5-(4-Aminopyrazolo[3,4-d]pyrimidin-1-yl)-2-(hydroxymethyl)oxolan-3-ol

Base Information

• Chemical Name: 5-(4-Aminopyrazolo[3,4-d]pyrimidin-1-yl)-2-(hydroxymethyl)oxolan-3-ol
• CAS No.: 17318-21-7
• Molecular Formula: C10H13N5O3
• Molecular Weight: 251.245
• NSC Number: 69921
• DSSTox Substance ID: DTXSID00938334
• ChEMBL ID: CHEMBL1880608
• Mol file: 17318-21-7.mol

Synonyms:MLS002693673;5-(4-aminopyrazolo[3,4-d]pyrimidin-1-yl)-2-(hydroxymethyl)oxolan-3-ol;17318-21-7;NCIOpen2_003359;CHEMBL1880608;SCHEMBL21625246;DTXSID00938334;HMS3086E07;NSC69921;NSC-69921;SMR001559618;1-(2-Deoxypentofuranosyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;4-AMINO-1-PYRAZOLO[3,4-D]PYRIMIDINYL2-DEOXYRIBONUCLEOSIDE

Chemical Property of 5-(4-Aminopyrazolo[3,4-d]pyrimidin-1-yl)-2-(hydroxymethyl)oxolan-3-ol

Chemical Property:

• Boiling Point: 599.3 °C at 760 mmHg
• Flash Point: 316.2 °C
• PSA: 119.31000
• Density: 1.91 g/cm³
• LogP: -0.36960
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 251.10183929
• Heavy Atom Count: 18
• Complexity: 307

Purity/Quality:

97% ^*data from raw suppliers

8-Aza-7-deaza-2'-deoxyadenosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(OC1N2C3=NC=NC(=C3C=N2)N)CO)O

Technology Process of 5-(4-Aminopyrazolo[3,4-d]pyrimidin-1-yl)-2-(hydroxymethyl)oxolan-3-ol

There total 11 articles about 5-(4-Aminopyrazolo[3,4-d]pyrimidin-1-yl)-2-(hydroxymethyl)oxolan-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: 86.0%

1-<2'-deoxy-3',5'-di-O-(p-toluoyl)-β-D-erythro-pentafuranosyl>-4-methoxy-1H-pyrazolo<3,4-d>pyrimidine (95087-09-5) → 4-amino-1-(2-deoxy-β-D-erythro-pentofuranosyl)-1H-pyrazolo[3,4-d]pyrimidine (17318-21-7,4302-99-2)

Guidance literature:

With ammonia; In methanol; at 60 ℃; for 48h;

DOI:10.1002/hlca.19880710723

Reference yield: 85.0%

4-chloro-1-<2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-1H-pyrazolo<3,4-d>pyrimidine (91713-47-2) → 4-amino-1-(2-deoxy-β-D-erythro-pentofuranosyl)-1H-pyrazolo[3,4-d]pyrimidine (17318-21-7,4302-99-2)

Guidance literature:

With ammonia; In methanol; at 100 ℃; for 12h;

DOI:10.1021/ja00333a046

Reference yield: 85.0%

1-(2-deoxy-β-D-erythro-pentofuranosyl)-4-methoxy-1H-pyrazolo<3,4-d>pyrimidine (95087-08-4) → 4-amino-1-(2-deoxy-β-D-erythro-pentofuranosyl)-1H-pyrazolo[3,4-d]pyrimidine (17318-21-7,4302-99-2)

Guidance literature:

With ammonium hydroxide; for 72h; Ambient temperature;

DOI:10.1002/hlca.19850680305

upstream raw materials:

1-(2-deoxy-β-D-erythro-pentofuranosyl)-4-methoxy-1H-pyrazolo<3,4-d>pyrimidine

4-chloro-1-<2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-1H-pyrazolo<3,4-d>pyrimidine

1-<2'-deoxy-3',5'-di-O-(p-toluoyl)-β-D-erythro-pentafuranosyl>-4-methoxy-1H-pyrazolo<3,4-d>pyrimidine

2'-deoxyuridine

Downstream raw materials:

4-(benzoylamino)-1-(2'-deoxy-β-D-erythro-pentafuranosyl)-1H-pyrazolo<3,4-d>pyrimidine

7-[2-deoxy-5-O-(4,4'-dimethoxytriphenyl)methyl-β-D-erythropentofuranosyl]-4-isobutyrylamino-7H-pyrazolo[3,4-d][1,2,3]triazine

4-(benzoylamino)-1-(2'-deoxy-5'-O-(dimethoxytrityl)-β-D-erythro-pentafuranosyl)-1H-pyrazolo<3,4-d>pyrimidine