4-N-phenylamino-3-phenyl-1-(5-amino-5-deoxy-2,3-O-isopropylidene-α-L-lyxofuranosyl)pyrazolo[3,4-d]pyrimidine

Base Information

Chemical Name:4-N-phenylamino-3-phenyl-1-(5-amino-5-deoxy-2,3-O-isopropylidene-α-L-lyxofuranosyl)pyrazolo[3,4-d]pyrimidine
CAS No.:624728-00-3
Molecular Formula:C₂₅H₂₆N₆O₃
Molecular Weight:458.52
Hs Code.:

Synonyms:4-N-phenylamino-3-phenyl-1-(5-amino-5-deoxy-2,3-O-isopropylidene-α-L-lyxofuranosyl)pyrazolo[3,4-d]pyrimidine

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Chemical Property of 4-N-phenylamino-3-phenyl-1-(5-amino-5-deoxy-2,3-O-isopropylidene-α-L-lyxofuranosyl)pyrazolo[3,4-d]pyrimidine

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Technology Process of 4-N-phenylamino-3-phenyl-1-(5-amino-5-deoxy-2,3-O-isopropylidene-α-L-lyxofuranosyl)pyrazolo[3,4-d]pyrimidine

There total 7 articles about 4-N-phenylamino-3-phenyl-1-(5-amino-5-deoxy-2,3-O-isopropylidene-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:

: 624727-99-7
3-phenyl-4-N-phenylamino-1-(2,3-O-isopropylidene-5-O-methanesulfonyl-α-L-lyxofuranosyl)pyrazolo[3,4-d]pyrimidine

: 624728-00-3
4-N-phenylamino-3-phenyl-1-(5-amino-5-deoxy-2,3-O-isopropylidene-α-L-lyxofuranosyl)pyrazolo[3,4-d]pyrimidine

Guidance literature:: With ammonia; In methanol; at 110 ℃; for 48h;
DOI:10.1021/jm030230z

Reference yield:

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

: 624728-00-3
4-N-phenylamino-3-phenyl-1-(5-amino-5-deoxy-2,3-O-isopropylidene-α-L-lyxofuranosyl)pyrazolo[3,4-d]pyrimidine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 38 g / glacial AcOH; H₂SO₄ / 16 h

2.1: 55 percent / MeNO₂; BF₃*Et₂O / 2 h / Heating

3.1: 42 percent / NaOMe / methanol

4.1: 88 percent / HCl / acetone; methanol / 20 °C

5.1: LDA / tetrahydrofuran / 0.25 h / -78 °C

5.2: 84 percent / tetrahydrofuran / 48 h

6.1: 100 mg / NH₃ / methanol / 48 h / 110 °C

With hydrogenchloride; nitromethane; sulfuric acid; boron trifluoride diethyl etherate; ammonia; sodium methylate; acetic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; acetone;
DOI:10.1021/jm030230z

Reference yield:

: 202119-57-1
methyl L-lyxofuranoside

: 624728-00-3
4-N-phenylamino-3-phenyl-1-(5-amino-5-deoxy-2,3-O-isopropylidene-α-L-lyxofuranosyl)pyrazolo[3,4-d]pyrimidine

Guidance literature:: Multi-step reaction with 7 steps

1.1: 47 g / 4-N,N-dimethylaminopyridine / pyridine / 16 h / 20 °C

2.1: 38 g / glacial AcOH; H₂SO₄ / 16 h

3.1: 55 percent / MeNO₂; BF₃*Et₂O / 2 h / Heating

4.1: 42 percent / NaOMe / methanol

5.1: 88 percent / HCl / acetone; methanol / 20 °C

6.1: LDA / tetrahydrofuran / 0.25 h / -78 °C

6.2: 84 percent / tetrahydrofuran / 48 h

7.1: 100 mg / NH₃ / methanol / 48 h / 110 °C

With hydrogenchloride; dmap; nitromethane; sulfuric acid; boron trifluoride diethyl etherate; ammonia; sodium methylate; acetic acid; lithium diisopropyl amide; In tetrahydrofuran; pyridine; methanol; acetone;
DOI:10.1021/jm030230z