2-CHLORO-4-NITROPHENYL-ALPHA-D-GLUCOPYRANOSIDE

Base Information

• Chemical Name: 2-CHLORO-4-NITROPHENYL-ALPHA-D-GLUCOPYRANOSIDE
• CAS No.: 119047-14-2
• Molecular Formula: C₁₂H₁₄ClNO₈
• Molecular Weight: 335.698
• Hs Code.: 2932999099
• Mol file: 119047-14-2.mol

Synonyms:2-Chloro-4-nitrophenyl-a-D-glucopyranoside;2-Chloro-4-nitrophenyl-Alpha-D-glucopyranoside;W0130;

Chemical Property of 2-CHLORO-4-NITROPHENYL-ALPHA-D-GLUCOPYRANOSIDE

Chemical Property:

• Appearance/Colour: Off-White Solid
• Melting Point: 127-130°C
• Refractive Index: 1.654
• Boiling Point: 591.155 °C at 760 mmHg
• PKA: 12.57±0.70(Predicted)
• Flash Point: 311.32 °C
• PSA: 145.20000
• Density: 1.676 g/cm³
• LogP: -0.04990
• Solubility.: Water

Purity/Quality:

98% ^*data from raw suppliers

2-Chloro-4-nitrophenyl-α-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Chloro-4-nitrophenyl-α-D-glucopyranoside (cas# 119047-14-2) is a compound useful in organic synthesis.

Technology Process of 2-CHLORO-4-NITROPHENYL-ALPHA-D-GLUCOPYRANOSIDE

There total 22 articles about 2-CHLORO-4-NITROPHENYL-ALPHA-D-GLUCOPYRANOSIDE 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: 98.0%

(2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-(2-chloro-4-nitrophenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate (153823-58-6) → (2-chloro-4-nitrophenyl) β-D-galactopyranoside (123706-60-5,119047-14-2)

Guidance literature:

With ammonia; In methanol; at 20 ℃; for 50h;

DOI:10.1016/j.carres.2006.10.014

Reference yield: 90.0%

(2-chloro-4-nitrophenyl) 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (35023-71-3,153823-58-6) → (2-chloro-4-nitrophenyl)-β-D-glucopyranoside (120221-14-9,119047-14-2)

Guidance literature:

(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(2-chloro-4-nitrophenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate; With sodium methylate; In methanol; at 20 ℃; for 18h;

In methanol;

DOI:10.1021/ol3023374

Reference yield: 83.0%

C20H22ClNO12 (153823-58-6) → 2'-chloro-4'-nitrophenyl β-D-allopyranoside (119047-14-2)

Guidance literature:

With ammonia; In methanol; at 20 ℃;

DOI:10.1016/j.jcat.2015.12.026

upstream raw materials:

2-chloro-4-nitrophenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

2-chloro-4-nitrophenol

per-O-acetyl-α-D-mannopyranose

(2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-(2-chloro-4-nitrophenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Refernces

• 1、 Liu, Yan,Xu, Wei,Huang, Zhao-He,Guo, Jun,Jiang, Ren-Wang. "An Efficient Strategy for the Chemo-Enzymatic Synthesis of Bufalin Glycosides with Improved Water Solubility and Inhibition against Na+, K+-ATPase". . . Retrieved 2020/10/26.
• 2、 Lee, Albert A.,Chen, Yi -Chen S.,Ekalestari, Elisa,Ho, Sheng -Yang,Hsu, Nai -Shu,Kuo, Tang -Feng,Wang, Tsung -Shing Andrew. "Facile and Versatile Chemoenzymatic Synthesis of Enterobactin Analogues and Applications in Bacterial Detection". . p. 12338 - 12342. Retrieved 2016/10/13.