2'-Amino-2'-deoxyguanosine

Base Information

• Chemical Name: 2'-Amino-2'-deoxyguanosine
• CAS No.: 60966-26-9
• Molecular Formula: C₁₀H₁₄N₆O₄
• Molecular Weight: 282.259
• Hs Code.: 2922199090
• Mol file: 60966-26-9.mol

Synonyms:(2'-Amino-2'-deoxypentofuranosyl)guanine;2'-Amino-2'-deoxyguanosine;2'-Deoxy-2'-aminoguanosine;NSC 241514;

Chemical Property of 2'-Amino-2'-deoxyguanosine

Chemical Property:

• Melting Point: 252-254 °C
• Boiling Point: 753.4 °C at 760 mmHg
• PKA: 9?+-.0.20(Predicted)
• Flash Point: 409.4 °C
• PSA: 165.30000
• Density: 2.25 g/cm³
• LogP: -1.43880
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly, Heated), Water (Slightly, Heated)

Purity/Quality:

98%,99%, ^*data from raw suppliers

2'-Amino-2'-deoxyguanosine 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2?-Amino-2?-deoxyguanosine is a valuable probe for investigating the metal ion interactions at the active site of the group I ribozyme.

Technology Process of 2'-Amino-2'-deoxyguanosine

There total 11 articles about 2'-Amino-2'-deoxyguanosine 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: 95.0%

9-(N2-palmitoyl-2'-phthalimido-2'-deoxy-β-D-ribofuranosyl)guanine (874443-86-4) → 2'-amino-2'-deoxyguanosine (60966-26-9)

Guidance literature:

With N-butylamine; In ethanol; at 55 ℃;

DOI:10.1016/j.bmc.2005.08.050

Reference yield: 87.0%

9-(2-amino-2-deoxy-β-D-ribofuranosyl)-2-chlorohypoxanthine (76727-51-0) → 2'-amino-2'-deoxyguanosine (60966-26-9)

Guidance literature:

With ammonia; In methanol; at 150 ℃; for 5h; autoclave;

DOI:10.1248/cpb.29.3191

Reference yield:

5'-O-dimethoxytrityl-2'-amino-2'-deoxyuridine (174221-86-4) → 2'-amino-2'-deoxyguanosine (60966-26-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: tetrahydrofuran / 20 °C

1.2: MeOH; Et₃N / tetrahydrofuran / 1 h

2.1: 747 mg / trichloroacetic acid / acetonitrile / 1 h

3.1: N,O-bis(trimethylsilyl)acetamide / acetonitrile / 0.5 h / Heating

3.2: trimethylsilyl triflate / acetonitrile / 3 h / Heating

3.3: 60 percent / HCl / acetonitrile; H₂O

4.1: 95 percent / n-butylamine / ethanol / 55 °C

With N,O-bis-(trimethylsilyl)-acetamide; N-butylamine; trichloroacetic acid; In tetrahydrofuran; ethanol; acetonitrile;

DOI:10.1016/j.bmc.2005.08.050

upstream raw materials:

9-(2-amino-2-deoxy-β-D-ribofuranosyl)-2-chlorohypoxanthine

2-amino-6-hydroxypurine

1-(2-amino-2-deoxy-β-D-ribofuranosyl)uracil

2-Chloro-6-hydroxypurine

Refernces

• 1、 Utagawa, Takashi,Mirisawa, Hirokazu,Yamanaka, Shigeru,Yamazaki, Akihiro,Hirose, Yoshio. "Microbial Synthesis of Purine 2'-Amino-2'-deoxyribosides". . p. 2711 - 2718. Retrieved 2007/10/02.