5-Carboxymethyluridine

Base Information

• Chemical Name: 5-Carboxymethyluridine
• CAS No.: 20964-06-1
• Molecular Formula: C11H14N2O8
• Molecular Weight: 302.2375
• DSSTox Substance ID: DTXSID20175143
• Nikkaji Number: J2.140.789E
• Wikidata: Q27145450
• Mol file: 20964-06-1.mol

Synonyms:5-carboxymethyluridine

Chemical Property of 5-Carboxymethyluridine

Chemical Property:

• Boiling Point: °Cat760mmHg
• PKA: 3.86±0.10(Predicted)
• Flash Point: °C
• PSA: 162.34000
• Density: 1.717g/cm³
• LogP: -2.81250
• XLogP3: -2.5
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 302.07501541
• Heavy Atom Count: 21
• Complexity: 505

Purity/Quality:

97% ^*data from raw suppliers

5-UridineaceticAcid ^*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)O
• Isomeric SMILES: C1=C(C(=O)NC(=O)N1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)CC(=O)O
• Uses: 5-Uridineacetic Acid is a uridine (U829910), a nucleoside; widely distributed in nature. Uridine is one of the four basic components of ribonucleic acid (RNA).

Technology Process of 5-Carboxymethyluridine

There total 10 articles about 5-Carboxymethyluridine 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%

1-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-5-(ethoxycarbonylmethyl)uracil (29569-28-6) → 5-(carboxymethyl)uridine (20964-06-1)

Guidance literature:

With potassium carbonate; In methanol; at 0 ℃; for 3h;

Reference yield:

C15H16N2O10(2-) → 5-(carboxymethyl)uridine (20964-06-1)

Guidance literature:

With trifluoroacetic acid; In water; at 50 ℃; for 4.5h; Yield given;

Reference yield:

2',3'-O-isopropylideneuridine-5-malonic acid dimethyl ester (110920-80-4) → 5-(carboxymethyl)uridine (20964-06-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.5 N NaOH / H₂O / 3 h / Ambient temperature

2: 50percent trifluoroacetic acid / H₂O / 4.5 h / 50 °C

With sodium hydroxide; trifluoroacetic acid; In water;

upstream raw materials:

1-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-5-(ethoxycarbonylmethyl)uracil

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

ethyl 2-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)acetate

(2,4-bis-trimethylsilanyloxy-pyrimidin-5-yl)-acetic acid ethyl ester

Downstream raw materials:

5-<(methylcarboxy)methyl>uridine

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