9-{(3aR,4R,6R,6aR)-6-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-2-chloro-9H-purin-6-ylamine

Base Information

• Chemical Name: 9-{(3aR,4R,6R,6aR)-6-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-2-chloro-9H-purin-6-ylamine
• CAS No.: 119530-61-9
• Molecular Formula: C₃₂H₃₀ClN₅O₆
• Molecular Weight: 616.073
• Mol file: 119530-61-9.mol

Synonyms:9-{(3aR,4R,6R,6aR)-6-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-2-chloro-9H-purin-6-ylamine

Chemical Property of 9-{(3aR,4R,6R,6aR)-6-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-2-chloro-9H-purin-6-ylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-{(3aR,4R,6R,6aR)-6-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-2-chloro-9H-purin-6-ylamine

There total 4 articles about 9-{(3aR,4R,6R,6aR)-6-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-2-chloro-9H-purin-6-ylamine 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:

2-Chloro-5'-O-(4,4'-dimethoxytrityl)-2',3'-O-thiocarbonyladenosine (119530-58-4) → 2-chloroadenine (1839-18-5) + (2R,3R,5S)-2-(6-amino-2-chloro-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3-ol (115044-75-2) + 9-{(3aR,4R,6R,6aR)-6-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-2-chloro-9H-purin-6-ylamine (119530-61-9)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; acetic acid; Yield given. Multistep reaction; 1) toluene, 110-120 deg C, 3.5 h, 2) 50 deg C, 30 min;

DOI:10.1021/jm00125a031

Reference yield:

2-Chloro-5'-O-(4,4'-dimethoxytrityl)-2',3'-O-thiocarbonyladenosine (119530-58-4) → 9-{(2R,5S)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-2-yl}-2-chloro-9H-purin-6-ylamine (119530-62-0) + 9-{(3aR,4R,6R,6aR)-6-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-2-chloro-9H-purin-6-ylamine (119530-61-9)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 120 - 130 ℃; for 48h; Yield given. Yields of byproduct given;

DOI:10.1021/jm00125a031

Reference yield:

2-Chloroadenosine (146-77-0) → 9-{(3aR,4R,6R,6aR)-6-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-2-chloro-9H-purin-6-ylamine (119530-61-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 69 percent / pyridine / 24 h / Ambient temperature

2: 80 percent / acetonitrile / Ambient temperature

3: 1) AIBN, n-Bu₃SnH, 2) aq.AcOH / 1) toluene, 110-120 deg C, 3.5 h, 2) 50 deg C, 30 min

With pyridine; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; acetic acid; In acetonitrile;

DOI:10.1021/jm00125a031

upstream raw materials:

2-Chloro-5'-O-(4,4'-dimethoxytrityl)-2',3'-O-thiocarbonyladenosine

2-Chloroadenosine

2-Chloro-5'-O-(4,4'-dimethoxytrityl)adenosine