9-{(2R,3R,5S)-3-Azido-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-2-yl}-2-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-1,9-dihydro-purin-6-one

Base Information

• Chemical Name: 9-{(2R,3R,5S)-3-Azido-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-2-yl}-2-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-1,9-dihydro-purin-6-one
• CAS No.: 132625-25-3
• Molecular Formula: C₅₂H₄₈N₈O₇
• Molecular Weight: 897.003
• Mol file: 132625-25-3.mol

Synonyms:9-{(2R,3R,5S)-3-Azido-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-2-yl}-2-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-1,9-dihydro-purin-6-one

Chemical Property of 9-{(2R,3R,5S)-3-Azido-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-2-yl}-2-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-1,9-dihydro-purin-6-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-{(2R,3R,5S)-3-Azido-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-2-yl}-2-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-1,9-dihydro-purin-6-one

There total 8 articles about 9-{(2R,3R,5S)-3-Azido-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-2-yl}-2-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-1,9-dihydro-purin-6-one 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%

2N,5'-O-bis(4,4'-dimethoxytrityl)-9-<3-deoxy-2-O-methylsulfonyl-β-D-threo-pentofuranosyl>guanine (132625-24-2) → 9-{(2R,3R,5S)-3-Azido-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-2-yl}-2-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-1,9-dihydro-purin-6-one (132625-25-3)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 110 - 115 ℃; for 7h;

DOI:10.1039/P19920000469

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → 9-{(2R,3R,5S)-3-Azido-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-2-yl}-2-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-1,9-dihydro-purin-6-one (132625-25-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 88 percent / pyridine / dimethylsulfoxide / 3.5 h / Ambient temperature

2: 1) NEt₃ / 1) 0 to 5 deg C, 15 min, 2) 0 to 5 deg C, 10 min

3: 72 percent / KOH, NaBH₄ / methanol; benzene / 28 h / Ambient temperature

4: 1) NEt₃, 2) KOH / 1) CH₂Cl₂, RT, 15 min, 2) KOH, MeOH, RT, 5 min

5: 71 percent / NaN₃ / dimethylformamide / 7 h / 110 - 115 °C

With pyridine; potassium hydroxide; sodium tetrahydroborate; sodium azide; triethylamine; In methanol; dimethyl sulfoxide; N,N-dimethyl-formamide; benzene;

DOI:10.1039/P19920000469

Reference yield:

2-N,5’-O-bis(4,4’-dimethoxytrityl)-gunaosine (132625-21-9) → 9-{(2R,3R,5S)-3-Azido-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-2-yl}-2-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-1,9-dihydro-purin-6-one (132625-25-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) NEt₃ / 1) 0 to 5 deg C, 15 min, 2) 0 to 5 deg C, 10 min

2: 72 percent / KOH, NaBH₄ / methanol; benzene / 28 h / Ambient temperature

3: 1) NEt₃, 2) KOH / 1) CH₂Cl₂, RT, 15 min, 2) KOH, MeOH, RT, 5 min

4: 71 percent / NaN₃ / dimethylformamide / 7 h / 110 - 115 °C

With potassium hydroxide; sodium tetrahydroborate; sodium azide; triethylamine; In methanol; N,N-dimethyl-formamide; benzene;

DOI:10.1039/P19920000469

upstream raw materials:

2N,5'-O-bis(4,4'-dimethoxytrityl)-9-<3-deoxy-2-O-methylsulfonyl-β-D-threo-pentofuranosyl>guanine

4,4'-dimethoxytrityl chloride

9-{(2R,3S,5S)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-tetrahydro-furan-2-yl}-2-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-1,9-dihydro-purin-6-one

2-N,5’-O-bis(4,4’-dimethoxytrityl)-gunaosine