N⁶-benzoyl-3'-deoxy-5'-O-(monomethoxytrityl)adenylyl-<2'-P-(2-(p-nitrophenyl)ethyl)>-> 5'>-N⁶-benzoyl-2'-O-<(tert-butyldimethyl)silyl>-3'-deoxyadenosine

Base Information

• Chemical Name: N⁶-benzoyl-3'-deoxy-5'-O-(monomethoxytrityl)adenylyl-<2'-P-(2-(p-nitrophenyl)ethyl)>-> 5'>-N⁶-benzoyl-2'-O-<(tert-butyldimethyl)silyl>-3'-deoxyadenosine
• CAS No.: 115196-54-8
• Molecular Formula: C₆₈H₇₀N₁₁O₁₃PSi
• Molecular Weight: 1308.43

Synonyms:N⁶-benzoyl-3'-deoxy-5'-O-(monomethoxytrityl)adenylyl-<2'-P-(2-(p-nitrophenyl)ethyl)>-> 5'>-N⁶-benzoyl-2'-O-<(tert-butyldimethyl)silyl>-3'-deoxyadenosine

Chemical Property of N⁶-benzoyl-3'-deoxy-5'-O-(monomethoxytrityl)adenylyl-<2'-P-(2-(p-nitrophenyl)ethyl)>-> 5'>-N⁶-benzoyl-2'-O-<(tert-butyldimethyl)silyl>-3'-deoxyadenosine

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Technology Process of N⁶-benzoyl-3'-deoxy-5'-O-(monomethoxytrityl)adenylyl-<2'-P-(2-(p-nitrophenyl)ethyl)>-> 5'>-N⁶-benzoyl-2'-O-<(tert-butyldimethyl)silyl>-3'-deoxyadenosine

There total 10 articles about N⁶-benzoyl-3'-deoxy-5'-O-(monomethoxytrityl)adenylyl-<2'-P-(2-(p-nitrophenyl)ethyl)>-> 5'>-N⁶-benzoyl-2'-O-<(tert-butyldimethyl)silyl>-3'-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: 82.0%

N6-benzoyl-2'-O-<(tert-butyl)dimethylsilyl>-3'-deoxyadenosine (115196-53-7) + N6-benzoyl-3'-deoxy-5'-O-(monomethoxytrityl)adenosine 2'<2-(p-nitrophenyl)ethyl triethylammonium phosphate> → N6-benzoyl-3'-deoxy-5'-O-(monomethoxytrityl)adenylyl-<2'-P-(2-(p-nitrophenyl)ethyl)>-> 5'>-N6-benzoyl-2'-O-<(tert-butyldimethyl)silyl>-3'-deoxyadenosine (115196-54-8)

Guidance literature:

With NTPST; In pyridine; for 21h; Ambient temperature;

DOI:10.1002/hlca.19870700808

Reference yield:

N-(9-((2R,3R,5S)-3-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide (76902-49-3) → N6-benzoyl-3'-deoxy-5'-O-(monomethoxytrityl)adenylyl-<2'-P-(2-(p-nitrophenyl)ethyl)>-> 5'>-N6-benzoyl-2'-O-<(tert-butyldimethyl)silyl>-3'-deoxyadenosine (115196-54-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 81 percent / pyridine / methanol / 24 h / Ambient temperature; the more 30 min

2: pyridine / 0.5 h

3: 88 percent / pyridine / 2.5 h / 2 °C

4: 96 percent / p-nitrobenzaldehyde oxime / dioxane; H₂O / 0.5 h / Ambient temperature; then 1 h.

5: 82 percent / NTPST / pyridine / 21 h / Ambient temperature

With pyridine; 4-nitrobenzaldehyde oxime; In 1,4-dioxane; pyridine; methanol; water;

DOI:10.1002/hlca.19870700808

Reference yield:

N6-benzoyl-3'-deoxy-5'-O-(monomethoxytrityl)adenosine (76885-92-2) → N6-benzoyl-3'-deoxy-5'-O-(monomethoxytrityl)adenylyl-<2'-P-(2-(p-nitrophenyl)ethyl)>-> 5'>-N6-benzoyl-2'-O-<(tert-butyldimethyl)silyl>-3'-deoxyadenosine (115196-54-8)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / 0.5 h

2: 88 percent / pyridine / 2.5 h / 2 °C

3: 96 percent / p-nitrobenzaldehyde oxime / dioxane; H₂O / 0.5 h / Ambient temperature; then 1 h.

4: 82 percent / NTPST / pyridine / 21 h / Ambient temperature

With 4-nitrobenzaldehyde oxime; In 1,4-dioxane; pyridine; water;

DOI:10.1002/hlca.19870700808

upstream raw materials:

N⁶-benzoyl-2'-O-<(tert-butyl)dimethylsilyl>-3'-deoxyadenosine

2-(4-nitrophenyl)ethanol

N-(9-((2R,3R,5S)-3-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide

N⁶-benzoyl-3'-deoxy-5'-O-(monomethoxytrityl)adenosine

Downstream raw materials:

N⁶-benzoyl-3'-deoxyadenylyl-<2'-P-2-(p-nitrophenyl)ethyl)>-> 5'>-N⁶-benzoyl-2'-O-<(tert-butyldimethyl)silyl>-3'-deoxyadenosine

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