5'-Iodo-5'-deoxyadenosine

Base Information

• Chemical Name: 5'-Iodo-5'-deoxyadenosine
• CAS No.: 4099-81-4
• Molecular Formula: C10H12IN5O3
• Molecular Weight: 377.141
• Hs Code.: 2934999090
• European Community (EC) Number: 223-864-2
• UNII: 2TNH37AEUR
• DSSTox Substance ID: DTXSID10961370
• Nikkaji Number: J224.906E
• Wikidata: Q27255585
• ChEMBL ID: CHEMBL1212981
• Mol file: 4099-81-4.mol

Synonyms:5'-iodo-5'-deoxyadenosine;4099-81-4;5'-Deoxy-5'-iodoadenosine;5'-Iodoadenosine;5'-Iodo-5'-deoxy Adenosine;Adenosine, 5'-deoxy-5'-iodo-;UNII-2TNH37AEUR;2TNH37AEUR;(2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(iodomethyl)oxolane-3,4-diol;EINECS 223-864-2;(2R,3R,4S,5S)-2-(6-Amino-9H-purin-9-yl)-5-(iodomethyl)tetrahydrofuran-3,4-diol;5 inverted exclamation mark -Iodo-5 inverted exclamation mark -deoxy Adenosine;5/'-Iodoadenosine;5'-Deoxy-5'-iodoado;SCHEMBL538530;5'-IDA;5'-Deoxy-5'-iodo-D-adenosine;CHEMBL1212981;BDBM82045;C10H12IN5O3;DTXSID10961370;C10-H12-I-N5-O3;MFCD00005747;PDSP1_001008;PDSP2_000992;AKOS024282738;BS-42409;F12886;A855693;9-(5-Deoxy-5-iodopentofuranosyl)-9H-purin-6-amine;Q27255585;(2R,3R,4S,5S)-2-(6-amino-9H-purin-9-yl)-5-(iodomethyl)oxolane-3,4-diol;(2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(iodomethyl)tetrahydrofuran-3,4-diol

Chemical Property of 5'-Iodo-5'-deoxyadenosine

Chemical Property:

• Melting Point: 178-187oC
• Boiling Point: 671.1°Cat760mmHg
• Flash Point: 359.7°C
• PSA: 119.31000
• Density: 2.53g/cm³
• LogP: 0.04390
• Storage Temp.: -20°C
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 376.99849
• Heavy Atom Count: 19
• Complexity: 338

Purity/Quality:

97% ^*data from raw suppliers

5’-Iodo-5’-deoxyAdenosine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

Useful:

• Canonical SMILES: C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)CI)O)O)N
• Isomeric SMILES: C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)CI)O)O)N
• Uses: Important precursors for the synthesis of nucleotides, sugar nucleosides and as biologically active substances. Important precursors for the synthesis of nucleotides, sugar nucleosides and as biologically active substances

Technology Process of 5'-Iodo-5'-deoxyadenosine

There total 4 articles about 5'-Iodo-5'-deoxyadenosine 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: 100.0%

adenosine (58-61-7) → 5'-iodo-5'-deoxyadenosine (4099-81-4)

Guidance literature:

With pyridine; iodine; triphenylphosphine; at 20 ℃; for 2h;

DOI:10.1021/jm070362i

Reference yield: 76.0%

5'-iodo-5'-deoxy-2',3'-O-isopropylideneadenosine (30685-66-6) → 5'-iodo-5'-deoxyadenosine (4099-81-4)

Guidance literature:

With formic acid; for 19h; Ambient temperature;

Reference yield:

2',3'-isopropylidene adenosine (362-75-4) → 5'-iodo-5'-deoxyadenosine (4099-81-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 35 percent / methyltriphenoxyphosphonium iodide / CH₂Cl₂ / 2 h / Ambient temperature

2: 76 percent / 90percent formic acid / 19 h / Ambient temperature

With formic acid; methyltriphenoxyphosphonium iodide; In dichloromethane;

upstream raw materials:

5'-iodo-5'-deoxy-2',3'-O-isopropylideneadenosine

adenosine

2',3'-isopropylidene adenosine

Downstream raw materials:

9-(Desoxy-5 β-D-erythro-pent-4-enofuranosyl)adenine

5'-deoxyadenosine

6-N-benzoyl-9-(5-deoxy-β-D-erythro-pent-4-enofuranosyl)adenine