicted)
• Appearance: /
• Density: 1.58±0.1 g/cm3(Predicted)
• Refractive Index: 1.555
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility: Dichloromethane, Ethyl Acetate, Methanol
• PKA: 1.39±0.70(Predicted)
• CAS DataBase Reference: 2,3,4-Triacetate a-D-Xylopyranose 1-(2,2,2-Trichloroethanimidate)(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4-Triacetate a-D-Xylopyranose 1-(2,2,2-Trichloroethanimidate)(128376-91-0)
• EPA Substance Registry System: 2,3,4-Triacetate a-D-Xylopyranose 1-(2,2,2-Trichloroethanimidate)(128376-91-0)

Safety Data

• Hazardous Substances Data: 128376-91-0(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

A xylose derivative for the treatment of proliferative disorders.

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-/m1/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 
• 1233-03-0 α-D-xylopyranose tetraacetate 

Downstream Products

• 1009814-16-7 2-(2'',3'',4''-tri-O-acetyl-β-D-xylopyranosyloxy)-2',4,4'-tribenzyloxybibenzyl 
• 1009814-21-4 2,4-di(2'',3'',4''-tri-O-acetyl-β-D-xylopyranosyloxy)-2',4'-dibenzyloxybibenzyl 
• 1009814-24-7 4-(2'',3'',4''-tri-O-acetyl-β-D-xylopyranosyloxy)-2',4'-dibenzyloxy-2-hydroxybibenzyl 
• 52544-91-9 (2S,3R,4S,5R)-2-(phenylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 475101-58-7 4-methoxyphenyl 2,3-O-isopropylidene β-D-xylopyranoside 
• 13299-09-7 p-Methoxyphenyl 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.

Synthesis and antitumor activity of new shikonin glycosides

Eleven shikonin glycosides were synthesized and evaluated for their antitumor activity in vitro. Some of them were found to exhibit cytotoxic activities against both drug sensitive cell lines (K562, MCF-7 and HL60) and their drug resistant cell sublines (K562/ADR, MCF-7/ADR and HL60/ADR).