N⁶,O^5'-bis(4,4'-dimethoxytrityl)-9-(3-deoxy-2-O-mesyl-β-D-threo-pentofuranosyl)adenine

Base Information

• Chemical Name: N⁶,O^5'-bis(4,4'-dimethoxytrityl)-9-(3-deoxy-2-O-mesyl-β-D-threo-pentofuranosyl)adenine
• CAS No.: 114743-29-2
• Molecular Formula: C₅₃H₅₁N₅O₉S
• Molecular Weight: 934.082
• Mol file: 114743-29-2.mol

Synonyms:N⁶,O^5'-bis(4,4'-dimethoxytrityl)-9-(3-deoxy-2-O-mesyl-β-D-threo-pentofuranosyl)adenine

Chemical Property of N⁶,O^5'-bis(4,4'-dimethoxytrityl)-9-(3-deoxy-2-O-mesyl-β-D-threo-pentofuranosyl)adenine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N⁶,O^5'-bis(4,4'-dimethoxytrityl)-9-(3-deoxy-2-O-mesyl-β-D-threo-pentofuranosyl)adenine

There total 11 articles about N⁶,O^5'-bis(4,4'-dimethoxytrityl)-9-(3-deoxy-2-O-mesyl-β-D-threo-pentofuranosyl)adenine 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: 93.0%

N6,O5'-bis(4,4'-dimethoxytrityl)-9-(3-deoxy-β-D-threo-pentofuranosyl)adenine (114743-31-6) + methanesulfonyl chloride (124-63-0) → N6,O5'-bis(4,4'-dimethoxytrityl)-9-(3-deoxy-2-O-mesyl-β-D-threo-pentofuranosyl)adenine (114743-29-2)

Guidance literature:

In pyridine; for 2h; Ambient temperature;

DOI:10.1016/S0040-4039(01)83865-X

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → N6,O5'-bis(4,4'-dimethoxytrityl)-9-(3-deoxy-2-O-mesyl-β-D-threo-pentofuranosyl)adenine (114743-29-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 65 percent / pyridine / 3 h / Ambient temperature

2: 95 percent / Mg(OMe)2-NaBH₄ / benzene; methanol / 0.12 h / 65 °C

3: 93 percent / pyridine / 5 h / Ambient temperature

With pyridine; sodium tetrahydroborate; magnesium methanolate; In methanol; benzene;

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

Reference yield:

N6,O5'-bis(4,4'-dimethoxytrityl)-2'-O-tosyladenosine (109923-55-9) → N6,O5'-bis(4,4'-dimethoxytrityl)-9-(3-deoxy-2-O-mesyl-β-D-threo-pentofuranosyl)adenine (114743-29-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / pyridine / 1 h / Ambient temperature

2: 87 percent / KOH-NaBH₄ / benzene; methanol / 24 h / Ambient temperature

3: 93 percent / pyridine / 5 h / Ambient temperature

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

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

upstream raw materials:

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

methanesulfonyl chloride

2',3'-O-(dibutylstannylene)adenosine

4,4'-dimethoxytrityl chloride

Downstream raw materials:

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