Uridine, 4',5'-didehydro-5'-deoxy-

Base Information

• Chemical Name: Uridine, 4',5'-didehydro-5'-deoxy-
• CAS No.: 14365-63-0
• Molecular Formula: C9H10N2O5
• Molecular Weight: 226.189
• Mol file: 14365-63-0.mol

Synonyms:1-((2R,3R,4S)-3,4-dihydroxy-5-methylene-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione;1-(5-deoxy-β-D-erythro-pent-4-enofuranosyl)uracil;4',5'-didehydro-5'-deoxy-uridine;1-(5-Desoxy-β-D-erythro-Δ4-pentenofuransoyl)-uracil;5'-deoxyuridin-4'-ene;1-(5'-Deoxy-β-D-erythro-pent-4'-enofuranosyl)uracil;

Chemical Property of Uridine, 4',5'-didehydro-5'-deoxy-

Chemical Property:

• PSA: 104.55000
• LogP: -1.69910

Purity/Quality:

97% ^*data from raw suppliers

4'',5''-Didehydro-5''-deoxy-uridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Uridine, 4',5'-didehydro-5'-deoxy-

There total 6 articles about Uridine, 4',5'-didehydro-5'-deoxy- 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: 93.0%

1-((2R,3R,4S,5S)-3,4-dihydroxy-5-iodomethyl-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione (14259-58-6) → 5'-deoxyuridin-4'-ene (14365-63-0)

Guidance literature:

With sodium methylate; In methanol; at 80 ℃; for 16h;

Reference yield: 75.1%

1-(2’,3’-di-O-acetyl-β-D-erythro-pent-4’-enofuranosyl)uracil (14365-62-9) → 5'-deoxyuridin-4'-ene (14365-63-0)

Guidance literature:

With ammonia; In methanol; water; at 20 ℃; for 18h;

Reference yield:

uridine (58-96-8) → 5'-deoxyuridin-4'-ene (14365-63-0)

Guidance literature:

Multi-step reaction with 2 steps

1: triphenylphosphine; 1H-imidazole; pyridine; iodine / tetrahydrofuran / 14 h / 0 - 20 °C

2: sodium methylate / methanol / 3 h / 60 °C

With pyridine; 1H-imidazole; iodine; sodium methylate; triphenylphosphine; In tetrahydrofuran; methanol;

upstream raw materials:

1-(2’,3’-di-O-acetyl-β-D-erythro-pent-4’-enofuranosyl)uracil

2’,3’-di-O-acetyl-5’-deoxy-5’-iodouridine

1-((2R,3R,4S,5S)-3,4-dihydroxy-5-iodomethyl-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione

dichloromethane

Downstream raw materials:

5'-deoxy-5'-iodo-4'-fluoro-2',3'-di-O-benzoyluridine

4'-fluoro-2',3'-di-O-benzoyluridine

C₂₆H₃₁FN₃O₁₀P

benzoic acid (2R,3S,4R,5R)-2-azido-3,4-dibenzoyloxy-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-tetrahydrofuran-2-ylmethyl ester