[5-(6-Aminopurin-9-yl)-2-oxolanyl]methanol

Base Information

• Chemical Name: [5-(6-Aminopurin-9-yl)-2-oxolanyl]methanol
• CAS No.: 4097-22-7
• Molecular Formula: C10H13N5O2
• Molecular Weight: 235.246
• Hs Code.: 29349990
• NSC Number: 98700
• DSSTox Substance ID: DTXSID80859851
• Wikidata: Q27189555
• ChEMBL ID: CHEMBL14925
• Mol file: 4097-22-7.mol

Synonyms:[5-(6-aminopurin-9-yl)-2-oxolanyl]methanol;[5-(6-aminopurin-9-yl)oxolan-2-yl]methanol;2 inverted exclamation mark ,3 inverted exclamation mark -Dideoxyadenosine;CHEMBL14925;NSC98700;MFCD00010534;Oprea1_639467;SCHEMBL18572374;DTXSID80859851;CHEBI:110174;BCP30010;HSCI1_000178;AB92533;NCI60_042206;PD074435;SY016041;FT-0609591;A802507;A825371;[5-(6-Amino-9H-purin-9-yl)oxolan-2-yl]methanol;BRD-A50913845-001-01-7;Q27189555;(5-(6-Amino-9H-purin-9-yl)tetrahydrofuran-2-yl)methanol;339336-87-7

Chemical Property of [5-(6-Aminopurin-9-yl)-2-oxolanyl]methanol

Chemical Property:

• Appearance/Colour: Off-white powder
• Melting Point: 181-184 °C(lit.)
• Refractive Index: -34 ° (C=1, H2O)
• Boiling Point: 539.1 °C at 760 mmHg
• PKA: pKa 3.84(H2O t=25.0±0. I=0.01) (Uncertain)
• Flash Point: 279.9 °C
• PSA: 99.08000
• Density: 1.76 g/cm³
• LogP: 0.65960
• Storage Temp.: 2-8°C
• Water Solubility.: 43.2g/L(25 oC)
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 235.10692467
• Heavy Atom Count: 17
• Complexity: 279

Purity/Quality:

99% ^*data from raw suppliers

Dideoxy Adenosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-36/37-22
• Safety Statements: 26-27-36/37/39-45-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(OC1CO)N2C=NC3=C(N=CN=C32)N
• Uses: A potent labelled anti-HIV agent. A potent anti-HIV agent. Dideoxy Adenosine (Didanosine EP Impurity G) is a potent anti-HIV agent. 2′,3′-Dideoxyadenosine (ddA), a specific adenylyl cyclase inhibitor, is useful in biological process and pathway studies involving adenylyl cyclase activity and cAMP pool modulation.

Technology Process of [5-(6-Aminopurin-9-yl)-2-oxolanyl]methanol

There total 68 articles about [5-(6-Aminopurin-9-yl)-2-oxolanyl]methanol 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: 96.0%

adenine (66224-66-6,66224-67-7,66224-68-8,66224-69-9,134434-48-3,134434-49-4,134454-76-5,134461-75-9) + 2',3'-Dideoxyuridine (5983-09-5,153547-98-9) → 2',3'-Dideoxyadenosine (4097-22-7)

Guidance literature:

With Enterobacter gergoviae CECT 875 in agarose; In phosphate buffer; at 60 ℃; for 21h; pH=7.0; Enzymatic reaction;

DOI:10.1016/S0040-4039(03)00225-9

Reference yield: 94.0%

9-<5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-β-D-glycero-pentofuranosyl>adenine (128075-93-4,128112-72-1,141781-20-6) → 2',3'-Dideoxyadenosine (4097-22-7)

Guidance literature:

With trifluoroacetic acid; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.bmcl.2005.05.035

Reference yield: 94.0%

Benzoic acid (2S,5R)-5-(6-amino-purin-9-yl)-tetrahydro-furan-2-ylmethyl ester (117174-29-5) → 2',3'-Dideoxyadenosine (4097-22-7)

Guidance literature:

With ammonia; In methanol; for 12h;

DOI:10.1016/S0960-894X(97)00265-5

upstream raw materials:

2',3'-didehydro-2',3'-dideoxyadenosine

[5-(6-amino-purin-9-yl)-4,5-dihydro-furan-2-yl]-methanol

Benzoic acid (S)-5-(6-amino-purin-9-yl)-tetrahydro-furan-2-ylmethyl ester

[(S)-5-(6-Amino-purin-9-yl)-tetrahydro-furan-2-yl]-methanol

Downstream raw materials:

Dideoxyinosine

2',3'-dideoxyguanosine

2,6-diaminopurine 2',3'-dideoxyriboside

adenine

Refernces

• 1、 Robins,Robins. "-". . p. 3585. Retrieved 1964.
• 2、 -. "A stent green synthesis method (by machine translation)". Paragraph 0026; 0029; 0032; 0033; 0035; 0036; 0038. . Retrieved 2018/10/11.
• 3、 Kai, Kenji,Fujii, Hiroki,Ikenaka, Rui,Akagawa, Mitsugu,Hayashi, Hideo. "An acyl-SAM analog as an affinity ligand for identifying quorum sensing signal synthases". . p. 8586 - 8589. Retrieved 2014/07/22.