4-N-phenylamino-5-phenyl-7-(5-deoxy-2,3-O-isopropylidene-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine

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Chemical Name:4-N-phenylamino-5-phenyl-7-(5-deoxy-2,3-O-isopropylidene-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine
CAS No.:291759-34-7
Molecular Formula:C₂₆H₂₆N₄O₃
Molecular Weight:442.517
Hs Code.:

Synonyms:4-N-phenylamino-5-phenyl-7-(5-deoxy-2,3-O-isopropylidene-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine

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Chemical Property of 4-N-phenylamino-5-phenyl-7-(5-deoxy-2,3-O-isopropylidene-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine

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Technology Process of 4-N-phenylamino-5-phenyl-7-(5-deoxy-2,3-O-isopropylidene-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine

There total 10 articles about 4-N-phenylamino-5-phenyl-7-(5-deoxy-2,3-O-isopropylidene-β-D-ribofuranosyl)pyrrolo[2,3-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: 65.0%

: 5-deoxy-2,3-O-isopropylidene-α/β-D-ribofuranosyl chloride

: 186393-51-1
4-N-phenylamino-5-phenylpyrrolo[2,3-d]pyrimidine

: 291759-34-7
4-N-phenylamino-5-phenyl-7-(5-deoxy-2,3-O-isopropylidene-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine

: phenyl-[5-phenyl-1-(2,2,6-trimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-1H-pyrrolo[2,3-d]pyrimidin-4-yl]-amine

Guidance literature:: With potassium hydroxide; In toluene; at 20 ℃;
DOI:10.1021/jm0000259

Reference yield: 20.0%

: 5-deoxy-2,3-O-isopropylidene-α/β-D-ribofuranosyl chloride

: 186393-51-1
4-N-phenylamino-5-phenylpyrrolo[2,3-d]pyrimidine

: 291759-34-7
4-N-phenylamino-5-phenyl-7-(5-deoxy-2,3-O-isopropylidene-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine

: phenyl-[5-phenyl-7-(2,2,6-trimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-amine

: phenyl-[5-phenyl-1-(2,2,6-trimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-1H-pyrrolo[2,3-d]pyrimidin-4-yl]-amine

Guidance literature:: 4-N-phenylamino-5-phenylpyrrolo[2,3-d]pyrimidine; With sodium hydride; In acetonitrile; for 0.5h;

5-deoxy-2,3-O-isopropylidene-α/β-D-ribofuranosyl chloride; In acetonitrile; at 20 ℃; Further stages.;
DOI:10.1021/jm0000259

Reference yield:

: 54153-51-4
2-amino-3-cyano-4-phenylpyrrole

: 291759-34-7
4-N-phenylamino-5-phenyl-7-(5-deoxy-2,3-O-isopropylidene-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: p-toluenesulfonic acid / tetrahydrofuran / 0.5 h / Heating

2.1: dimethylformamide / 0.75 h / Heating

3.1: H₂O / 8 h / Heating

4.1: NaH / acetonitrile / 0.5 h

4.2: 35 percent / acetonitrile / 20 °C

With sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile; 1.1: ethoxylation / 2.1: cyclocondensation / 3.1: Rearrangement / 4.1: deprotonation / 4.2: glycosylation;
DOI:10.1021/jm0000259