Di-O-benzoyl-3',5' O-t-butyldimethylsilyl-2' β-D-xylofurannosyl-9 adenine

Base Information

• Chemical Name: Di-O-benzoyl-3',5' O-t-butyldimethylsilyl-2' β-D-xylofurannosyl-9 adenine
• CAS No.: 83373-07-3
• Molecular Formula: C₃₀H₃₅N₅O₆Si
• Molecular Weight: 589.723
• Mol file: 83373-07-3.mol

Synonyms:Di-O-benzoyl-3',5' O-t-butyldimethylsilyl-2' β-D-xylofurannosyl-9 adenine

Chemical Property of Di-O-benzoyl-3',5' O-t-butyldimethylsilyl-2' β-D-xylofurannosyl-9 adenine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Di-O-benzoyl-3',5' O-t-butyldimethylsilyl-2' β-D-xylofurannosyl-9 adenine

There total 4 articles about Di-O-benzoyl-3',5' O-t-butyldimethylsilyl-2' β-D-xylofurannosyl-9 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: 78.0%

Di-O-benzoyl-3',5' β-D-xylofurannosyl-9 adenine (83373-06-2) + tert-butyldimethylsilyl chloride (18162-48-6) → Di-O-benzoyl-3',5' O-t-butyldimethylsilyl-2' β-D-xylofurannosyl-9 adenine (83373-07-3)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 7h; Ambient temperature;

Reference yield:

(3R,4S,5R)-4-(benzoyloxy)-5-((benzoyloxy)methyl)tetrahydrofuran-2,3-diyl diacetate (85026-60-4) → Di-O-benzoyl-3',5' O-t-butyldimethylsilyl-2' β-D-xylofurannosyl-9 adenine (83373-07-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / CCl₄; acetonitrile / 15.5 h

2: 82 percent / CH₃CO₂H, pyridine, N₂H₄*H₂O / 20 h / Ambient temperature

3: 78 percent / imidazole / dimethylformamide / 7 h / Ambient temperature

With pyridine; 1H-imidazole; hydrazine hydrate; acetic acid; In tetrachloromethane; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

Di-O-benzoyl-3',5' O-acetyl-2' β-xylofurannosyl-9 adenine (83373-05-1) → Di-O-benzoyl-3',5' O-t-butyldimethylsilyl-2' β-D-xylofurannosyl-9 adenine (83373-07-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / CH₃CO₂H, pyridine, N₂H₄*H₂O / 20 h / Ambient temperature

2: 78 percent / imidazole / dimethylformamide / 7 h / Ambient temperature

With pyridine; 1H-imidazole; hydrazine hydrate; acetic acid; In N,N-dimethyl-formamide;

upstream raw materials:

Di-O-benzoyl-3',5' β-D-xylofurannosyl-9 adenine

tert-butyldimethylsilyl chloride

(3R,4S,5R)-4-(benzoyloxy)-5-((benzoyloxy)methyl)tetrahydrofuran-2,3-diyl diacetate

Di-O-benzoyl-3',5' O-acetyl-2' β-xylofurannosyl-9 adenine

Downstream raw materials:

9-<5'-O-(monomethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-β-D-xylofuranosyl>adenine

N,O-Dibenzoyl-6,3' O-monomethoxytrityl-5' O-t-butyldimethylsilyl-2' β-D-xylofurannosyl-9 adenine

N,O-Dibenzoyl-6,3' O-monomethoxytrityl-5' β-D-xylofurannosyl-9 adenine

O-monomethoxytrityl-5' N,O-tribenzoyl-6,2',3' β-D-xylofurannosyl-9 adenine