3-[(2R,3S,5R)-3-(tert-butyldimethylsilyloxy)-5-(6-chloro-9H-purin-9-yl)tetrahydrofuran-2-yl]-1-phenylpropan-1-one

Base Information

• Chemical Name: 3-[(2R,3S,5R)-3-(tert-butyldimethylsilyloxy)-5-(6-chloro-9H-purin-9-yl)tetrahydrofuran-2-yl]-1-phenylpropan-1-one
• CAS No.: 1065269-53-5
• Molecular Formula: C₂₄H₃₁ClN₄O₃Si
• Molecular Weight: 487.074

Synonyms:3-[(2R,3S,5R)-3-(tert-butyldimethylsilyloxy)-5-(6-chloro-9H-purin-9-yl)tetrahydrofuran-2-yl]-1-phenylpropan-1-one

Chemical Property of 3-[(2R,3S,5R)-3-(tert-butyldimethylsilyloxy)-5-(6-chloro-9H-purin-9-yl)tetrahydrofuran-2-yl]-1-phenylpropan-1-one

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Technology Process of 3-[(2R,3S,5R)-3-(tert-butyldimethylsilyloxy)-5-(6-chloro-9H-purin-9-yl)tetrahydrofuran-2-yl]-1-phenylpropan-1-one

There total 1 articles about 3-[(2R,3S,5R)-3-(tert-butyldimethylsilyloxy)-5-(6-chloro-9H-purin-9-yl)tetrahydrofuran-2-yl]-1-phenylpropan-1-one 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: 40.0%

3-[(2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-3-(tert-butyldimethylsilyloxy)tetrahydrofuran-2-yl]-1-phenylpropan-1-one (1065269-51-3) → 3-[(2R,3S,5R)-3-(tert-butyldimethylsilyloxy)-5-(6-chloro-9H-purin-9-yl)tetrahydrofuran-2-yl]-1-phenylpropan-1-one (1065269-53-5)

Guidance literature:

With tert.-butylnitrite; tetraethylammonium chloride; In tetrachloromethane; dichloromethane; at 50 ℃; for 3h; Cooling with ice;

DOI:10.1016/j.bmcl.2008.07.015

Reference yield: 91.0%

3-[(2R,3S,5R)-3-(tert-butyldimethylsilyloxy)-5-(6-chloro-9H-purin-9-yl)tetrahydrofuran-2-yl]-1-phenylpropan-1-one (1065269-53-5) → 3-[(2R,3S,5R)-5-(6-chloro-9H-purin-9-yl)-3-hydroxytetrahydrofuran-2-yl]-1-phenylpropan-1-one (1065269-45-5)

Guidance literature:

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 20 ℃; for 7h;

DOI:10.1016/j.bmcl.2008.07.015

upstream raw materials:

3-[(2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-3-(tert-butyldimethylsilyloxy)tetrahydrofuran-2-yl]-1-phenylpropan-1-one

Downstream raw materials:

3-[(2R,3S,5R)-5-(6-chloro-9H-purin-9-yl)-3-hydroxytetrahydrofuran-2-yl]-1-phenylpropan-1-one

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