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

Base Information

• Chemical Name: 9-<5'-O-(monomethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-β-D-xylofuranosyl>adenine
• CAS No.: 83373-09-5
• Molecular Formula: C₃₆H₄₃N₅O₅Si
• Molecular Weight: 653.853
• Mol file: 83373-09-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 11 articles about 9-<5'-O-(monomethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-β-D-xylofuranosyl>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: 86.0%

9-<5'-O-(monomethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-3'-O-acetyl-β-D-xylofuranosyl>adenine (131372-49-1) → 9-<5'-O-(monomethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-β-D-xylofuranosyl>adenine (83373-09-5)

Guidance literature:

With dimethyl amine; In methanol; 1) 0 deg C, 12 - 14 h, 2) rt, 2 h;

DOI:10.1055/s-1990-27048

Reference yield: 74.0%

O-t-Butyldimethylsilyl-2' β-D-xylofurannosyl-9 adenine (83373-08-4) + mono-4-methoxytrityl chloride (14470-28-1) → 9-<5'-O-(monomethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-β-D-xylofuranosyl>adenine (83373-09-5)

Guidance literature:

With pyridine; for 20h;

Reference yield:

5'-O-(monomethoxytrityl)-2'-O-<(tert-butyl)dimethylsilyl>adenosine (69504-04-7) → 9-<5'-O-(monomethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-β-D-xylofuranosyl>adenine (83373-09-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / DMAP, Et₃N / CH₂Cl₂ / 1) -40 to -20 deg C, 1 h, 2) rt, 2 h

2: 72 percent / HMPT (hexamethylphosphoric triamide) / 14 h / Ambient temperature

3: 86 percent / Me₂NH / methanol / 1) 0 deg C, 12 - 14 h, 2) rt, 2 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; dimethyl amine; triethylamine; In methanol; dichloromethane;

DOI:10.1055/s-1990-27048

upstream raw materials:

9-<5'-O-(monomethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-3'-O-acetyl-β-D-xylofuranosyl>adenine

O-t-Butyldimethylsilyl-2' β-D-xylofurannosyl-9 adenine

mono-4-methoxytrityl chloride

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

Downstream raw materials:

9-<5'-O-(monomethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-3'-O-trifluoromethanesulfonyl-β-D-xylofuranosyl>adenine

5'-O-(monomethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-3'-fluoro-3'-deoxyadenosine

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