4-Nitrophenyl-beta-D-galactopyranoside

Base Information

• Chemical Name: 4-Nitrophenyl-beta-D-galactopyranoside
• CAS No.: 3150-24-1
• Molecular Formula: C12H15NO8
• Molecular Weight: 301.253
• Hs Code.: 29389090
• European Community (EC) Number: 221-584-5
• DSSTox Substance ID: DTXSID40185401
• Nikkaji Number: J217.304B
• Wikidata: Q27093594
• Metabolomics Workbench ID: 52750
• ChEMBL ID: CHEMBL157265
• Mol file: 3150-24-1.mol

Synonyms:4-nitrophenyl-alpha-galactoside;4-nitrophenylgalactoside;4-nitrophenylgalactoside, (alpha-D)-isomer;p-nitrophenyl-alpha-D-galactopyranoside;p-nitrophenyl-alpha-galactoside;para-nitrophenyl-beta-D-galactoside;PNPG

Chemical Property of 4-Nitrophenyl-beta-D-galactopyranoside

Chemical Property:

• Appearance/Colour: white to light yellow crystalline powder
• Vapor Pressure: 2.14E-14mmHg at 25°C
• Melting Point: 178-182 °C
• Refractive Index: 1.647
• Boiling Point: 582.2 °C at 760 mmHg
• PKA: 12.55±0.70(Predicted)
• Flash Point: 305.9 °C
• PSA: 145.20000
• Density: 1.599 g/cm³
• LogP: -0.70330
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in DMSO, Methanol, Water.
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 301.07976644
• Heavy Atom Count: 21
• Complexity: 354

Purity/Quality:

98%min ^*data from raw suppliers

p-Nitrophenyl-β-D-galactopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1[N+](=O)[O-])OC2C(C(C(C(O2)CO)O)O)O
• Isomeric SMILES: C1=CC(=CC=C1[N+](=O)[O-])O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O
• Uses: p-Nitrophenyl-β-D-galactopyranoside (cas# 3150-24-1) is a compound useful in organic synthesis.

Technology Process of 4-Nitrophenyl-beta-D-galactopyranoside

There total 12 articles about 4-Nitrophenyl-beta-D-galactopyranoside 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%

4-nitrophenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside (2872-66-4,5987-78-0,13242-51-8,14131-42-1,17042-39-6,30902-95-5,40269-27-0,58918-67-5,67672-66-6,67968-31-4,72002-91-6,76549-82-1,89195-78-8,89195-79-9) → 4-nitrophenyl-β-D-galactopyranoside (3150-24-1)

Guidance literature:

With sodium methylate; In methanol; for 18h;

Reference yield: 95.0%

p-nitrophenyl 2,3,4,6-tetra-O-benzoyl-β-D-gulopyranoside (1262015-20-2) → p-nitrophenyl β-D-mannopyranoside (2492-87-7,3150-24-1,3767-28-0,5779-46-4,7493-95-0,7591-01-7,10357-27-4,35599-02-1,58800-28-5,64912-20-5,67672-67-7,67968-32-5,69967-94-8,89195-84-6)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃;

DOI:10.1016/j.carres.2010.10.001

Reference yield: 51.0%

D-Galactose (10257-28-0) + 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) → 4-nitrophenyl-β-D-galactopyranoside (3150-24-1)

Guidance literature:

With 2-chloro-1,3-dimethylimidazolinium chloride; triethylamine; In water; at -10 ℃; for 1.16667h; stereoselective reaction;

DOI:10.1021/acs.orglett.0c00728

upstream raw materials:

4-nitrophenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

p-nitrophenyl 2,3,4,6-tetra-O-acetyl-α-D-galactopyranoside

4-nitrophenyl O-(5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonic acid)-(2->6)-β-D-galactopyranoside

4-nitrophenyl-α-D-mannopyranoside

Downstream raw materials:

phenyl (2,3,4,6-tetra-O-acetyl-β-D-galacto-pyranosyl)-(1->6)-2,3,4-tri-O-acetyl-1-thio-β-D-glucopyranoside

D-Galactose

3-O-β-D-Galactopyranosyl-β-D-galactopyranose

methyl β-D-galactopyranosyl-(1,3)-α-D-galactopyranoside

Refernces

• 1、 Ota, Ryo,Okamoto, Yumi,Vavricka, Christopher J.,Oka, Takuji,Matsunaga, Emiko,Takegawa, Kaoru,Kiyota, Hiromasa,Izumi, Minoru. "Chemo-enzymatic synthesis of p-nitrophenyl β-D-galactofuranosyl disaccharides from Aspergillus sp. fungal-type galactomannan". . p. 99 - 103. Retrieved 2019/01/16.
• 2、 -. "CARBOHYDRATE FUNCTIONALISED SURFACES". Paragraph 0200; 0202-0203. . Retrieved 2014/09/29.