9-[3-O-benzoyl-5-O-(triphenylmethyl)-β-D-ribofuranosyl]-6-chloro-9H-purine

Base Information

• Chemical Name: 9-[3-O-benzoyl-5-O-(triphenylmethyl)-β-D-ribofuranosyl]-6-chloro-9H-purine
• CAS No.: 234436-48-7
• Molecular Formula: C₃₆H₂₉ClN₄O₅
• Molecular Weight: 633.103

Synonyms:9-[3-O-benzoyl-5-O-(triphenylmethyl)-β-D-ribofuranosyl]-6-chloro-9H-purine

Chemical Property of 9-[3-O-benzoyl-5-O-(triphenylmethyl)-β-D-ribofuranosyl]-6-chloro-9H-purine

Chemical Property:

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Technology Process of 9-[3-O-benzoyl-5-O-(triphenylmethyl)-β-D-ribofuranosyl]-6-chloro-9H-purine

There total 9 articles about 9-[3-O-benzoyl-5-O-(triphenylmethyl)-β-D-ribofuranosyl]-6-chloro-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: 71.0%

trityl chloride (76-83-5) + 6-chloro-9-(3-O-benzoyl-β-D-ribofuranosyl)purine (228243-48-9) → 9-[3-O-benzoyl-5-O-(triphenylmethyl)-β-D-ribofuranosyl]-6-chloro-9H-purine (234436-48-7)

Guidance literature:

With dmap; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1081/NCN-120021951

Reference yield: 71.0%

trityl chloride (76-83-5) + 6-Chloropurine riboside (2004-06-0) + benzoyl chloride (98-88-4) → 9-[3-O-benzoyl-5-O-(triphenylmethyl)-β-D-ribofuranosyl]-6-chloro-9H-purine (234436-48-7) + Benzoic acid (2R,3R,4R,5R)-2-(6-chloro-purin-9-yl)-4-hydroxy-5-trityloxymethyl-tetrahydro-furan-3-yl ester (239811-12-2)

Guidance literature:

6-Chloropurine riboside; With di(n-butyl)tin oxide; In methanol; for 1h; Heating;

benzoyl chloride; With triethylamine; In methanol; for 0.5h;

trityl chloride; With dmap; triethylamine; In N,N-dimethyl-formamide; at 50 ℃;

DOI:10.1248/cpb.47.966

Reference yield: 70.0%

benzoyl chloride (98-88-4) + 6-chloro-9-(5′-O-trityl-β-D-ribofuranosyl)purine (144925-02-0) → 9-[3-O-benzoyl-5-O-(triphenylmethyl)-β-D-ribofuranosyl]-6-chloro-9H-purine (234436-48-7) + Benzoic acid (2R,3R,4R,5R)-2-(6-chloro-purin-9-yl)-4-hydroxy-5-trityloxymethyl-tetrahydro-furan-3-yl ester (239811-12-2)

Guidance literature:

With pyridine; In toluene; at 0 ℃;

DOI:10.1016/S0040-4039(01)00135-6

upstream raw materials:

trityl chloride

6-Chloropurine riboside

benzoyl chloride

6-chloro-9-(5′-O-trityl-β-D-ribofuranosyl)purine

Downstream raw materials:

Benzoic acid (2R,3R,4R,5R)-5-(6-chloro-purin-9-yl)-4-(imidazole-1-sulfonyloxy)-2-trityloxymethyl-tetrahydro-furan-3-yl ester

5'-O-trityl-3'-O-benzoyl-2'-O-trifluoromethanesulfonyl-6-chloropurine riboside

Benzoic acid (2R,3R,4R,5R)-2-(6-chloro-purin-9-yl)-4-hydroxy-5-trityloxymethyl-tetrahydro-furan-3-yl ester

9-[3-O-benzoyl-2-deoxy-2-fluoro-5-O-(triphenylmethyl)-β-D-arabinofuranosyl]-6-chloro-9H-purine

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