8-CHLORO-2'-DEOXYADENOSINE

Base Information

• Chemical Name: 8-CHLORO-2'-DEOXYADENOSINE
• CAS No.: 85562-55-6
• Molecular Formula: C₁₀H₁₂ClN₅O₃
• Molecular Weight: 285.69
• Mol file: 85562-55-6.mol

Synonyms:8-Chloro-2'-deoxyadenosine;NSC 338944

Chemical Property of 8-CHLORO-2'-DEOXYADENOSINE

Chemical Property:

• Vapor Pressure: 2.56E-18mmHg at 25°C
• Boiling Point: 660°C at 760 mmHg
• Flash Point: 353°C
• PSA: 119.31000
• Density: 2.03g/cm³
• LogP: 0.28380

Purity/Quality:

97% ^*data from raw suppliers

8-Chloro-2'-deoxyadenosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 8-CHLORO-2'-DEOXYADENOSINE

There total 3 articles about 8-CHLORO-2'-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: 58.0%

9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-8-chloro-9H-purin-6-ylamine (116285-73-5) → 8-chloro-2′-deoxyadenosine (85562-55-6)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 2h;

DOI:10.1016/S0960-894X(03)00204-X

Reference yield:

2'-deoxy-D-adenosine (958-09-8,7005-15-4) → 8-chloro-2′-deoxyadenosine (85562-55-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / imidazole / dimethylformamide / 15 h

2: 60 percent / LDA; TsCl / tetrahydrofuran / 1 h / -70 °C

3: 58 percent / TBAF / tetrahydrofuran / 2 h

With 1H-imidazole; tetrabutyl ammonium fluoride; p-toluenesulfonyl chloride; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(03)00204-X

Reference yield:

3',5'-bis-O-[(tert-butyl)dimethylsilyl]-2'-deoxyadenosine (51549-32-7) → 8-chloro-2′-deoxyadenosine (85562-55-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / LDA; TsCl / tetrahydrofuran / 1 h / -70 °C

2: 58 percent / TBAF / tetrahydrofuran / 2 h

With tetrabutyl ammonium fluoride; p-toluenesulfonyl chloride; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1016/S0960-894X(03)00204-X

upstream raw materials:

9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-8-chloro-9H-purin-6-ylamine

3',5'-bis-O-[(tert-butyl)dimethylsilyl]-2'-deoxyadenosine

2'-deoxy-D-adenosine

Downstream raw materials:

N-(9-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-8-chloro-9H-purin-6-yl)-benzamide

N-[8-chloro-9-(4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-benzamide

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