[(2S,5R)-5-(7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-2-yl]methanol

Base Information

Chemical Name:[(2S,5R)-5-(7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-2-yl]methanol
CAS No.:119447-96-0
Molecular Formula:C₁₁H₁₃N₃O₂
Molecular Weight:219.243
Hs Code.:
Mol file:119447-96-0.mol

Synonyms:2-Furanmethanol,5-(7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydro-, (2S-cis)-; 7H-Pyrrolo[2,3-d]pyrimidine,2-furanmethanol deriv.

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of [(2S,5R)-5-(7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-2-yl]methanol

Chemical Property:

Vapor Pressure:1.83E-08mmHg at 25°C
Boiling Point:438.5°C at 760 mmHg
Flash Point:219°C
Density:1.47g/cm³

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of [(2S,5R)-5-(7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-2-yl]methanol

There total 8 articles about [(2S,5R)-5-(7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-2-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: 75.0%

: 115899-34-8
4-chloro-7-(2,3-dideoxy-β-D-glycero-pentofuranosyl)-7H-pyrrolo<2,3-d>pyrimidine

: 119447-96-0
7-(2,3-Dideoxy-β-D-glycero-pentofuranosyl)-7H-pyrrolo<2,3-d>pyrimidine

Guidance literature:: With ammonium hydroxide; hydrogen; palladium on activated charcoal; In methanol; for 3h; Ambient temperature;
DOI:10.1055/s-1988-27667

Reference yield:

: 4330-21-6
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride

: 119447-96-0
7-(2,3-Dideoxy-β-D-glycero-pentofuranosyl)-7H-pyrrolo<2,3-d>pyrimidine

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) KOH / 1.) tris-<2-(2-methoxyethoxy)ethyl>amine / 1.) MeCN, room temp., 5 min, 2.) room temp., 15 min

2: 84 percent / NH₃ / methanol / 24 h / Ambient temperature

3: 78 percent / pyridine, N,N-diisopropylethylamine / 3 h / Ambient temperature

4: 76 percent / 4-dimethylaminopyridine / acetonitrile / 16 h / Ambient temperature

5: 75 percent / n-Bu₃SnH, 2,2'-azobis(2-methyl)propionitrile / toluene / 2 h / 75 °C

6: 67 percent / 80percent aq. AcOH / 0.5 h / Ambient temperature

7: 75 percent / H₂, conc. aq. NH₃ / 10percent Pd/C / methanol / 3 h / Ambient temperature

With pyridine; dmap; potassium hydroxide; ammonium hydroxide; 2,2'-azobis(isobutyronitrile); ammonia; hydrogen; tri-n-butyl-tin hydride; acetic acid; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; Tris(3,6-dioxaheptyl)amine; In methanol; toluene; acetonitrile;
DOI:10.1055/s-1988-27667

Reference yield:

: 91713-43-8
4-chloro-7-<2'-deoxy-3',5'-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-7H-pyrrolo<2,3-d>pyrimidine

: 119447-96-0
7-(2,3-Dideoxy-β-D-glycero-pentofuranosyl)-7H-pyrrolo<2,3-d>pyrimidine

Guidance literature:: Multi-step reaction with 6 steps

1: 84 percent / NH₃ / methanol / 24 h / Ambient temperature

2: 78 percent / pyridine, N,N-diisopropylethylamine / 3 h / Ambient temperature

3: 76 percent / 4-dimethylaminopyridine / acetonitrile / 16 h / Ambient temperature

4: 75 percent / n-Bu₃SnH, 2,2'-azobis(2-methyl)propionitrile / toluene / 2 h / 75 °C

5: 67 percent / 80percent aq. AcOH / 0.5 h / Ambient temperature

6: 75 percent / H₂, conc. aq. NH₃ / 10percent Pd/C / methanol / 3 h / Ambient temperature

With pyridine; dmap; ammonium hydroxide; 2,2'-azobis(isobutyronitrile); ammonia; hydrogen; tri-n-butyl-tin hydride; acetic acid; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; toluene; acetonitrile;
DOI:10.1055/s-1988-27667