5'-O,N6-BIS-(4-METHOXYTRITYL)-ADENOSINE

Base Information

• Chemical Name: 5'-O,N6-BIS-(4-METHOXYTRITYL)-ADENOSINE
• CAS No.: 124040-41-1
• Molecular Formula: C52H49 N5 O8
• Molecular Weight: 811.9222
• Mol file: 124040-41-1.mol

Synonyms:5'-O,N6-BIS-(4-METHOXYTRITYL)-ADENOSINE;5''-O,N6-BIS-(4-METHOXYTRITAL)-ADENOSINE

Chemical Property of 5'-O,N6-BIS-(4-METHOXYTRITYL)-ADENOSINE

Chemical Property:

• PSA: 151.47000
• LogP: 7.96560

Purity/Quality:

97% ^*data from raw suppliers

5'-O,N6-BIS-(4-METHOXYTRITYL)-ADENOSINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5'-O,N6-BIS-(4-METHOXYTRITYL)-ADENOSINE

There total 1 articles about 5'-O,N6-BIS-(4-METHOXYTRITYL)-ADENOSINE 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: 89.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + adenosine (58-61-7) → N6,O5'-bis(4,4'-dimethoxytrityl)adenosine (124040-41-1)

Guidance literature:

With pyridine; In dimethyl sulfoxide; for 20h; Ambient temperature;

DOI:10.1039/P19920000469

Reference yield: 94.0%

N6,O5'-bis(4,4'-dimethoxytrityl)adenosine (124040-41-1) + methanesulfonyl chloride (124-63-0) → N6,O5'-bis(4,4'-dimethoxytrityl)-2',3'-di-O-mesyladenosine (124040-42-2)

Guidance literature:

With pyridine; for 2.5h; Ambient temperature;

DOI:10.1016/0008-6215(89)84088-1

Reference yield:

N6,O5'-bis(4,4'-dimethoxytrityl)adenosine (124040-41-1) → N6,O5'-bis(4,4'-dimethoxytrityl)-9-(3-deoxy-β-D-threo-pentofuranosyl)adenine (114743-31-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / pyridine / 2.5 h / Ambient temperature

2: 96 percent / KOH-NaBH₄ / benzene; methanol / 24 h / Ambient temperature

With pyridine; potassium hydroxide; sodium tetrahydroborate; In methanol; benzene;

DOI:10.1016/0008-6215(89)84088-1

upstream raw materials:

4,4'-dimethoxytrityl chloride

adenosine

Downstream raw materials:

2,2-Dimethyl-propionic acid (2R,3R,4R,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(6-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-purin-9-yl)-4-methanesulfonyloxy-tetrahydro-furan-3-yl ester

N⁶,O⁵'-bis(4,4'-dimethoxytrityl)-2',3'-di-O-mesyladenosine

N⁶,O⁵'-bis(4,4'-dimethoxytrityl)-9-(3-deoxy-β-D-threo-pentofuranosyl)adenine

N⁶,O^5'-bis(4,4'-dimethoxytrityl)-9-<(2R)-2-azido-2,3-dideoxy-β-D-glycero-pentofuranosyl>adenine

Refernces

• 1、 Sekine,Heikkila,Hata. "Chemical synthesis of branched oligoribonucleotides". . p. 588 - 601. Retrieved 2007/10/02.