4-Nitrophenyl-beta-D-mannopyranoside

Base Information

• Chemical Name: 4-Nitrophenyl-beta-D-mannopyranoside
• CAS No.: 35599-02-1
• Molecular Formula: C12H15 N O8
• Molecular Weight: 301.253
• Hs Code.: 29400090
• European Community (EC) Number: 252-633-9
• DSSTox Substance ID: DTXSID001298822
• Nikkaji Number: J260.656I
• Wikidata: Q27463058
• ChEMBL ID: CHEMBL4462691
• Mol file: 35599-02-1.mol

Synonyms:4-nitrophenyl-beta-D-mannopyranoside;p-nitrophenyl-beta-D-mannoside;para-nitrophenyl-beta-D-mannopyranoside;PNPBM

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

Chemical Property:

• Vapor Pressure: 2.14E-14mmHg at 25°C
• Melting Point: 207-209 °C
• Boiling Point: 582.2°Cat760mmHg
• PKA: 12.55±0.70(Predicted)
• Flash Point: 305.9°C
• Density: 1.599g/cm³
• Storage Temp.: 2-8°C
• Solubility.: H2O: 10 mg/mL, clear, very faintly yellow
• 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%, ^*data from raw suppliers

p-Nitrophenyl b-D-Mannopyranoside ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

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-Mannopyranoside (cas# 35599-02-1) is a compound useful in organic synthesis. 4-Nitrophenyl β-D-mannopyranoside has been used:as a substrate to analyze the action mechanism of Pyrococcus furiosus thermostable glycosidase (PFTG) and kinetic parameters by isothermal titration calorimetry (ITC)as a substrate for GH1-glucosidase (EaBgl1A) enzymeas a substrate for screening cucumber enzymes

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

There total 16 articles about 4-Nitrophenyl-beta-D-mannopyranoside 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: 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: 73.0%

4-nitrophenyl 2,3,4,6-tetra-O-acetyl-β-D-mannopyranoside (58918-67-5) → 4-nitrophenyl-β-D-mannopyranoside (35599-02-1)

Guidance literature:

With sodium methylate; In methanol; at 4 ℃;

DOI:10.1016/0008-6215(83)84067-1

Reference yield: 47.0%

Acetic acid (3aS,4S,6R,7R,7aS)-6-acetoxymethyl-4-(4-nitro-phenoxy)-2-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester (60869-86-5) → 4-nitrophenyl-β-D-mannopyranoside (35599-02-1)

Guidance literature:

With Dowex-1 (basic) resin; In methanol; Ambient temperature;

DOI:10.1016/0008-6215(88)84013-8

upstream raw materials:

Acetic acid (3aS,4S,6R,7R,7aS)-6-acetoxymethyl-4-(4-nitro-phenoxy)-2-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester

β-<(4-Nitro-phenyl)-2,3:4,6-di-O-cyclohexyliden-D-mannopyranosid>

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

4-nitro-phenol

Downstream raw materials:

p-nitrophenyl 2-O-benzyl-4,6-O-cyclohexylidene-β-D-mannopyranoside

p-nitrophenyl 3-O-benzoyl-4,6-O-cyclohexylidene-β-D-mannopyranoside

p-nitrophenyl 3-O-benzoyl-2-O-benzyl-4,6-O-cyclohexylidene-β-D-mannopyranoside

p-nitrophenyl O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-(1-3)-2-O-benzyl-α-D-mannopyranoside