5-Carbamoylmethyluridine

Base Information

• Chemical Name: 5-Carbamoylmethyluridine
• CAS No.: 29569-30-0
• Molecular Formula: C11H15 N3 O7
• Molecular Weight: 301.256
• DSSTox Substance ID: DTXSID60183742
• Nikkaji Number: J1.224.738I
• Wikidata: Q27131521
• Metabolomics Workbench ID: 61929
• Mol file: 29569-30-0.mol

Synonyms:5-carbamoylmethyluridine;5-CBMU

Chemical Property of 5-Carbamoylmethyluridine

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 169.12000
• Density: 1.653g/cm³
• LogP: -2.26210
• XLogP3: -3.2
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 301.09099983
• Heavy Atom Count: 21
• Complexity: 506

Purity/Quality:

97% ^*data from raw suppliers

5-Carbamoylmethyluridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=O)NC(=O)N1C2C(C(C(O2)CO)O)O)CC(=O)N
• Isomeric SMILES: C1=C(C(=O)NC(=O)N1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)CC(=O)N
• Uses: 5-Uridineacetamide is a modified nucleoside, and a putative cancer biomarker.

Technology Process of 5-Carbamoylmethyluridine

There total 9 articles about 5-Carbamoylmethyluridine 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: 99.0%

5-Hydroxy-uridin (957-77-7) + 2-(triphenylphosphoranylidene)acetamide (38821-11-3) → 5-(carbamoylmethyl)uridine (29569-30-0)

Guidance literature:

In 1,4-dioxane; Heating;

DOI:10.1039/c39810000623

Reference yield: 75.0%

2-thio-5-<(methylcarboxy)methyl>uridine (20299-15-4) → 5-(carbamoylmethyl)uridine (29569-30-0)

Guidance literature:

With ammonium hydroxide; In water; at 25 ℃; for 18h;

DOI:10.1080/07328319908044873

Reference yield: 61.6%

5-<(methylcarboxy)methyl>uridine (29428-50-0) → 5-(carbamoylmethyl)uridine (29569-30-0)

Guidance literature:

With ammonium hydroxide; Ambient temperature;

DOI:10.1016/S0040-4020(01)96481-6

upstream raw materials:

5-Hydroxy-uridin

2-(triphenylphosphoranylidene)acetamide

5-<(methylcarboxy)methyl>uridine

2-thio-5-<(methylcarboxy)methyl>uridine