9-Pentofuranuronosyl-9h-purin-6-amine

Base Information

• Chemical Name: 9-Pentofuranuronosyl-9h-purin-6-amine
• CAS No.: 3415-09-6
• Molecular Formula: C₁₀H₁₁N₅O₅
• Molecular Weight: 281.228
• Hs Code.: 2934999090
• NSC Number: 137784
• DSSTox Substance ID: DTXSID50955692
• Mol file: 3415-09-6.mol

Synonyms:NSC137784;9-pentofuranuronosyl-9h-purin-6-amine;NSC-137784;SCHEMBL2117314;DTXSID50955692;HMS1677I18;BCP20755;AKOS000656244;NCI60_000858;5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolane-2-carboxylic acid;Ado-5'-cooh;9-Riburonosyladenine;5-(6-Aminopurin-9-Yl)-3,4-Dihydroxyoxolane-2-Carboxylic Acid

Chemical Property of 9-Pentofuranuronosyl-9h-purin-6-amine

Chemical Property:

• Boiling Point: 756.3°Cat760mmHg
• Flash Point: 411.2°C
• PSA: 156.61000
• Density: 2.24g/cm³
• LogP: -1.30650
• Storage Temp.: −20°C
• Solubility.: DMSO, Water
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 2
• Exact Mass: 281.07601847
• Heavy Atom Count: 20
• Complexity: 398

Purity/Quality:

99% ^*data from raw suppliers

Adenosine-5''-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)C(=O)O)O)O)N
• Uses: Adenosine-5''-carboxylic Acid is an intermediate in the synthesis of Adenosine 5''-Monophosphate-5'',5''''-d2 Disodium Salt (A281793). Adenosine 5''-Monophosphate-5'',5''''-d2 Disodium Salt is the isotope labelled analogue of Adenosine 5’-Monophosphate (A281790), a nucleotide that is used as a monomer in RNA.

Technology Process of 9-Pentofuranuronosyl-9h-purin-6-amine

There total 5 articles about 9-Pentofuranuronosyl-9h-purin-6-amine 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: 78.0%

2',3'-isopropylideneadenosine-5'-carboxylic acid (19234-66-3) → adenosine 5'-carboxylic acid (3415-09-6)

Guidance literature:

With formic acid; In water monomer; at 20 ℃; for 43h;

DOI:10.1021/acs.chemrestox.8b00111

Reference yield:

2',3'-isopropylidene adenosine (362-75-4) → adenosine 5'-carboxylic acid (3415-09-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / KMnO₄, 80percent aq. AcOH / Ambient temperature

2: 55 percent / aq. HCl / 0.5 h / 70 °C

With hydrogenchloride; potassium permanganate; acetic acid;

DOI:10.1021/jm00159a020

Reference yield:

2',3'-isopropylidene adenosine (362-75-4) → adenosine 5'-carboxylic acid (3415-09-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / RuCl₃*3H₂O, NaIO₄ / H₂O; acetonitrile; CCl₄ / Ambient temperature

2: glacial acetic acid / H₂O / Heating; pH 2.3-2.4

With ruthenium trichloride; sodium periodate; acetic acid; In tetrachloromethane; water; acetonitrile;

DOI:10.1016/S0040-4039(00)74197-9

upstream raw materials:

2',3'-isopropylideneadenosine-5'-carboxylic acid

2',3'-isopropylidene adenosine

adenosine

Downstream raw materials:

5'-N-Ethylcarboxamidoadenosine

ethyl adenosine-5'-carboxylate

Refernces

• 1、 -. "A METTL3 inhibitor for repairing corneal damage and its drug application". Paragraph 0022; 0042-0046. . Retrieved 2022/02/24.
• 2、 Dyba, Marcin,Da Silva, Brandon,Coia, Heidi,Hou, Yanqi,Noguchi, Sumire,Pan, Jishen,Berry, Deborah,Creswell, Karen,Krzeminski, Jacek,Desai, Dhimant,Amin, Shantu,Yang, David,Chung, Fung-Lung. "Monoclonal Antibodies for the Detection of a Specific Cyclic DNA Adduct Derived from ω-6 Polyunsaturated Fatty Acids". . p. 772 - 783. Retrieved 2018/07/21.