NSC 108608

Base Information

• Chemical Name: NSC 108608
• CAS No.: 4099-84-7
• Molecular Formula: C10H14N6O4
• Molecular Weight: 282.259
• Hs Code.: 2934999090
• Mol file: 4099-84-7.mol

Synonyms:2-amino-9-((2R,3R,4S,5R)-5-(aminomethyl)-3,4-dihydroxytetrahydrofuran-2-yl)-1H-purin-6(9H)-one;5'-Amino-5'deoxyguanosin;2h-purin-6-ol,9-(5-amino-5-deoxypentofuranosyl)-3,9-dihydro-2-imino;5'-Amino-5'-desoxy-guanosin;5'-amino-5'-deoxyguanosine;

Chemical Property of NSC 108608

Chemical Property:

• Vapor Pressure: 3.79E-23mmHg at 25°C
• Boiling Point: 742.4°C at 760 mmHg
• Flash Point: 402.8°C
• PSA: 165.30000
• Density: 2.25g/cm³
• LogP: -1.43880
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

97% ^*data from raw suppliers

Guanosine,5'-amino-5'-deoxy- 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of NSC 108608

There total 6 articles about NSC 108608 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: 92.0%

2-amino-9-((2R,3R,4S,5S)-3,4-dihydroxy-5-(azidomethyl)-tetrahydrofuran-2-yl)-1H-purin-6(9H)-one → 2-amino-9-((2R,3R,4S,5R)-5-(aminomethyl)-3,4-dihydroxytetrahydrofuran-2-yl)-1H-purin-6(9H)-one (4099-84-7)

Guidance literature:

2-amino-9-((2R,3R,4S,5S)-3,4-dihydroxy-5-(azidomethyl)-tetrahydrofuran-2-yl)-1H-purin-6(9H)-one; With pyridine; triphenylphosphine; at 20 ℃; for 5h;

With ammonia; In water; at 20 ℃; for 39h;

DOI:10.1039/c004165c

Reference yield:

2-amino-9-((2R,3R,4S,5S)-3,4-dihydroxy-5-(iodomethyl)-tetrahydrofuran-2-yl)-1H-purin-6(9H)-one (68200-68-0) → 2-amino-9-((2R,3R,4S,5R)-5-(aminomethyl)-3,4-dihydroxytetrahydrofuran-2-yl)-1H-purin-6(9H)-one (4099-84-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 69 percent / NaN₃ / dimethylformamide / 20 h / 80 °C

2.1: Ph₃P / pyridine / 3 h / 20 °C

2.2: 78 percent / aq. NH₄OH / 18 h / 20 °C

With sodium azide; triphenylphosphine; In pyridine; N,N-dimethyl-formamide;

DOI:10.1081/SCC-120004140

Reference yield:

G (118-00-3) → 2-amino-9-((2R,3R,4S,5R)-5-(aminomethyl)-3,4-dihydroxytetrahydrofuran-2-yl)-1H-purin-6(9H)-one (4099-84-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: iodine; triphenylphosphine; 1H-imidazole / N,N-dimethyl-formamide / 20 °C

2.1: sodium azide / N,N-dimethyl-formamide / 90 °C

3.1: pyridine; triphenylphosphine / 20 °C

3.2: 20 °C

With pyridine; 1H-imidazole; sodium azide; iodine; triphenylphosphine; In N,N-dimethyl-formamide;

upstream raw materials:

2-amino-9-((2R,3R,4S,5S)-3,4-dihydroxy-5-(iodomethyl)-tetrahydrofuran-2-yl)-1H-purin-6(9H)-one

5'-amino-5'-deoxyguanosine-5'-N-phosphoramidate

G

Downstream raw materials:

5'-amino-5'-deoxyguanosine-5'-N-phosphoramidate

3-(((2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9(6H)-yl)-3,4-dihydroxytetrahydrofuran-2-ylmethyl)amino)-4-(2-nitrobenzylamino)cyclobut-3-ene-1,2-dione

3-(((2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9(6H)-yl)-3,4-dihydroxytetrahydrofuran-2-ylmethyl)amino)-4-(3-nitrobenzylamino)cyclobut-3-ene-1,2-dione

3-(((2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9(6H)-yl)-3,4-dihydroxytetrahydrofuran-2-ylmethyl)amino)-4-(4-nitrobenzylamino)cyclobut-3-ene-1,2-dione