7,8-dihydro-7-methyl-8-thioxoguanosine

Base Information

• Chemical Name: 7,8-dihydro-7-methyl-8-thioxoguanosine
• CAS No.: 127794-14-3
• Molecular Formula: C₁₁H₁₅N₅O₅S
• Molecular Weight: 329.337
• Mol file: 127794-14-3.mol

Synonyms:2-Amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7-methyl-8-thioxo-1,7,8,9-tetrahydro-purin-6-one;

Chemical Property of 7,8-dihydro-7-methyl-8-thioxoguanosine

Chemical Property:

• Vapor Pressure: 6.37E-16mmHg at 25°C
• Boiling Point: 581.1°C at 760 mmHg
• Flash Point: 305.2°C
• PSA: 183.64000
• Density: 2.11g/cm³
• LogP: -1.43250

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 7,8-dihydro-7-methyl-8-thioxoguanosine

There total 5 articles about 7,8-dihydro-7-methyl-8-thioxoguanosine 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: 60.0%

2-chloro-8,9-dihydro-7-methyl-9-(β-D-ribofuranosyl)-8-thioxopurin-6(1H)-one (127794-18-7) → 7,8-dihydro-7-methyl-8-thioxoguanosine (127794-14-3)

Guidance literature:

With ammonia; In methanol; at 150 ℃;

DOI:10.1021/jm00170a013

Reference yield:

2,6,8-trichloro-7-methylpurine (16404-16-3) → 7,8-dihydro-7-methyl-8-thioxoguanosine (127794-14-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 83.4 percent / thiourea / ethanol / 2 h / Heating

2: 2N aq. NaOH / Heating

3: 1.) hexamethyldisilazane, trimethylsilyl triflate, trimethylsilyl chloride / 1.) acetonitryle, reflux, 3 h, 2.) reflux, 0.5 h

4: 86.8 percent / NaOCH₃ / methanol / 3 h / Ambient temperature

5: 60 percent / liq. NH₃ / methanol / 150 °C

With sodium hydroxide; chloro-trimethyl-silane; trimethylsilyl trifluoromethanesulfonate; ammonia; sodium methylate; thiourea; 1,1,1,3,3,3-hexamethyl-disilazane; In methanol; ethanol;

DOI:10.1021/jm00170a013

Reference yield:

2-chloro-8,9-dihydro-7-methyl-8-thioxopurin-6(1H)-one (127794-16-5) → 7,8-dihydro-7-methyl-8-thioxoguanosine (127794-14-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) hexamethyldisilazane, trimethylsilyl triflate, trimethylsilyl chloride / 1.) acetonitryle, reflux, 3 h, 2.) reflux, 0.5 h

2: 86.8 percent / NaOCH₃ / methanol / 3 h / Ambient temperature

3: 60 percent / liq. NH₃ / methanol / 150 °C

With chloro-trimethyl-silane; trimethylsilyl trifluoromethanesulfonate; ammonia; sodium methylate; 1,1,1,3,3,3-hexamethyl-disilazane; In methanol;

DOI:10.1021/jm00170a013

upstream raw materials:

2-chloro-8,9-dihydro-7-methyl-9-(β-D-ribofuranosyl)-8-thioxopurin-6(1H)-one

2,6,8-trichloro-7-methylpurine

2-chloro-8,9-dihydro-7-methyl-8-thioxopurin-6(1H)-one

2,6-dichloro-8,9-dihydro-7-methylpurine-8-thione

Refernces