9-(3,5-Di-O-acetyl-2-deoxypentofuranosyl)-6-[(1-hydroxyethylidene)amino]-9H-purine

Base Information

• Chemical Name: 9-(3,5-Di-O-acetyl-2-deoxypentofuranosyl)-6-[(1-hydroxyethylidene)amino]-9H-purine
• CAS No.: 4958-66-1
• Molecular Formula: C16H19N5O6
• Molecular Weight: 377.357
• NSC Number: 90398
• DSSTox Substance ID: DTXSID30964282
• Mol file: 4958-66-1.mol

Synonyms:NSC90398;NCIOpen2_009654;DTXSID30964282;NSC-90398;9-(3,5-Di-O-acetyl-2-deoxypentofuranosyl)-6-[(1-hydroxyethylidene)amino]-9H-purine

Chemical Property of 9-(3,5-Di-O-acetyl-2-deoxypentofuranosyl)-6-[(1-hydroxyethylidene)amino]-9H-purine

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.55g/cm³
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 7
• Exact Mass: 377.13353334
• Heavy Atom Count: 27
• Complexity: 590

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=C2C(=NC=N1)N(C=N2)C3CC(C(O3)COC(=O)C)OC(=O)C

Technology Process of 9-(3,5-Di-O-acetyl-2-deoxypentofuranosyl)-6-[(1-hydroxyethylidene)amino]-9H-purine

There total 2 articles about 9-(3,5-Di-O-acetyl-2-deoxypentofuranosyl)-6-[(1-hydroxyethylidene)amino]-9H-purine 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:

acetic anhydride (108-24-7) + 2'-deoxy-D-adenosine (958-09-8,7005-15-4) → 6-di-N,N-3',5'-di-O-tetraacetyl-2'-deoxyadenosine + N6,O3',O5'-triacetyl-2'-deoxyadenosine (4958-66-1)

Guidance literature:

With pyridine; Heating;

DOI:10.1021/jo051256w

Reference yield:

→ N6,O3',O5'-triacetyl-2'-deoxyadenosine (4958-66-1)

Guidance literature:

neben Purin 28; Thiocarbonat 26b, 1) Tri-n-butylzinnhydrid/A/BN, Δ, 2) NaOCH3, MeOH, 3) Ac2O, Pyridin;

Reference yield: 86.0%

N6,O3',O5'-triacetyl-2'-deoxyadenosine (4958-66-1) → 3',5'-di-O-acetyl-2'-deoxyadenosine (17318-24-0)

Guidance literature:

In methanol; at 105 ℃; for 1.5h;

DOI:10.1021/jo051256w

upstream raw materials:

acetic anhydride

2'-deoxy-D-adenosine

Downstream raw materials:

3',5'-di-O-acetyl-2'-deoxyadenosine

(-)-N⁶-(benzyl)-2'-deoxyadenosine

N⁶-(2-Isopentenyl)-2'-deoxyadenosine