2',3'-O-Isopropylidene-2-thiouridine

Base Information

• Chemical Name: 2',3'-O-Isopropylidene-2-thiouridine
• CAS No.: 6984-55-0
• Molecular Formula: C12H16N2O5S
• Molecular Weight: 300.33100
• Mol file: 6984-55-0.mol

Synonyms:Uridine, 2',3'-O-(1-methylethylidene)-2-thio-;4-Hydroxy-1-((3aR,4R,6R,6aR)-6-hydroxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-1H-pyrimidine-2-thione;2-Desoxy-2-thioxo-2',3'-O-isopropyliden-uridin;

Chemical Property of 2',3'-O-Isopropylidene-2-thiouridine

Chemical Property:

• PSA: 118.06000
• LogP: 0.72800

Purity/Quality:

97% ^*data from raw suppliers

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:

SDS file from LookChem

Useful:

Technology Process of 2',3'-O-Isopropylidene-2-thiouridine

There total 11 articles about 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: 94.36%

2-thiouridine (20235-78-3) + 2,2-dimethoxy-propane (77-76-9) → 2',3'-O-isopropylidene-2-thiouridine (6984-55-0)

Guidance literature:

With toluene-4-sulfonic acid; In acetone; at 20 ℃; for 2h; Concentration;

Reference yield: 90.0%

2',3'-O-isopropylidene-O2,5'-cyclouridine (3868-21-1) → 2',3'-O-isopropylidene-2-thiouridine (6984-55-0)

Guidance literature:

With pyridine; hydrogen sulfide;

DOI:10.1021/jo000338b

Reference yield:

2',3',5'-tri-O-acetyl-2-thiouridine (28542-31-6) → 2',3'-O-isopropylidene-2-thiouridine (6984-55-0)

Guidance literature:

Multi-step reaction with 2 steps

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

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

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

upstream raw materials:

2',3'-O-isopropylidene-O²,5'-cyclouridine

2',3'-O-isopropylideneuridine

1,2,3,5-tetraacetylribose

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

Downstream raw materials:

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

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

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