2,3,4,5-TETRA-O-ACETYL-D-XYLONITRILE

Base Information

• Chemical Name: 2,3,4,5-TETRA-O-ACETYL-D-XYLONITRILE
• CAS No.: 13501-95-6
• Molecular Formula: C₁₃H₁₇NO₈
• Molecular Weight: 315.28
• Hs Code.: 2926909090
• Mol file: 13501-95-6.mol

Synonyms:Xylononitrile,2,3,4,5-tetraacetate, D- (8CI); NSC 42415

Chemical Property of 2,3,4,5-TETRA-O-ACETYL-D-XYLONITRILE

Chemical Property:

• Vapor Pressure: 8.59E-08mmHg at 25°C
• Boiling Point: 435.7°Cat760mmHg
• Flash Point: 190.3°C
• PSA: 128.99000
• Density: 1.253g/cm³
• LogP: -0.13182

Purity/Quality:

98%min ^*data from raw suppliers

2,3,4,5-Tetra-O-acetyl-D-xylononitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,3,4,5-TETRA-O-ACETYL-D-XYLONITRILE

There total 22 articles about 2,3,4,5-TETRA-O-ACETYL-D-XYLONITRILE 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:

D-xylose (58-86-6) + acetic anhydride (108-24-7) → tetra-O-acetyl-D-xylonic acid nitrile (25546-40-1,25546-50-3,34360-54-8,34360-56-0,40732-38-5,40732-39-6,40732-40-9,40773-06-6,82509-80-6,13501-95-6)

Guidance literature:

D-xylose; With dmap; hydroxylamine; at 60 ℃; for 0.5h;

acetic anhydride; at 60 ℃; for 0.5h;

DOI:10.1021/ac049198m

Reference yield:

3-O-β-D-xylopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl-30-norhederagenin (1620518-43-5) + acetic anhydride (108-24-7) → L-arabinose aldonitrile peracetate (25546-40-1) + tetra-O-acetyl-D-xylonic acid nitrile (25546-40-1,25546-50-3,34360-54-8,34360-56-0,40732-38-5,40732-39-6,40732-40-9,40773-06-6,82509-80-6,13501-95-6) + L-rhamnose aldonitrile peracetate (6298-84-6,40732-36-3,40732-37-4,65700-89-2,6303-61-3)

Guidance literature:

3-O-β-D-xylopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl-30-norhederagenin; With trifluoroacetic acid; at 90 ℃; for 3h;

With pyridine; hydroxylamine hydrochloride; at 90 ℃; for 1h;

acetic anhydride; at 90 ℃; for 1h;

DOI:10.5012/bkcs.2014.35.4.1212

Reference yield:

acetic anhydride (108-24-7) → tetra-O-acetyl-D-xylonic acid nitrile (25546-40-1,25546-50-3,34360-54-8,34360-56-0,40732-38-5,40732-39-6,40732-40-9,40773-06-6,82509-80-6,13501-95-6)

Guidance literature:

With pyridine;

upstream raw materials:

acetic anhydride

L-Arabinose

D-xylose

D-xylose oxime

Refernces

• 1、 Bracegirdle, Joe,Gordon, Dennis P.,Harvey, Joanne E.,Keyzers, Robert A.. "Kinase-Inhibitory Nucleoside Derivatives from the Pacific Bryozoan Nelliella nelliiformis". . p. 547 - 551. Retrieved 2020.
• 2、 Zhang, Zhanjun,Wang, Fuhua,Wang, Mingchun,Ma, Liping,Ye, Hong,Zeng, Xiaoxiong. "A comparative study of the neutral and acidic polysaccharides from Allium macrostemon Bunge". . p. 980 - 987. Retrieved 2015/01/09.
• 3、 Qiu, Li,Jiao, Yang,Huang, Gui-Kun,Xie, Ji-Zhao,Miao, Jian-Hua,Yao, Xin-Sheng. "New dammarane-type saponins from the roots of panax notoginseng". . p. 102 - 111. Retrieved 2014/02/14.