1,2,3,4-Tetra-O-acetyl-D-xylopyranose

Base Information

• Chemical Name: 1,2,3,4-Tetra-O-acetyl-D-xylopyranose
• CAS No.: 62446-93-9
• Molecular Formula: C13H18O9
• Molecular Weight: 318.281
• Hs Code.: 2932999099
• Mol file: 62446-93-9.mol

Synonyms:1,2,3,4-tetraacetyl-6-triphenylmethylglucose;tetra-O-acetyl-D-xylopyranoside;1,2,3,4-Tetra-O-acetyl-6-O-trityl-b-D-glucopyranose;6-TRITYL-1,2,3,4-TETRA-O-ACETYL-B-D-GLUCOSE;D-xylopyranose tetraacetate;1,2,3,4-Tetra-O-acetylxylopyranose;D-xylopyranosyl tetraacetate;1,2,3,4-O-tetraacetyl-D-xylose;

Chemical Property of 1,2,3,4-Tetra-O-acetyl-D-xylopyranose

Chemical Property:

• Melting Point: 42-44?C
• Boiling Point: 362.9±42.0 °C(Predicted)
• PSA: 114.43000
• Density: 1.29±0.1 g/cm3(Predicted)
• LogP: -0.29910
• Storage Temp.: -20°C Freezer

Purity/Quality:

98%min ^*data from raw suppliers

1,2,3,4-TETRA-O-ACETYL-D-XYLOPYRANOSE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,2,3,4-Tetra-O-acetyl-D-xylopyranose

There total 62 articles about 1,2,3,4-Tetra-O-acetyl-D-xylopyranose which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

L-(+)-arabinose (87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2) + acetic anhydride (108-24-7) → 1,2,3,4-tetra-O-acetyl-L-arabinopyranose (1233-03-0,2595-11-1,4026-34-0,4049-33-6,4049-34-7,4257-95-8,4257-98-1,4258-00-8,4627-30-9,17080-99-8,19186-37-9,25227-11-6,25243-38-3,62446-93-9,62929-49-1,67226-03-3,78087-60-2,78088-17-2,82890-16-2,86782-34-5,86782-35-6,92218-63-8,99880-95-2,108646-05-5,115939-79-2,142130-89-0,123163-97-3)

Guidance literature:

With pyridine; dmap; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1016/j.bmc.2003.12.034

Reference yield: 100.0%

D-xylose (6763-34-4) + acetic anhydride (108-24-7) → α-D-xylopyranose tetraacetate (1233-03-0,2595-11-1,4026-34-0,4049-33-6,4049-34-7,4257-95-8,4257-98-1,4258-00-8,4627-30-9,17080-99-8,19186-37-9,25227-11-6,25243-38-3,62446-93-9,62929-49-1,67226-03-3,78087-60-2,78088-17-2,82890-16-2,86782-34-5,86782-35-6,92218-63-8,99880-95-2,108646-05-5,115939-79-2,123163-97-3,142130-89-0)

Guidance literature:

D-xylose; With dmap; triethylamine; In dichloromethane; at 0 - 25 ℃; for 0.166667h; Inert atmosphere;

acetic anhydride; In dichloromethane; at 0 - 25 ℃; for 1h; stereoselective reaction; Inert atmosphere;

DOI:10.1016/j.carres.2017.03.008

Reference yield: 94.0%

acetic acid (64-19-7,77671-22-8) + 3-(anthraquinon-1-yl)-1-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)triazene → 1,2,3,4-tetra-O-acetyl-D-xylopyranose (62446-93-9) + 1-amino-9,10-anthracenedione (82-45-1)

Guidance literature:

for 1h; Product distribution; Heating;

upstream raw materials:

D-xylose

acetic anhydride

tetra-O-acetyl-β-D-xylopyranose

D-Xylose

Downstream raw materials:

tetra-O-acetyl-β-D-xylopyranose

(4-nitro-phenyl)-(tri-O-acetyl-β-L-arabinopyranoside)

(4-nitro-phenyl)-(tri-O-acetyl-α-L-arabinopyranoside)

2-methylphenyl-α-L-arabinopyranoside

Refernces

• 1、 Wu, Xiubing,Kuang, Na,Chen, Langqiu,Fan, Yulin,Fu, Fang,Li, Jiping,Zhang, Jing. "Synthesis and property of alkyl dioxyethyl α-D-xyloside". . . Retrieved 2020.
• 2、 Wu, Xiubing,Chen, Langqiu,Fan, Yulin,Fu, Fang,Li, Jiping,Zhang, Jing. "Water Solubility and Surface Property of Alkyl Di-/Tri-/Tetraoxyethyl β- D -Xylopyranosides". . p. 10361 - 10372. Retrieved 2019.
• 3、 Li, Xiao-San,Chen, Tang-Ji,Xu, Zhi-Peng,Long, Juan,He, Miao-Ying,Zhan, He-Hui,Zhuang, Hai-Cai,Wang, Qi-Lin,Liu, Li,Yang, Xue-Mei,Tang, Jin-Shan. "Synthesis and biological evaluation of 3β-O-neoglycosides of caudatin and its analogues as potential anticancer agents". . . Retrieved 2021/12/30.
• 4、 Liang, Yang,Pedersen, Christian M.. "Protecting carbohydrates with ethers, acetals and orthoesters under basic conditions". supporting information. p. 7598 - 7601. Retrieved 2021/09/22.