2-((2-Nitro-1H-imidazol-1-yl)methoxy)-1,3-propanediol

Base Information

• Chemical Name: 2-((2-Nitro-1H-imidazol-1-yl)methoxy)-1,3-propanediol
• CAS No.: 120398-89-2
• Molecular Formula: C₇H₁₁N₃O₅
• Molecular Weight: 217.181
• DSSTox Substance ID: DTXSID90152840
• Nikkaji Number: J397.922I
• Wikidata: Q83019605
• Mol file: 120398-89-2.mol

Synonyms:1,3-Propanediol, 2-((2-nitro-1H-imidazol-1-yl)methoxy)-;1-(2-hydroxy-1-(hydroxymethyl)ethoxy)methyl-2-nitroimidazole;RP 170;RP-170

Chemical Property of 2-((2-Nitro-1H-imidazol-1-yl)methoxy)-1,3-propanediol

Chemical Property:

• Vapor Pressure: 8.99E-12mmHg at 25°C
• Boiling Point: 523.2°C at 760 mmHg
• Flash Point: 270.2°C
• PSA: 113.33000
• Density: 1.56g/cm³
• LogP: -0.35820
• XLogP3: -1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 217.06987046
• Heavy Atom Count: 15
• Complexity: 205

Purity/Quality:

RP 170 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN(C(=N1)[N+](=O)[O-])COC(CO)CO

Technology Process of 2-((2-Nitro-1H-imidazol-1-yl)methoxy)-1,3-propanediol

There total 2 articles about 2-((2-Nitro-1H-imidazol-1-yl)methoxy)-1,3-propanediol 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: 94.0%

1-[2-acetoxy-1-(acetoxymethyl)ethoxy]methyl-2-nitroimidazol (123066-80-8) → RP-170 (120398-89-2)

Guidance literature:

With sodium ethanolate; In methanol; ethanol;

Reference yield:

mononitroimidazole + 2-(acetoxymethoxy)-1,3-propanediyl diacetate (86357-13-3) + ammonia (7664-41-7) + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → RP-170 (120398-89-2)

Guidance literature:

mononitroimidazole; 1,1,1,3,3,3-hexamethyl-disilazane;

2-(acetoxymethoxy)-1,3-propanediyl diacetate; tin(IV) chloride;

ammonia; In methanol;

Reference yield:

RP-170 (120398-89-2) → 1-[2-(toluene-4-sylfoxy)-1-(acetoxymethyl)ethoxy]-methyl-2-nitroimidazole (291764-50-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 4 Angstroem molecular sieves / toluene / 2 h / Heating

1.2: CH₂Cl₂; tetrahydrofuran / 0.5 h / 20 °C

1.3: 58 percent / aq. sodium phosphate buffer / pH 7.1

2.1: 76 percent / pyridine / 5 h / 20 °C

With pyridine; 4 A molecular sieve; In toluene; 1.1: cyclocondensation / 1.2: Ring cleavage / 1.3: Hydrolysis / 2.1: Tosylation;

DOI:10.1002/1099-1344(200007)43:8<785::AID-JLCR363>3.0.CO;2-5

upstream raw materials:

1-[2-acetoxy-1-(acetoxymethyl)ethoxy]methyl-2-nitroimidazol

2-(acetoxymethoxy)-1,3-propanediyl diacetate

ammonia

1,1,1,3,3,3-hexamethyl-disilazane

Downstream raw materials:

1-[2-(toluene-4-sylfoxy)-1-(acetoxymethyl)ethoxy]-methyl-2-nitroimidazole

Refernces

• 1、 -. "Heterocyclic derivatives and radiosensitizing agents and antiviral agents comprising same as their active component". . . Retrieved 2008/06/13.