4-amino-6-(thiophen-2-yl)-5-cyano-7-(2,3,5-tri-O-benzoyl-β-L-xylofuranosyl)pyrrolo[2,3-d]pyrimidine

Base Information

Chemical Name:4-amino-6-(thiophen-2-yl)-5-cyano-7-(2,3,5-tri-O-benzoyl-β-L-xylofuranosyl)pyrrolo[2,3-d]pyrimidine
CAS No.:1350887-27-2
Molecular Formula:C₃₇H₂₇N₅O₇S
Molecular Weight:685.717
Hs Code.:

Synonyms:4-amino-6-(thiophen-2-yl)-5-cyano-7-(2,3,5-tri-O-benzoyl-β-L-xylofuranosyl)pyrrolo[2,3-d]pyrimidine

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Chemical Property of 4-amino-6-(thiophen-2-yl)-5-cyano-7-(2,3,5-tri-O-benzoyl-β-L-xylofuranosyl)pyrrolo[2,3-d]pyrimidine

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Technology Process of 4-amino-6-(thiophen-2-yl)-5-cyano-7-(2,3,5-tri-O-benzoyl-β-L-xylofuranosyl)pyrrolo[2,3-d]pyrimidine

There total 8 articles about 4-amino-6-(thiophen-2-yl)-5-cyano-7-(2,3,5-tri-O-benzoyl-β-L-xylofuranosyl)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: 75.0%

: 6165-68-0
thiophene boronic acid

: 4-amino-6-bromo-5-cyano-7-(2,3,5-tri-O-benzoyl-β-L-xylofuranosyl)-pyrrolo[2,3-d]pyrimidine

: 1350887-27-2
4-amino-6-(thiophen-2-yl)-5-cyano-7-(2,3,5-tri-O-benzoyl-β-L-xylofuranosyl)pyrrolo[2,3-d]pyrimidine

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate; In tetrahydrofuran; for 24h; Inert atmosphere; Reflux;
DOI:10.1016/j.bmc.2011.10.003

Reference yield:

: 3080-30-6,6974-32-9,14215-97-5,16162-35-9,20822-87-1,21138-42-1,22249-15-6,22249-17-8,26287-72-9,53403-35-3,53403-36-4,57236-69-8,70832-64-3,99395-04-7,100101-51-7,109668-83-9,120019-54-7
1-O-acetyl-2,3,5-tri-O-benzoyl-β-L-ribofuranose

: 1350887-27-2
4-amino-6-(thiophen-2-yl)-5-cyano-7-(2,3,5-tri-O-benzoyl-β-L-xylofuranosyl)pyrrolo[2,3-d]pyrimidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.5 h / 20 °C / Inert atmosphere

1.2: 3.17 h / 20 - 80 °C

2.1: bis-triphenylphosphine-palladium(II) chloride; potassium carbonate / tetrahydrofuran / 24 h / Inert atmosphere; Reflux

With bis-triphenylphosphine-palladium(II) chloride; N,O-bis-(trimethylsilyl)-acetamide; potassium carbonate; In tetrahydrofuran; acetonitrile; 2.1: Suzuki coupling;
DOI:10.1016/j.bmc.2011.10.003

Reference yield:

: 98130-58-6
2-amino-5-bromo-1H-pyrrole-3,4-dicarbonitrile

: 1350887-27-2
4-amino-6-(thiophen-2-yl)-5-cyano-7-(2,3,5-tri-O-benzoyl-β-L-xylofuranosyl)pyrrolo[2,3-d]pyrimidine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1,2-dimethoxyethane / 24 h / Reflux

2.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.5 h / 20 °C / Inert atmosphere

2.2: 3.17 h / 20 - 80 °C

3.1: bis-triphenylphosphine-palladium(II) chloride; potassium carbonate / tetrahydrofuran / 24 h / Inert atmosphere; Reflux

With bis-triphenylphosphine-palladium(II) chloride; N,O-bis-(trimethylsilyl)-acetamide; potassium carbonate; In tetrahydrofuran; 1,2-dimethoxyethane; acetonitrile; 3.1: Suzuki coupling;
DOI:10.1016/j.bmc.2011.10.003