(2′R,6′S)-N⁶-benzoyl-9-{6′-[(tert-butyldiphenylsilyloxy)methyl]-N-tritylmorpholin-2′-yl}adenine

Base Information

• Chemical Name: (2′R,6′S)-N⁶-benzoyl-9-{6′-[(tert-butyldiphenylsilyloxy)methyl]-N-tritylmorpholin-2′-yl}adenine
• CAS No.: 1415645-67-8
• Molecular Formula: C₅₂H₅₀N₆O₃Si
• Molecular Weight: 835.093

Synonyms:(2′R,6′S)-N⁶-benzoyl-9-{6′-[(tert-butyldiphenylsilyloxy)methyl]-N-tritylmorpholin-2′-yl}adenine

Chemical Property of (2′R,6′S)-N⁶-benzoyl-9-{6′-[(tert-butyldiphenylsilyloxy)methyl]-N-tritylmorpholin-2′-yl}adenine

Chemical Property:

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Technology Process of (2′R,6′S)-N⁶-benzoyl-9-{6′-[(tert-butyldiphenylsilyloxy)methyl]-N-tritylmorpholin-2′-yl}adenine

There total 9 articles about (2′R,6′S)-N⁶-benzoyl-9-{6′-[(tert-butyldiphenylsilyloxy)methyl]-N-tritylmorpholin-2′-yl}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:

7-O-(tert-butyldiphenylsilyl)-N-trityl morpholinoadenosine (1415645-57-6) + benzoyl chloride (98-88-4) → (2′R,6′S)-N6-benzoyl-9-{6′-[(tert-butyldiphenylsilyloxy)methyl]-N-tritylmorpholin-2′-yl}adenine (1415645-67-8)

Guidance literature:

In pyridine; at 0 - 20 ℃; for 18h; Molecular sieve; Inert atmosphere;

DOI:10.1080/15257770.2012.724491

Reference yield:

C33H36N6O3Si + trityl chloride (76-83-5) → (2′R,6′S)-N6-benzoyl-9-{6′-[(tert-butyldiphenylsilyloxy)methyl]-N-tritylmorpholin-2′-yl}adenine (1415645-67-8)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 0 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.5b00719

Reference yield:

7-O-(tert-butyldiphenylsilyl)morpholinoadenosine (1415645-51-0) → (2′R,6′S)-N6-benzoyl-9-{6′-[(tert-butyldiphenylsilyloxy)methyl]-N-tritylmorpholin-2′-yl}adenine (1415645-67-8)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / N,N-dimethyl-formamide / 1 h / 0 °C / Molecular sieve; Inert atmosphere

2: pyridine / 18 h / 0 - 20 °C / Molecular sieve; Inert atmosphere

With triethylamine; In pyridine; N,N-dimethyl-formamide;

DOI:10.1080/15257770.2012.724491

upstream raw materials:

7-O-(tert-butyldiphenylsilyl)morpholinoadenosine

7-O-(tert-butyldiphenylsilyl)-N-trityl morpholinoadenosine

benzoyl chloride

(2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-((tert-butyldiphenylsilyloxy)methyl)tetrahydrofuran-3,4-diol

Downstream raw materials:

(2′R,6′S)-N⁶-benzoyl-9-[6′-(hydroxymethyl)-N-tritylmorpholin-2′-yl]adenine

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