Uridine monophosphate-uridine

Base Information

• Chemical Name: Uridine monophosphate-uridine
• CAS No.: 2415-43-2
• Molecular Formula: C18H23 N4 O14 P
• Molecular Weight: 550.373
• European Community (EC) Number: 219-325-6
• DSSTox Substance ID: DTXSID401313125
• Nikkaji Number: J216.056K
• Wikidata: Q27466945
• Mol file: 2415-43-2.mol

Synonyms:Up-U;UpU;uridine monophosphate-uridine;uridylyl(3'-5')uridine

Chemical Property of Uridine monophosphate-uridine

Chemical Property:

• PKA: 1.37±0.50(Predicted)
• PSA: 274.67000
• Density: 1.88±0.1 g/cm3(Predicted)
• LogP: -4.54120
• XLogP3: -5.8
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 8
• Exact Mass: 550.09483842
• Heavy Atom Count: 37
• Complexity: 1070

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)OC3C(OC(C3O)N4C=CC(=O)NC4=O)CO)O)O
• Isomeric SMILES: C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O[C@@H]3[C@H](O[C@H]([C@@H]3O)N4C=CC(=O)NC4=O)CO)O)O

Technology Process of Uridine monophosphate-uridine

There total 62 articles about Uridine monophosphate-uridine 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: 88.0%

C90H111ClN5O23P → uridylyl-3',5'-uridine (2415-43-2)

Guidance literature:

With tetrabutyl ammonium fluoride; ammonia; acetic acid; 1.) dioxane, H₂O, 2 days, 2.) 20 deg C, 24 h, 3.) 20 deg C, 4 h;

DOI:10.1016/S0040-4020(01)88067-4

Reference yield: 73.0%

C89H107ClN5O24P → uridylyl-3',5'-uridine (2415-43-2)

Guidance literature:

With ammonia; acetic acid; N,N,N',N'-tetramethylguanidine; 1.) dioxane, H₂O, 24 h , 2.) 20 deg C, 72 h, 3.) 20 deg C, 6 h;

DOI:10.1016/S0040-4020(01)88067-4

Reference yield: 30.0%

Lithium; (3aR,4R,6R,6aR)-4-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-6-hydroxymethyl-2-oxo-tetrahydro-2λ5-furo[3,4-d][1,3,2]dioxaphosphol-2-olate + uridine (58-96-8) → uridylyl-3',5'-uridine (2415-43-2)

Guidance literature:

With ribonuclease A; In water; at 0 ℃; for 48h;

upstream raw materials:

uridine 2',3'-cyclic phosphate

uridine

2',3'-di-O-acetyl-uridine

O^2'-tetrahydropyran-2-yl-O^5'-trityl-[3']uridylic acid

Downstream raw materials:

uridine 2',3'-cyclic phosphate

uridine

uridine 2'-monophosphate

uridine-3'-phosphate

Refernces

• 1、 Westman,Sigurdsson,Almer,Thelin,Stawinski,Rozners,Stromberg. "RNA-synthesis using the H-phosphonate approach and an improved protecting group strategy". . p. 883 - 887. Retrieved 1995.
• 2、 Kawahara,Wada,Sekine. "Unprecedented mild acid-catalyzed desilylation of the 2'-O-tert-butyldimethylsilyl group from chemically synthesized oligoribonucleotide intermediates via neighboring group participation of the internucleotidic phosphate residue". . p. 9461 - 9468. Retrieved 1996.
• 3、 Linjalahti, Heidi,Feng, Guoqiang,Mareque-Rivas, Juan C.,Mikkola, Satu,Williams, Nicholas H.. "Cleavage and isomerization of UpU promoted by dinuclear metal ion complexes". . p. 4232 - 4233. Retrieved 2008/10/09.
• 4、 Lloyd, Wayne,Reese, Colin B.,Song, Quanlai,Vandersteen, Anthony M.,Visintin, Cristina,Zhang, Pei-Zhou. "Some observations relating to the use of 1-aryl-4-alkoxypiperidin-4-yl groups for the protection of the 2′-hydroxy functions in the chemical synthesis of oligoribonucleotides". . p. 165 - 176. Retrieved 2007/10/03.