(2R,3S,5R)-5-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol

Base Information

• Chemical Name: (2R,3S,5R)-5-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol
• CAS No.: 187479-00-1
• Molecular Formula: C₁₀H₁₂IN₅O₃
• Molecular Weight: 377.141

Synonyms:(2R,3S,5R)-5-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol

Chemical Property of (2R,3S,5R)-5-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

(2R,3S,5R)-5-(4-Amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol 97% ^*data from reagent suppliers

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Technology Process of (2R,3S,5R)-5-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol

There total 8 articles about (2R,3S,5R)-5-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol 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: 90.0%

1-[2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl]-3-iodo-4-methoxy-1H-pyrazolo[3,4-d]pyrimidine (216958-25-7) → (2R,3S,5R)-5-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol (187479-00-1)

Guidance literature:

With methanol; ammonia; at 100 ℃; for 6h; Autoclave;

DOI:10.1021/bc100090y

Reference yield: 80.0%

(2R,3S,5R)-5-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2-{[(4-methylbenzoyl)oxy] methyl}tetrahydrofuran-3-yl 4-methylbenzoate → (2R,3S,5R)-5-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol (187479-00-1)

Guidance literature:

With ammonia; In methanol; at 65 ℃; Sealed tube;

Reference yield: 58.0%

1-(2-deoxy-1-D-ribofuranosyl)-3-iodo-4-methoxy-1H-pyrazolo[3,4-d]pyrimidine (216958-27-9) → (2R,3S,5R)-5-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol (187479-00-1)

Guidance literature:

With ammonia; In methanol; at 90 ℃; for 3h;

upstream raw materials:

1-(2-deoxy-1-D-ribofuranosyl)-3-iodo-4-methoxy-1H-pyrazolo[3,4-d]pyrimidine

1-[2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl]-3-iodo-4-methoxy-1H-pyrazolo[3,4-d]pyrimidine

4-methoxy-1H-pyrazolo[3,4-d]-pyrimidine

3-iodo-4-methoxypyrazolo[3,4-d]pyrimidine

Downstream raw materials:

7-(2-Phenylethynyl)-8-aza-7-deazaadenine-2'deoxyadenosine

1-<2-Deoxy-5-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl>-4-<<(dimethylamino)methylidene>amino>-3-iodo-1H-pyrazolo<3,4-d>pyrimidine

1-<2-Deoxy-5-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl>-4-<<(dimethylamino)methylidene>amino>-3-(hex-1-ynyl)-1H-pyrazolo<3,4-d>pyrimidine

1-[2-deoxy-5-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl]-4-{[(di(n-butyl)amino)methylidene]amino}-3-(3-trifluoroacetamidoprop-1-yl)-1H-pyrazolo[3,4-d]pyrimidine

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