N-(9-((2R,3R,4S,5R)-4-((tert-Butyldimethylsilyl)oxy)-3-hydroxy-5-(((4-methoxyphenyl)diphenylmethoxy)methyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide

Base Information

• Chemical Name: N-(9-((2R,3R,4S,5R)-4-((tert-Butyldimethylsilyl)oxy)-3-hydroxy-5-(((4-methoxyphenyl)diphenylmethoxy)methyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide
• CAS No.: 69504-10-5
• Molecular Formula: C₄₃H₄₇N₅O₆Si
• Molecular Weight: 757.962
• European Community (EC) Number: 684-612-9
• Wikidata: Q76423462
• Mol file: 69504-10-5.mol

Synonyms:69504-10-5;N-(9-((2R,3R,4S,5R)-4-((tert-Butyldimethylsilyl)oxy)-3-hydroxy-5-(((4-methoxyphenyl)diphenylmethoxy)methyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide;N-[9-[(2R,3R,4S,5R)-4-[tert-butyl(dimethyl)silyl]oxy-3-hydroxy-5-[[(4-methoxyphenyl)-diphenylmethoxy]methyl]oxolan-2-yl]purin-6-yl]benzamid;SCHEMBL8385934;ORRRQZAEMCGPHS-SXACZLHWSA-N;AKOS024424136;6-N-Benzoyl-3'-O-(tert-butyldimethylsilyl)-5'-O-(4-methoxytrityl) adenosine;N-(9-((2R,3R,4S,5R)-4-(TERT-BUTYLDIMETHYLSILYLOXY)-3-HYDROXY-5-(((4-METHOXYPHENYL)DIPHENYLMETHOXY)METHYL)TETRAHYDROFURAN-2-YL)-9H-PURIN-6-YL)BENZAMIDE

Chemical Property of N-(9-((2R,3R,4S,5R)-4-((tert-Butyldimethylsilyl)oxy)-3-hydroxy-5-(((4-methoxyphenyl)diphenylmethoxy)methyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide

Chemical Property:

• Density: 1.22±0.1 g/cm3(Predicted)
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 13
• Exact Mass: 757.32956077
• Heavy Atom Count: 55
• Complexity: 1210

Purity/Quality:

99%, ^*data from raw suppliers

N-(9-((2R,3R,4S,5R)-4-(TERT-BUTYLDIMETHYLSILYLOXY)-3-HYDROXY-5-(((4-METHOXYPHENYL)DIPHENYLMETHOXY)METHYL)TETRAHYDROFURAN-2-YL)-9H-PURIN-6-YL)BENZAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)[Si](C)(C)OC1C(OC(C1O)N2C=NC3=C(N=CN=C32)NC(=O)C4=CC=CC=C4)COC(C5=CC=CC=C5)(C6=CC=CC=C6)C7=CC=C(C=C7)OC
• Isomeric SMILES: CC(C)(C)[Si](C)(C)O[C@@H]1[C@H](O[C@H]([C@@H]1O)N2C=NC3=C(N=CN=C32)NC(=O)C4=CC=CC=C4)COC(C5=CC=CC=C5)(C6=CC=CC=C6)C7=CC=C(C=C7)OC

Technology Process of N-(9-((2R,3R,4S,5R)-4-((tert-Butyldimethylsilyl)oxy)-3-hydroxy-5-(((4-methoxyphenyl)diphenylmethoxy)methyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide

There total 6 articles about N-(9-((2R,3R,4S,5R)-4-((tert-Butyldimethylsilyl)oxy)-3-hydroxy-5-(((4-methoxyphenyl)diphenylmethoxy)methyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide 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: 36.0%

N6-Benzoyl-5'-O-(monomethoxytrityl)adenosine (69504-00-3) + tert-butyldimethylsilyl chloride (18162-48-6) → N6-Benzoyl-3'-O-<(tert-butyl)dimethylsilyl>-5'-O-(monomethoxytrityl)adenosine (69504-10-5) + N6-Benzoyl-2'-O-<(tert-butyl)dimethylsilyl>-5'-O-(monomethoxytrityl)adenosine (69504-09-2)

Guidance literature:

With 1H-imidazole; In pyridine;

DOI:10.1016/S0040-4039(00)93649-9

Reference yield: 9.0%

N6-Benzoyl-5'-O-(monomethoxytrityl)adenosine (69504-00-3) + tert-butyldimethylsilyl chloride (18162-48-6) → N6-Benzoyl-3'-O-<(tert-butyl)dimethylsilyl>-5'-O-(monomethoxytrityl)adenosine (69504-10-5) + N6-Benzoyl-2'-O-<(tert-butyl)dimethylsilyl>-5'-O-(monomethoxytrityl)adenosine (69504-09-2) + N6-Benzoyl-2',3'-O-bis(tert-butyldimethylsilyl)-5'-O-(4-methoxytrityl)adenosin (79974-67-7)

Guidance literature:

With 1H-imidazole; In pyridine; for 15h; Ambient temperature;

Reference yield:

N-benzoyladenosine (4546-55-8) → N6-Benzoyl-3'-O-<(tert-butyl)dimethylsilyl>-5'-O-(monomethoxytrityl)adenosine (69504-10-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / pyridine / 14 h / 50 °C

2: 49 percent / imidazol / pyridine / 15 h / Ambient temperature

With 1H-imidazole; In pyridine;

upstream raw materials:

N⁶-Benzoyl-5'-O-(monomethoxytrityl)adenosine

tert-butyldimethylsilyl chloride

N-benzoyladenosine

N⁶,N⁶,2',3',5'-pentabenzoyl-β-D-adenosine

Downstream raw materials:

N⁶-Benzoyl-3'-O-<(tert-butyl)dimethylsilyl>-5'-O-(monomethoxytrityl)adenosine 2'-(2,5-dichlorophenyl 2-cyanoethyl phosphate)

N⁶-Benzoyl-3'-O-<(tert-butyl)dimethylsilyl>adenosine 2'-(2,5-dichlorophenyl 2-cyanoethyl phosphate)

N⁶-Benzoyl-3'-O-<(tert-butyl)dimethylsilyl>-5'-O-(monomethoxytrityl)adenosine 2'-(2,5-dichlorophenyl triethylammonium phosphate)

N⁶-Benzoyl-3'-O-tert-butyldimethylsilyl-5'-O-(4-methoxytrityl)adenosin-2'-(2-chlorphenyl)(2-cyanethyl)phosphat