N⁶-benzoyl-5'-O-(monomethoxytrityl)arabinoadenosine 2',3'-bis-O-(methyl N,N-diisopropylphosphoramidite)

Base Information

• Chemical Name: N⁶-benzoyl-5'-O-(monomethoxytrityl)arabinoadenosine 2',3'-bis-O-(methyl N,N-diisopropylphosphoramidite)
• CAS No.: 115363-48-9
• Molecular Formula: C₅₁H₆₅N₇O₈P₂
• Molecular Weight: 966.067

Synonyms:N⁶-benzoyl-5'-O-(monomethoxytrityl)arabinoadenosine 2',3'-bis-O-(methyl N,N-diisopropylphosphoramidite)

Chemical Property of N⁶-benzoyl-5'-O-(monomethoxytrityl)arabinoadenosine 2',3'-bis-O-(methyl N,N-diisopropylphosphoramidite)

Chemical Property:

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Technology Process of N⁶-benzoyl-5'-O-(monomethoxytrityl)arabinoadenosine 2',3'-bis-O-(methyl N,N-diisopropylphosphoramidite)

There total 3 articles about N⁶-benzoyl-5'-O-(monomethoxytrityl)arabinoadenosine 2',3'-bis-O-(methyl N,N-diisopropylphosphoramidite) 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: 55.0%

N,N-diisopropylmethylphosphonamidic chloride (86030-43-5) + N6-benzoyl-9-<5'-O-(monomethoxyltrityl)-β-D-arabinofuranosyl>adenine (93488-80-3) → N6-benzoyl-5'-O-(monomethoxytrityl)arabinoadenosine 3'-O-(methyl N,N-diisopropylphosphoramidite) (115363-49-0) + N6-benzoyl-5'-O-(monomethoxytrityl)arabinoadenosine 2',3'-bis-O-(methyl N,N-diisopropylphosphoramidite) (115363-48-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; for 4h; Ambient temperature;

DOI:10.1021/jo00251a010

Reference yield:

N6-benzoyl-9-β-D-arabinofuranosyladenine (79896-97-2) → N6-benzoyl-5'-O-(monomethoxytrityl)arabinoadenosine 2',3'-bis-O-(methyl N,N-diisopropylphosphoramidite) (115363-48-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / pyridine / dimethylformamide / 48 h / Ambient temperature

2: 55 percent / diisopropylethylamine / tetrahydrofuran / 4 h / Ambient temperature

With pyridine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jo00251a010

Reference yield:

mono-4-methoxytrityl chloride (14470-28-1) → N6-benzoyl-5'-O-(monomethoxytrityl)arabinoadenosine 2',3'-bis-O-(methyl N,N-diisopropylphosphoramidite) (115363-48-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / pyridine / dimethylformamide / 48 h / Ambient temperature

2: 55 percent / diisopropylethylamine / tetrahydrofuran / 4 h / Ambient temperature

With pyridine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jo00251a010

upstream raw materials:

N,N-diisopropylmethylphosphonamidic chloride

N⁶-benzoyl-9-<5'-O-(monomethoxyltrityl)-β-D-arabinofuranosyl>adenine

N6-benzoyl-9-β-D-arabinofuranosyladenine

mono-4-methoxytrityl chloride

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