2-Nitrophenylmaltoside

Base Information

• Chemical Name: 2-Nitrophenylmaltoside
• CAS No.: 31208-93-2
• Molecular Formula: C18H25 N O13
• Molecular Weight: 463.395
• DSSTox Substance ID: DTXSID70185136
• Wikidata: Q83056111
• Mol file: 31208-93-2.mol

Synonyms:2-nitrophenylmaltoside;ortho-nitrophenylmaltoside

Chemical Property of 2-Nitrophenylmaltoside

Chemical Property:

• Vapor Pressure: 3.94E-26mmHg at 25°C
• Melting Point: 153-155 °C(Solv: ethanol (64-17-5); ethyl ether (60-29-7))
• Boiling Point: 787.5°C at 760 mmHg
• PKA: 12.56±0.70(Predicted)
• Flash Point: 430.1°C
• PSA: 224.35000
• Density: 1.7g/cm³
• LogP: -2.87910
• XLogP3: -2.6
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 6
• Exact Mass: 463.13258985
• Heavy Atom Count: 32
• Complexity: 620

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)[N+](=O)[O-])OC2C(C(C(C(O2)CO)OC3C(C(C(C(O3)CO)O)O)O)O)O
• Isomeric SMILES: C1=CC=C(C(=C1)[N+](=O)[O-])O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O

Technology Process of 2-Nitrophenylmaltoside

There total 4 articles about 2-Nitrophenylmaltoside 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:

Acetic acid (2R,3R,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-2-(2-nitro-phenoxy)-5-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester (77988-25-1) → o-nitrophenyl α-D-maltosid (31208-93-2)

Guidance literature:

With sodium methylate; In methanol; Yield given;

Reference yield:

1,2,3,6,2',3',4',6'-octa-O-acetylmaltose (3616-19-1,5328-50-7,5346-90-7,6291-42-5,6920-00-9,20764-63-0,20880-65-3,22352-19-8,23973-20-8,32447-69-1,34213-32-6,52554-32-2,53956-64-2,56907-29-0,56994-12-8,56994-13-9,57128-38-8,67650-36-6,68036-17-9,68036-19-1,78215-50-6,78215-51-7,79549-48-7,80446-82-8,85249-04-3,93221-83-1,93779-27-2,111407-83-1,111407-84-2,111407-85-3,120328-65-6,123809-59-6,132341-46-9,132341-47-0,132341-49-2,145307-94-4,20880-60-8) → o-nitrophenyl α-D-maltosid (31208-93-2)

Guidance literature:

Multi-step reaction with 3 steps

1: dichloromethyl methyl ether, boron trifluoride

2: 37 percent / hexamethylphosphoric acid triamide / 40 deg C, 6 h; r.t.

3: 1 M sodium methoxide / methanol

With Dichloromethyl methyl ether; boron trifluoride; sodium methylate; In methanol; N,N,N,N,N,N-hexamethylphosphoric triamide;

Reference yield:

2,3,6-tri-O-acetyl-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranosyl chloride (7166-81-6) → o-nitrophenyl α-D-maltosid (31208-93-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 37 percent / hexamethylphosphoric acid triamide / 40 deg C, 6 h; r.t.

2: 1 M sodium methoxide / methanol

With sodium methylate; In methanol; N,N,N,N,N,N-hexamethylphosphoric triamide;

upstream raw materials:

Acetic acid (2R,3R,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-2-(2-nitro-phenoxy)-5-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

1,2,3,6,2',3',4',6'-octa-O-acetylmaltose

2,3,6-tri-O-acetyl-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranosyl chloride

Downstream raw materials:

o-nitrophenyl-α-D-galactopyranoside