N-(9-((2R,3R,4R,5S)-4-azido-3-(tert-butyldimethylsilyloxy)-5-((tert-butyldimethyl silyloxy)-methyl)-tetrahydrofuran-2-yl)-9H-purin-6-yl)-N-benzoylbenzamide

Base Information

• Chemical Name: N-(9-((2R,3R,4R,5S)-4-azido-3-(tert-butyldimethylsilyloxy)-5-((tert-butyldimethyl silyloxy)-methyl)-tetrahydrofuran-2-yl)-9H-purin-6-yl)-N-benzoylbenzamide
• CAS No.: 1142928-64-0
• Molecular Formula: C₃₆H₄₈N₈O₅Si₂
• Molecular Weight: 728.999

Synonyms:N-(9-((2R,3R,4R,5S)-4-azido-3-(tert-butyldimethylsilyloxy)-5-((tert-butyldimethyl silyloxy)-methyl)-tetrahydrofuran-2-yl)-9H-purin-6-yl)-N-benzoylbenzamide

Chemical Property of N-(9-((2R,3R,4R,5S)-4-azido-3-(tert-butyldimethylsilyloxy)-5-((tert-butyldimethyl silyloxy)-methyl)-tetrahydrofuran-2-yl)-9H-purin-6-yl)-N-benzoylbenzamide

Chemical Property:

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Technology Process of N-(9-((2R,3R,4R,5S)-4-azido-3-(tert-butyldimethylsilyloxy)-5-((tert-butyldimethyl silyloxy)-methyl)-tetrahydrofuran-2-yl)-9H-purin-6-yl)-N-benzoylbenzamide

There total 1 articles about N-(9-((2R,3R,4R,5S)-4-azido-3-(tert-butyldimethylsilyloxy)-5-((tert-butyldimethyl silyloxy)-methyl)-tetrahydrofuran-2-yl)-9H-purin-6-yl)-N-benzoylbenzamide 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: 92.0%

3'-azido-3'-deoxy-2',5'-bis-O-(tert-butyldimethylsilyl)-β-D-adenosine (695183-20-1) + benzoyl chloride (98-88-4) → N-(9-((2R,3R,4R,5S)-4-azido-3-(tert-butyldimethylsilyloxy)-5-((tert-butyldimethyl silyloxy)-methyl)-tetrahydrofuran-2-yl)-9H-purin-6-yl)-N-benzoylbenzamide (1142928-64-0)

Guidance literature:

With pyridine; at 0 ℃; for 4h;

DOI:10.5012/bkcs.2010.31.6.1643

Reference yield: 85.0%

N-(9-((2R,3R,4R,5S)-4-azido-3-(tert-butyldimethylsilyloxy)-5-((tert-butyldimethyl silyloxy)-methyl)-tetrahydrofuran-2-yl)-9H-purin-6-yl)-N-benzoylbenzamide (1142928-64-0) → N-(9-((2R,3R,4R,5S)-4-azido-3-(tert-butyldimethylsilyloxy)-5(hydroxymethyl)tetra hydro-furan-2-yl)-9H-purin-6-yl)benzamide (1142928-71-9)

Guidance literature:

With water; trifluoroacetic acid; at 0 ℃; for 3h;

DOI:10.5012/bkcs.2010.31.6.1643

Reference yield: 84.0%

N-(9-((2R,3R,4R,5S)-4-azido-3-(tert-butyldimethylsilyloxy)-5-((tert-butyldimethyl silyloxy)-methyl)-tetrahydrofuran-2-yl)-9H-purin-6-yl)-N-benzoylbenzamide (1142928-64-0) → 3'-azido-6-N,N-dibenzoyl-2'-O-(tert-butyldimethylsilyl)-3'-deoxyadenosine (1142928-65-1)

Guidance literature:

With water; trifluoroacetic acid; In tetrahydrofuran; at 0 ℃; for 6h;

DOI:10.1002/chem.200801563

upstream raw materials:

3'-azido-3'-deoxy-2',5'-bis-O-(tert-butyldimethylsilyl)-β-D-adenosine

benzoyl chloride

Downstream raw materials:

3'-azido-6-N,N-dibenzoyl-2'-O-(tert-butyldimethylsilyl)-3'-deoxyadenosine

N-(9-((2R,3R,4R,5S)-4-azido-3-(tert-butyldimethylsilyloxy)-5(hydroxymethyl)tetra hydro-furan-2-yl)-9H-purin-6-yl)benzamide

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