5-HydroxyMethyl-2',3'-O-isopropylidene-2-thiouridine

Base Information

• Chemical Name: 5-HydroxyMethyl-2',3'-O-isopropylidene-2-thiouridine
• CAS No.: 58479-71-3
• Molecular Formula: C13H18N2O6S
• Molecular Weight: 330.36
• Mol file: 58479-71-3.mol

Synonyms:5-HydroxyMethyl-2',3'-O-isopropylidene-2-thiouridine;5-Hydroxymethyl-2',3'-di-O-isopropylidene-2-thiouridine;5-(Hydroxymethyl)-2',3'-O-(1-methylethylidene)-2-thiouridine;Uridine, 5-(hydroxymethyl)-2',3'-O-(1-methylethylidene)-2-thio-

Chemical Property of 5-HydroxyMethyl-2',3'-O-isopropylidene-2-thiouridine

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

5-(Hydroxymethyl)-1-((3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-2-thioxo-2,3-dihydropyrimidin-4(1H)-one 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-HydroxyMethyl-2',3'-O-isopropylidene-2-thiouridine

There total 9 articles about 5-HydroxyMethyl-2',3'-O-isopropylidene-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: 87.51%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2',3'-O-isopropylidene-2-thiouridine (6984-55-0) → 5-hydroxymethyl-2',3'-O-isopropylidene-2-thiouridine (58479-71-3)

Guidance literature:

With water; potassium hydroxide; at 50 ℃; Concentration;

Reference yield:

2',3',5'-tri-O-acetyl-2-thiouridine (28542-31-6) → 5-hydroxymethyl-2',3'-O-isopropylidene-2-thiouridine (58479-71-3)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium hydroxide / methanol / 0.5 h / 20 °C

2: toluene-4-sulfonic acid / acetone / 2 h / 20 °C

3: potassium hydroxide / water / 50 °C

With toluene-4-sulfonic acid; potassium hydroxide; lithium hydroxide; In methanol; water; acetone;

Reference yield:

2-thiouridine (20235-78-3) → 5-hydroxymethyl-2',3'-O-isopropylidene-2-thiouridine (58479-71-3)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / acetone / 2 h / 20 °C

2: potassium hydroxide / water / 50 °C

With toluene-4-sulfonic acid; potassium hydroxide; In water; acetone;

upstream raw materials:

1,2,3,5-tetraacetylribose

2',3',5'-tri-O-acetyl-2-thiouridine

2-thiouridine

formaldehyd

Downstream raw materials:

2-thio-5-<<(carboxymethyl)amino>methyl>uridine

2-thio-5-<(methylamino)methyl>uridine

C₂₃H₂₈F₃N₃O₈S₂

C₂₃H₂₈N₄O₉S

Refernces

• 1、 -. "ALTERNATIVE NUCLEIC ACID MOLECULES AND USES THEREOF". . . Retrieved 2016/06/28.
• 2、 -. "MODIFIED NUCLEIC ACID MOLECULES AND USES THEREOF". . . Retrieved 2014/07/07.