[(1S,3R,4R,7S)-3-(4-amino-3-bromo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-7-(benzyloxy)-2,5-dioxabicyclo[2.2.1]hept-1-yl]methanol

Base Information

Chemical Name:[(1S,3R,4R,7S)-3-(4-amino-3-bromo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-7-(benzyloxy)-2,5-dioxabicyclo[2.2.1]hept-1-yl]methanol
CAS No.:1542034-22-9
Molecular Formula:C₁₈H₁₈BrN₅O₄
Molecular Weight:448.276
Hs Code.:

Synonyms:[(1S,3R,4R,7S)-3-(4-amino-3-bromo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-7-(benzyloxy)-2,5-dioxabicyclo[2.2.1]hept-1-yl]methanol

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Chemical Property of [(1S,3R,4R,7S)-3-(4-amino-3-bromo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-7-(benzyloxy)-2,5-dioxabicyclo[2.2.1]hept-1-yl]methanol

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Technology Process of [(1S,3R,4R,7S)-3-(4-amino-3-bromo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-7-(benzyloxy)-2,5-dioxabicyclo[2.2.1]hept-1-yl]methanol

There total 5 articles about [(1S,3R,4R,7S)-3-(4-amino-3-bromo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-7-(benzyloxy)-2,5-dioxabicyclo[2.2.1]hept-1-yl]methanol 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: 85.0%

: 1542034-19-4
[(1R,3R,4R,7S)-3-(4-amino-3-bromo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-7-(benzyloxy)-2,5-dioxabicyclo[2.2.1]hept-1-yl]methyl benzoate

: 1542034-22-9
[(1S,3R,4R,7S)-3-(4-amino-3-bromo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-7-(benzyloxy)-2,5-dioxabicyclo[2.2.1]hept-1-yl]methanol

Guidance literature:: With ammonium hydroxide; In pyridine; water; at 60 ℃; for 24h;
DOI:10.1055/s-0033-1338531

Reference yield:

: 1542034-15-0
(2R,3R,4S)-2-(4-amino-3-bromo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-4-(benzyloxy)-5,5-bis[(mesyloxy)methyl]tetrahydrofuran-3-yl acetate

: 1542034-22-9
[(1S,3R,4R,7S)-3-(4-amino-3-bromo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-7-(benzyloxy)-2,5-dioxabicyclo[2.2.1]hept-1-yl]methanol

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydroxide / water; 1,4-dioxane / 1 h / 20 °C

2: N,N-dimethyl-formamide / 6 h / 100 °C

3: ammonium hydroxide / water; pyridine / 24 h / 60 °C

With ammonium hydroxide; sodium hydroxide; In 1,4-dioxane; pyridine; water; N,N-dimethyl-formamide;
DOI:10.1055/s-0033-1338531

Reference yield:

: 83255-86-1
3-bromo-4-aminopyrazolo<3,4-d>pyrimidine

: 1542034-22-9
[(1S,3R,4R,7S)-3-(4-amino-3-bromo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-7-(benzyloxy)-2,5-dioxabicyclo[2.2.1]hept-1-yl]methanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: acetonitrile / 0.25 h / Inert atmosphere

1.2: 24 h / Inert atmosphere; Reflux

2.1: sodium hydroxide / water; 1,4-dioxane / 1 h / 20 °C

3.1: N,N-dimethyl-formamide / 6 h / 100 °C

4.1: ammonium hydroxide / water; pyridine / 24 h / 60 °C

With ammonium hydroxide; sodium hydroxide; In 1,4-dioxane; pyridine; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1055/s-0033-1338531