4-phenyl-7-[2-deoxy-2-fluoro-β-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

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Chemical Name:4-phenyl-7-[2-deoxy-2-fluoro-β-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine
CAS No.:1397372-04-1
Molecular Formula:C₁₇H₁₆FN₃O₃
Molecular Weight:329.331
Hs Code.:

Synonyms:4-phenyl-7-[2-deoxy-2-fluoro-β-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

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Chemical Property of 4-phenyl-7-[2-deoxy-2-fluoro-β-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

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Technology Process of 4-phenyl-7-[2-deoxy-2-fluoro-β-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

There total 7 articles about 4-phenyl-7-[2-deoxy-2-fluoro-β-D-ribofuranosyl]-7H-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: 89.0%

: 1397371-89-9,169516-60-3
4-chloro-7-[2-deoxy-2-fluoro-β-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

: 98-80-6
phenylboronic acid

: 1397372-04-1
4-phenyl-7-[2-deoxy-2-fluoro-β-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

Guidance literature:: With trisodium tris(3-sulfophenyl)phosphine; palladium diacetate; sodium carbonate; In water; acetonitrile; at 100 ℃; for 2h; Inert atmosphere;
DOI:10.1016/j.tet.2012.07.033

Reference yield:

: 1397371-75-3
4-chloro-7-[2-O-acetyl-3,5-O-(tetraisopropyldisiloxane-1,3-diyl)-β-D-arabinofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

: 1397372-04-1
4-phenyl-7-[2-deoxy-2-fluoro-β-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

Guidance literature:: Multi-step reaction with 6 steps

1: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 20 °C

2: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 0 - 20 °C

3: methanol; ammonia / 3 h / 0 °C

4: pyridine; diethylamino-sulfur trifluoride / dichloromethane / 0 - 20 °C

5: water; acetic acid / tetrahydrofuran / 1 h / Reflux

6: trisodium tris(3-sulfophenyl)phosphine; palladium diacetate; sodium carbonate / water; acetonitrile / 2 h / 100 °C / Inert atmosphere

With pyridine; methanol; diethylamino-sulfur trifluoride; trisodium tris(3-sulfophenyl)phosphine; ammonia; water; palladium diacetate; sodium carbonate; toluene-4-sulfonic acid; acetic acid; triethylamine tris(hydrogen fluoride); In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 6: Suzuki coupling;
DOI:10.1016/j.tet.2012.07.033

Reference yield:

: 1338072-53-9
4-chloro-7-[3,5-O-(tetraisopropyldisiloxan-1,3-diyl)-β-D-arabinofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

: 1397372-04-1
4-phenyl-7-[2-deoxy-2-fluoro-β-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

Guidance literature:: Multi-step reaction with 7 steps

1: dmap; triethylamine / acetonitrile / 1 h / 20 °C

2: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 20 °C

3: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 0 - 20 °C

4: methanol; ammonia / 3 h / 0 °C

5: pyridine; diethylamino-sulfur trifluoride / dichloromethane / 0 - 20 °C

6: water; acetic acid / tetrahydrofuran / 1 h / Reflux

7: trisodium tris(3-sulfophenyl)phosphine; palladium diacetate; sodium carbonate / water; acetonitrile / 2 h / 100 °C / Inert atmosphere

With pyridine; methanol; dmap; diethylamino-sulfur trifluoride; trisodium tris(3-sulfophenyl)phosphine; ammonia; water; palladium diacetate; sodium carbonate; toluene-4-sulfonic acid; acetic acid; triethylamine tris(hydrogen fluoride); triethylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 7: Suzuki coupling;
DOI:10.1016/j.tet.2012.07.033