3' (3-(2-Chloroethyl)-3-nitrosoureido)-2',3'-dideoxyuridine

Base Information

• Chemical Name: 3' (3-(2-Chloroethyl)-3-nitrosoureido)-2',3'-dideoxyuridine
• CAS No.: 96699-73-9
• Molecular Formula: C₁₂H₁₆ClN₅O₆
• Molecular Weight: 361.742
• DSSTox Substance ID: DTXSID10242393
• Wikidata: Q83126077
• Mol file: 96699-73-9.mol

Synonyms:3' (3-(2-chloroethyl)-3-nitrosoureido)-2',3'-dideoxyuridine;3'-CDUNU

Chemical Property of 3' (3-(2-Chloroethyl)-3-nitrosoureido)-2',3'-dideoxyuridine

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 149.84000
• Density: 1.74g/cm³
• LogP: -0.26650
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 361.0789109
• Heavy Atom Count: 24
• Complexity: 558

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(OC1N2C=CC(=O)NC2=O)CO)NC(=O)N(CCCl)N=O
• Isomeric SMILES: C1[C@@H]([C@H](O[C@H]1N2C=CC(=O)NC2=O)CO)NC(=O)N(CCCl)N=O

Technology Process of 3' (3-(2-Chloroethyl)-3-nitrosoureido)-2',3'-dideoxyuridine

There total 3 articles about 3' (3-(2-Chloroethyl)-3-nitrosoureido)-2',3'-dideoxyuridine 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: 77.0%

3'-<3-(2-chloroethyl)ureido>-2',3'-dideoxyuridine (96699-72-8) → 3'-<3-(2-chloroethyl)-3-nitrosoureido>-2',3'-dideoxyuridine (96699-73-9)

Guidance literature:

With acetic acid; sodium nitrite; at 0 ℃; for 4h;

DOI:10.1021/jm00155a044

Reference yield:

Navuridine (84472-85-5) → 3'-<3-(2-chloroethyl)-3-nitrosoureido>-2',3'-dideoxyuridine (96699-73-9)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / 10percent Pd/C / ethanol

2: 44 percent / methanol

3: 77 percent / sodium nitrite, 80percent aq. HOAc / 4 h / 0 °C

With hydrogen; acetic acid; sodium nitrite; palladium on activated charcoal; In methanol; ethanol;

DOI:10.1021/jm00155a044

Reference yield:

3'-amino-2',3'-dideoxyuridine (84472-86-6) → 3'-<3-(2-chloroethyl)-3-nitrosoureido>-2',3'-dideoxyuridine (96699-73-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 44 percent / methanol

2: 77 percent / sodium nitrite, 80percent aq. HOAc / 4 h / 0 °C

With acetic acid; sodium nitrite; In methanol;

DOI:10.1021/jm00155a044

upstream raw materials:

3'-<3-(2-chloroethyl)ureido>-2',3'-dideoxyuridine

Navuridine

3'-amino-2',3'-dideoxyuridine

Refernces