7-THIO-8-OXOGUANOSINE

Base Information

• Chemical Name: 7-THIO-8-OXOGUANOSINE
• CAS No.: 122970-43-8
• Molecular Formula: C₁₀H₁₁N₃O₆S
• Molecular Weight: 301.28
• Mol file: 122970-43-8.mol

Synonyms:3bDribofuranosylthiazolo[4,5d]pyrimidine2,7(3H,6H)dione;7Thia8oxoguanosine;8Oxo7thioDguanosine;3Dribofuranosylthiazolo[4,5d]pyrimidine2,7(3H,6H)dione

Chemical Property of 7-THIO-8-OXOGUANOSINE

Chemical Property:

• Melting Point: >255℃(dec.)
• PSA: 192.92000
• LogP: -2.31760
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO, Water

Purity/Quality:

97% ^*data from raw suppliers

8-Oxo-7-thioguanosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 7-Thio-8-oxoguanosine can be used to prepare and test for antiviral, antitumor, and immune system enhancing nucleoside and nucleotide analogs.

Technology Process of 7-THIO-8-OXOGUANOSINE

There total 5 articles about 7-THIO-8-OXOGUANOSINE 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: 57.0%

3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)thiazolo<4,5-d>pyrimidine-2,7(3H,6H)-dione (122970-42-7) → 3-β-D-ribofuranosylthiazolo<4,5-d>pyrimidine-2,7(3H,6H)-dione (122970-43-8)

Guidance literature:

With ammonia; In methanol; at 90 ℃; for 14h;

DOI:10.1021/jm00163a064

Reference yield:

5-aminothiazolo<4,5-d>pyrimidine-2,7(3H,6H)-dione (30161-97-8) → 3-β-D-ribofuranosylthiazolo<4,5-d>pyrimidine-2,7(3H,6H)-dione (122970-43-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) HMDS, (NH₄)2SO₄, 2.) trimethylsilyl trifluoromethanesulfonate / 1.) pyridine, reflux, 4 h, 2.) acetonitrile, RT, 16 h

2: 46 percent / tert-butyl nitrite / tetrahydrofuran / 50 - 60 °C

3: 57 percent / ammonia / methanol / 14 h / 90 °C

With ammonium sulfate; tert.-butylnitrite; trimethylsilyl trifluoromethanesulfonate; ammonia; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; methanol;

DOI:10.1021/jm00163a064

Reference yield:

5-amino-3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)thiazolo<4,5-d>pyrimidine-2,7(3H,6H)-dione (122970-39-2) → 3-β-D-ribofuranosylthiazolo<4,5-d>pyrimidine-2,7(3H,6H)-dione (122970-43-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 46 percent / tert-butyl nitrite / tetrahydrofuran / 50 - 60 °C

2: 57 percent / ammonia / methanol / 14 h / 90 °C

With tert.-butylnitrite; ammonia; In tetrahydrofuran; methanol;

DOI:10.1021/jm00163a064

upstream raw materials:

3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)thiazolo<4,5-d>pyrimidine-2,7(3H,6H)-dione

5-aminothiazolo<4,5-d>pyrimidine-2,7(3H,6H)-dione

5-amino-3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)thiazolo<4,5-d>pyrimidine-2,7(3H,6H)-dione

1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribofuranose