3-bromo-4-N-trimethylacetylamino-1-(2,3-O-isopropylidene-5-O-triisopropylbenzenesulfonyl-α-L-lyxofuranosyl)pyrazolo[3,4-d]pyrimidine

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Chemical Name:3-bromo-4-N-trimethylacetylamino-1-(2,3-O-isopropylidene-5-O-triisopropylbenzenesulfonyl-α-L-lyxofuranosyl)pyrazolo[3,4-d]pyrimidine
CAS No.:624727-96-4
Molecular Formula:C₃₃H₄₆BrN₅O₇S
Molecular Weight:736.728
Hs Code.:

Synonyms:3-bromo-4-N-trimethylacetylamino-1-(2,3-O-isopropylidene-5-O-triisopropylbenzenesulfonyl-α-L-lyxofuranosyl)pyrazolo[3,4-d]pyrimidine

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Chemical Property of 3-bromo-4-N-trimethylacetylamino-1-(2,3-O-isopropylidene-5-O-triisopropylbenzenesulfonyl-α-L-lyxofuranosyl)pyrazolo[3,4-d]pyrimidine

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Technology Process of 3-bromo-4-N-trimethylacetylamino-1-(2,3-O-isopropylidene-5-O-triisopropylbenzenesulfonyl-α-L-lyxofuranosyl)pyrazolo[3,4-d]pyrimidine

There total 7 articles about 3-bromo-4-N-trimethylacetylamino-1-(2,3-O-isopropylidene-5-O-triisopropylbenzenesulfonyl-α-L-lyxofuranosyl)pyrazolo[3,4-d]pyrimidine 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:

: 6553-96-4
2,4,6-triisopropylphenylsulfonyl chloride

: 624727-95-3
3-bromo-4-N-trimethylacetylamino-1-(2,3-O-isopropylidene-α-L-lyxofuranosyl)pyrazolo[3,4-d]pyrimidine

: 624727-96-4
3-bromo-4-N-trimethylacetylamino-1-(2,3-O-isopropylidene-5-O-triisopropylbenzenesulfonyl-α-L-lyxofuranosyl)pyrazolo[3,4-d]pyrimidine

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at 20 ℃; for 18h;
DOI:10.1021/jm030230z

Reference yield:

: 169529-25-3
1-O-methyl-2,3,5-tri-O-benzoyl-L-lyxofuranose

: 624727-96-4
3-bromo-4-N-trimethylacetylamino-1-(2,3-O-isopropylidene-5-O-triisopropylbenzenesulfonyl-α-L-lyxofuranosyl)pyrazolo[3,4-d]pyrimidine

Guidance literature:: Multi-step reaction with 6 steps

1: 38 g / glacial AcOH; H₂SO₄ / 16 h

2: 61 percent / MeNO₂; BF₃*Et₂O / 2 h / Heating

3: 540 mg / NaOMe / methanol / 5 h / pH 10

4: 82 percent / HCl / acetone; methanol / 3 h / 20 °C

5: 53 percent / diisopropylethylamine / dioxane

6: 300 mg / LDA / tetrahydrofuran / 18 h / 20 °C

With hydrogenchloride; nitromethane; sulfuric acid; boron trifluoride diethyl etherate; sodium methylate; acetic acid; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; methanol; acetone;
DOI:10.1021/jm030230z

Reference yield:

: 202119-57-1
methyl L-lyxofuranoside

: 624727-96-4
3-bromo-4-N-trimethylacetylamino-1-(2,3-O-isopropylidene-5-O-triisopropylbenzenesulfonyl-α-L-lyxofuranosyl)pyrazolo[3,4-d]pyrimidine

Guidance literature:: Multi-step reaction with 7 steps

1: 47 g / 4-N,N-dimethylaminopyridine / pyridine / 16 h / 20 °C

2: 38 g / glacial AcOH; H₂SO₄ / 16 h

3: 61 percent / MeNO₂; BF₃*Et₂O / 2 h / Heating

4: 540 mg / NaOMe / methanol / 5 h / pH 10

5: 82 percent / HCl / acetone; methanol / 3 h / 20 °C

6: 53 percent / diisopropylethylamine / dioxane

7: 300 mg / LDA / tetrahydrofuran / 18 h / 20 °C

With hydrogenchloride; dmap; nitromethane; sulfuric acid; boron trifluoride diethyl etherate; sodium methylate; acetic acid; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; acetone;
DOI:10.1021/jm030230z