1-[2-deoxy-β-D-erythro-pentofuranosyl]-3-(1-benzyl-1',2',3'-triazol-4'-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

Base Information

Chemical Name:1-[2-deoxy-β-D-erythro-pentofuranosyl]-3-(1-benzyl-1',2',3'-triazol-4'-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
CAS No.:1333407-01-4
Molecular Formula:C₁₉H₂₀N₈O₃
Molecular Weight:408.42
Hs Code.:

Synonyms:1-[2-deoxy-β-D-erythro-pentofuranosyl]-3-(1-benzyl-1',2',3'-triazol-4'-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

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Chemical Property of 1-[2-deoxy-β-D-erythro-pentofuranosyl]-3-(1-benzyl-1',2',3'-triazol-4'-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

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Technology Process of 1-[2-deoxy-β-D-erythro-pentofuranosyl]-3-(1-benzyl-1',2',3'-triazol-4'-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

There total 3 articles about 1-[2-deoxy-β-D-erythro-pentofuranosyl]-3-(1-benzyl-1',2',3'-triazol-4'-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine 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: 88.0%

: 1333407-08-1
1-(2-deoxy-β-D-erythro-pentofuranosyl)-3-ethynyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine

: 622-79-7
benzyl azide

: 1333407-01-4
1-[2-deoxy-β-D-erythro-pentofuranosyl]-3-(1-benzyl-1',2',3'-triazol-4'-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

Guidance literature:: With copper(ll) sulfate pentahydrate; sodium L-ascorbate; In tetrahydrofuran; water; tert-butyl alcohol; at 20 ℃; for 12h;
DOI:10.1016/j.tet.2011.07.015

Reference yield:

: 187479-00-1
(2R,3S,5R)-5-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol

: 1333407-01-4
1-[2-deoxy-β-D-erythro-pentofuranosyl]-3-(1-benzyl-1',2',3'-triazol-4'-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

Guidance literature:: Multi-step reaction with 3 steps

1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere

2: methanol; potassium carbonate / 2 h / 20 °C

3: copper(ll) sulfate pentahydrate; sodium L-ascorbate / tetrahydrofuran; water; tert-butyl alcohol / 12 h / 20 °C

With methanol; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(ll) sulfate pentahydrate; potassium carbonate; sodium L-ascorbate; triethylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide; tert-butyl alcohol; 1: Sonogashira coupling;
DOI:10.1016/j.tet.2011.07.015

Reference yield:

: 1-(2-deoxy-β-D-erythro-pentofuranosyl)-3-[2-(trimethylsilyl)ethynyl]-1H-pyrazolo[3,4-d]pyrimidin-4-amine

: 1333407-01-4
1-[2-deoxy-β-D-erythro-pentofuranosyl]-3-(1-benzyl-1',2',3'-triazol-4'-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

Guidance literature:: Multi-step reaction with 2 steps

1: methanol; potassium carbonate / 2 h / 20 °C

2: copper(ll) sulfate pentahydrate; sodium L-ascorbate / tetrahydrofuran; water; tert-butyl alcohol / 12 h / 20 °C

With methanol; copper(ll) sulfate pentahydrate; potassium carbonate; sodium L-ascorbate; In tetrahydrofuran; water; tert-butyl alcohol;
DOI:10.1016/j.tet.2011.07.015