5-Methoxycarbonylmethyl-2-thiouridine

Base Information

• Chemical Name: 5-Methoxycarbonylmethyl-2-thiouridine
• CAS No.: 20299-15-4
• Molecular Formula: C₁₂H₁₆N₂O₇S
• Molecular Weight: 332.334
• DSSTox Substance ID: DTXSID401277755
• Metabolomics Workbench ID: 53772
• Nikkaji Number: J1.462.828B
• Wikidata: Q27109315

Synonyms:5-carbomethoxymethyl-2-thiouridine;5-MCMSU;5-methoxycarbonylmethyl-2-thiouridine

Chemical Property of 5-Methoxycarbonylmethyl-2-thiouridine

Chemical Property:

• XLogP3: -1.9
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 332.06782203
• Heavy Atom Count: 22
• Complexity: 524

Purity/Quality:

99%, ^*data from raw suppliers

5-(Methoxycarbonylmethyl)-2-thiouridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)CC1=CN(C(=S)NC1=O)C2C(C(C(O2)CO)O)O
• Isomeric SMILES: COC(=O)CC1=CN(C(=S)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O
• Uses: 5-(Methoxycarbonylmethyl)-2-thiouridine can be used as analyte in biological study for attomole quantification and global profile of RNA modifications in study of epitranscriptome of human neural stem cells. It can also be used to biological computational studies to provide insights into effects of modified ribonucleotides and Mg2+ on structures and stabilities of tRNAs. A trace nucleoside, isolated from yeast transfer RNA. A nucleoside in the anticodon at the wobble position of some Saccharomyces cerevisiae bacteria.

Technology Process of 5-Methoxycarbonylmethyl-2-thiouridine

There total 8 articles about 5-Methoxycarbonylmethyl-2-thiouridine 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:

C18H22N2O10S (1613530-52-1) → 2-thio-5-<(methylcarboxy)methyl>uridine (20299-15-4)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 1h;

Reference yield:

5-methoxycarbonylmethyl-2-thiouracil (29571-40-2) → 2-thio-5-<(methylcarboxy)methyl>uridine (20299-15-4)

Guidance literature:

With ammonium sulfate; sodium methylate; tin(IV) chloride; sodium hydrogencarbonate; In methanol; dichloromethane;

Reference yield:

C18H22N2O10S → 2-thio-5-<(methylcarboxy)methyl>uridine (20299-15-4)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 1h;

upstream raw materials:

1,2,3,5-tetraacetylribose

5-methoxycarbonylmethyl-2-thiouracil

Dimethyl succinate

C₁₈H₂₂N₂O₁₀S

Downstream raw materials:

5-(carbamoylmethyl)uridine

5-carboxymethyl-2-thiouridine

5-<(methylcarboxy)methyl>uridine

1-(β-D-ribofuranosyl)-5-methoxycarbonylmethyl-4(1H)-pyrimidinone

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