5-Hydroxymethyluridine

Base Information

• Chemical Name: 5-Hydroxymethyluridine
• CAS No.: 30414-00-7
• Molecular Formula: C10H14 N2 O7
• Molecular Weight: 274.23
• DSSTox Substance ID: DTXSID00952752
• Nikkaji Number: J139.632C
• Wikidata: Q82931430
• Metabolomics Workbench ID: 87089
• Mol file: 30414-00-7.mol

Synonyms:5-hydroxymethyluridine

Chemical Property of 5-Hydroxymethyluridine

Chemical Property:

• Melting Point: 167-168 °C
• Boiling Point: °Cat760mmHg
• PKA: 9.01±0.10(Predicted)
• Flash Point: °C
• PSA: 145.27000
• Density: 1.689g/cm³
• LogP: -2.94730
• XLogP3: -2.3
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 274.08010079
• Heavy Atom Count: 19
• Complexity: 424

Purity/Quality:

97% ^*data from raw suppliers

1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-(hydroxymethyl)pyrimidine-2,4(1H,3H)-dione 97% ^*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)CO
• Isomeric SMILES: C1=C(C(=O)NC(=O)N1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)CO

Technology Process of 5-Hydroxymethyluridine

There total 10 articles about 5-Hydroxymethyluridine 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%

2',3'-O-isopropylidene-5-hydroxymethyl-uridine (3816-77-1) → 5-(hydroxymethyl)uridine (30414-00-7)

Guidance literature:

With water; acetic acid; for 5h; Heating;

DOI:10.1080/15257770008033040

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + uridine (58-96-8) → 5-(hydroxymethyl)uridine (30414-00-7)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/ja01519a056

Reference yield:

2',3'-O-isopropylideneuridine (362-43-6) → 5-(hydroxymethyl)uridine (30414-00-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 31 percent / KOH / H₂O / 48 h / 60 °C

2: AcOH / H₂O / 5 h / Heating

With potassium hydroxide; acetic acid; In water;

DOI:10.1016/j.tetlet.2006.09.083

upstream raw materials:

formaldehyd

uridine

2',3'-O-isopropylidene-5-hydroxymethyl-uridine

2',3'-O-isopropylideneuridine

Downstream raw materials:

5-Methyluridine

acetic acid 3-acetoxy-2-acetoxymethyl-6-(1-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-ylmethoxy)-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-4-yl ester

2',3'-didehydro-2',3'-dideoxy-5-hydroxymethyluridine