(2S,3R,4S,5R)-2-(6-(benzylamino)-9H-purin-9-yl)-5-(chloromethyl)tetrahydrofuran-3,4-diol

Base Information

• Chemical Name: (2S,3R,4S,5R)-2-(6-(benzylamino)-9H-purin-9-yl)-5-(chloromethyl)tetrahydrofuran-3,4-diol
• CAS No.: 111109-98-9
• Molecular Formula: C₁₇H₁₈ClN₅O₃
• Molecular Weight: 375.815

Synonyms:(2S,3R,4S,5R)-2-(6-(benzylamino)-9H-purin-9-yl)-5-(chloromethyl)tetrahydrofuran-3,4-diol

Chemical Property of (2S,3R,4S,5R)-2-(6-(benzylamino)-9H-purin-9-yl)-5-(chloromethyl)tetrahydrofuran-3,4-diol

Chemical Property:

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Technology Process of (2S,3R,4S,5R)-2-(6-(benzylamino)-9H-purin-9-yl)-5-(chloromethyl)tetrahydrofuran-3,4-diol

There total 5 articles about (2S,3R,4S,5R)-2-(6-(benzylamino)-9H-purin-9-yl)-5-(chloromethyl)tetrahydrofuran-3,4-diol 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: 97.0%

N6-Benzyladenosine (4294-16-0) → (2S,3R,4S,5R)-2-(6-(benzylamino)-9H-purin-9-yl)-5-(chloromethyl)tetrahydrofuran-3,4-diol (111109-98-9)

Guidance literature:

With pyridine; thionyl chloride; In acetonitrile; at 5 - 20 ℃;

DOI:10.1021/jm981090+

Reference yield:

6-Chloropurine riboside (2004-06-0) → (2S,3R,4S,5R)-2-(6-(benzylamino)-9H-purin-9-yl)-5-(chloromethyl)tetrahydrofuran-3,4-diol (111109-98-9)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol

2: SOCl₂; HMPA

With N,N,N,N,N,N-hexamethylphosphoric triamide; thionyl chloride; In ethanol;

DOI:10.1021/ja011423j

Reference yield:

benzylamine (100-46-9) → (2S,3R,4S,5R)-2-(6-(benzylamino)-9H-purin-9-yl)-5-(chloromethyl)tetrahydrofuran-3,4-diol (111109-98-9)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol

2: SOCl₂; HMPA

With N,N,N,N,N,N-hexamethylphosphoric triamide; thionyl chloride; In ethanol;

DOI:10.1021/ja011423j

upstream raw materials:

N₆-Benzyladenosine

6-Chloropurine riboside

benzylamine

Downstream raw materials:

(S)-2-amino-4-((((2S,3S,4R,5S)-5-(6-(benzylamino)-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)thio)butanoic acid

N₆-benzyl-S-adenosylmethionine iodide

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