N₆-tert-butyloxycarbonyl-N₆-benzyl-3',5'-O-bis-tert-butyldimethylsilyl-2'-deoxyadenosine

Base Information

• Chemical Name: N₆-tert-butyloxycarbonyl-N₆-benzyl-3',5'-O-bis-tert-butyldimethylsilyl-2'-deoxyadenosine
• CAS No.: 1030006-20-2
• Molecular Formula: C₃₄H₅₅N₅O₅Si₂
• Molecular Weight: 670.012
• Mol file: 1030006-20-2.mol

Synonyms:N₆-tert-butyloxycarbonyl-N₆-benzyl-3',5'-O-bis-tert-butyldimethylsilyl-2'-deoxyadenosine

Chemical Property of N₆-tert-butyloxycarbonyl-N₆-benzyl-3',5'-O-bis-tert-butyldimethylsilyl-2'-deoxyadenosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N₆-tert-butyloxycarbonyl-N₆-benzyl-3',5'-O-bis-tert-butyldimethylsilyl-2'-deoxyadenosine

There total 1 articles about N₆-tert-butyloxycarbonyl-N₆-benzyl-3',5'-O-bis-tert-butyldimethylsilyl-2'-deoxyadenosine 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%

C27H49N5O5Si2 (1028383-06-3) + benzyl bromide (100-39-0) → N6-tert-butyloxycarbonyl-N6-benzyl-3',5'-O-bis-tert-butyldimethylsilyl-2'-deoxyadenosine (1030006-20-2)

Guidance literature:

C₂₇H₄₉N₅O₅Si₂; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

benzyl bromide; In N,N-dimethyl-formamide; at 0 - 20 ℃;

Reference yield: 95.0%

N6-tert-butyloxycarbonyl-N6-benzyl-3',5'-O-bis-tert-butyldimethylsilyl-2'-deoxyadenosine (1030006-20-2) → 3',5'-bis-O-(tert-butyldimethylsilyl)-N6-benzyl-2'-deoxyadenosine

Guidance literature:

With silica gel; In dichloromethane; at 70 - 80 ℃; for 48h;

Reference yield:

N6-tert-butyloxycarbonyl-N6-benzyl-3',5'-O-bis-tert-butyldimethylsilyl-2'-deoxyadenosine (1030006-20-2) → (-)-N6-(benzyl)-2'-deoxyadenosine (37113-47-6)

Guidance literature:

Multi-step reaction with 2 steps

1: silica gel / dichloromethane / 48 h / 70 - 80 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 20 °C

With tetrabutyl ammonium fluoride; silica gel; In tetrahydrofuran; dichloromethane;

upstream raw materials:

C₂₇H₄₉N₅O₅Si₂

benzyl bromide

Downstream raw materials:

(-)-N⁶-(benzyl)-2'-deoxyadenosine

Refernces