bis[6-amino-1-(2-deoxy-β-D-erythropentofuranosyl)-1,5-dihydro-3-[1-(4-azidomethylbenzyl)-1H-[1,2,3-triazol-4-yl]]-4H-pyrazolo[3,4-d]pyrimidin-4-one]

Base Information

Chemical Name:bis[6-amino-1-(2-deoxy-β-D-erythropentofuranosyl)-1,5-dihydro-3-[1-(4-azidomethylbenzyl)-1H-[1,2,3-triazol-4-yl]]-4H-pyrazolo[3,4-d]pyrimidin-4-one]
CAS No.:1312701-77-1
Molecular Formula:C₃₂H₃₄N₁₆O₈
Molecular Weight:770.724
Hs Code.:

bis[6-amino-1-(2-deoxy-β-D-erythropentofuranosyl)-1,5-dihydro-3-[1-(4-azidomethylbenzyl)-1H-[1,2,3-triazol-4-yl]]-4H-pyrazolo[3,4-d]pyrimidin-4-one]

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Chemical Property of bis[6-amino-1-(2-deoxy-β-D-erythropentofuranosyl)-1,5-dihydro-3-[1-(4-azidomethylbenzyl)-1H-[1,2,3-triazol-4-yl]]-4H-pyrazolo[3,4-d]pyrimidin-4-one]

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Technology Process of bis[6-amino-1-(2-deoxy-β-D-erythropentofuranosyl)-1,5-dihydro-3-[1-(4-azidomethylbenzyl)-1H-[1,2,3-triazol-4-yl]]-4H-pyrazolo[3,4-d]pyrimidin-4-one]

There total 2 articles about bis[6-amino-1-(2-deoxy-β-D-erythropentofuranosyl)-1,5-dihydro-3-[1-(4-azidomethylbenzyl)-1H-[1,2,3-triazol-4-yl]]-4H-pyrazolo[3,4-d]pyrimidin-4-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: 52.0%

: 1312701-71-5
6-amino-1-(2-deoxy-β-D-erythropentofuranosyl)-1,5-dihydro-3-ethynyl-4H-pyrazolo[3,4-d]pyrimidin-4-one

: 102437-81-0
p-xylylene diazide

: 1312701-75-9
6-amino-1-(2-deoxy-β-D-erythropentofuranosyl)-1,5-dihydro-3-[1-(4-azidomethylbenzyl)-1H-[1,2,3-triazol-4-yl]]-4H-pyrazolo[3,4-d]pyrimidin-4-one

: 1312701-77-1
bis[6-amino-1-(2-deoxy-β-D-erythropentofuranosyl)-1,5-dihydro-3-[1-(4-azidomethylbenzyl)-1H-[1,2,3-triazol-4-yl]]-4H-pyrazolo[3,4-d]pyrimidin-4-one]

Guidance literature:: With copper(ll) sulfate pentahydrate; sodium L-ascorbate; In tetrahydrofuran; water; tert-butyl alcohol; at 20 ℃; for 12h; Darkness;
DOI:10.1021/jo2004988

Reference yield:

: 183274-53-5
6-amino-1-(2-deoxy-β-D-erythro-pentofuranosyl)-1,5-dihydro-3-iodo-4H-pyrazolo<3,4-d>pyrimidin-4-one

: 1312701-75-9
6-amino-1-(2-deoxy-β-D-erythropentofuranosyl)-1,5-dihydro-3-[1-(4-azidomethylbenzyl)-1H-[1,2,3-triazol-4-yl]]-4H-pyrazolo[3,4-d]pyrimidin-4-one

: 1312701-77-1
bis[6-amino-1-(2-deoxy-β-D-erythropentofuranosyl)-1,5-dihydro-3-[1-(4-azidomethylbenzyl)-1H-[1,2,3-triazol-4-yl]]-4H-pyrazolo[3,4-d]pyrimidin-4-one]

Guidance literature:: Multi-step reaction with 3 steps

1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / N,N-dimethyl-formamide / 48 h / Inert atmosphere

2: methanol; potassium carbonate / 6 h / 20 °C

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

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:10.1021/jo2004988