[9-[4-Hydroxy-5-(hydroxymethyl)oxolan-2-yl]purin-6-yl]-trimethylazanium;chloride

Base Information

• Chemical Name: [9-[4-Hydroxy-5-(hydroxymethyl)oxolan-2-yl]purin-6-yl]-trimethylazanium;chloride
• CAS No.: 51385-47-8
• Molecular Formula: C₁₃H₂₀N₅O₃*Cl
• Molecular Weight: 329.787
• NSC Number: 104118,90328
• DSSTox Substance ID: DTXSID10417721
• ChEMBL ID: CHEMBL1979168
• Mol file: 51385-47-8.mol

Synonyms:NSC90328;51385-47-8;NSC-90328;CHEMBL1979168;DTXSID10417721;NSC104118;NSC-104118

Chemical Property of [9-[4-Hydroxy-5-(hydroxymethyl)oxolan-2-yl]purin-6-yl]-trimethylazanium;chloride

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: g/cm³
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 329.1254672
• Heavy Atom Count: 22
• Complexity: 377

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[N+](C)(C)C1=NC=NC2=C1N=CN2C3CC(C(O3)CO)O.[Cl-]

Technology Process of [9-[4-Hydroxy-5-(hydroxymethyl)oxolan-2-yl]purin-6-yl]-trimethylazanium;chloride

There total 5 articles about [9-[4-Hydroxy-5-(hydroxymethyl)oxolan-2-yl]purin-6-yl]-trimethylazanium;chloride 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:

6-chloropurine-2'-deoxyriboside (4594-45-0) + trimethylamine (75-50-3) → [9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-trimethyl-ammonium; chloride (51385-47-8)

Guidance literature:

With triethylamine; In 1,2-dimethoxyethane;

DOI:10.1080/07328319808004751

Reference yield:

deoxyinosine (890-38-0) → [9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-trimethyl-ammonium; chloride (51385-47-8)

Guidance literature:

Multi-step reaction with 4 steps

1: CH₂Cl₂

2: SOCl₂ / dimethylformamide; CH₂Cl₂

3: Alumina, MeOH

4: NEt₃ / 1,2-dimethoxy-ethane

With methanol; aluminum oxide; thionyl chloride; triethylamine; In 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1080/07328319808004751

Reference yield:

O3',O5'-bis-trifluoroacetyl-2'-deoxy-inosine (35170-16-2) → [9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-trimethyl-ammonium; chloride (51385-47-8)

Guidance literature:

Multi-step reaction with 3 steps

1: SOCl₂ / dimethylformamide; CH₂Cl₂

2: Alumina, MeOH

3: NEt₃ / 1,2-dimethoxy-ethane

With methanol; aluminum oxide; thionyl chloride; triethylamine; In 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1080/07328319808004751

upstream raw materials:

6-chloropurine-2'-deoxyriboside

trimethylamine

deoxyinosine

O^3'_,O5'-bis-trifluoroacetyl-2'-deoxy-inosine