(2S)-2-{[5-(3-aminophenyl)-6-phenylfuro[2,3-d]pyrimidin-4-yl]amino}-2-phenylethanol

Base Information

• Chemical Name: (2S)-2-{[5-(3-aminophenyl)-6-phenylfuro[2,3-d]pyrimidin-4-yl]amino}-2-phenylethanol
• CAS No.: 1226549-64-9
• Molecular Formula: C₂₆H₂₂N₄O₂
• Molecular Weight: 422.486

Synonyms:(2S)-2-{[5-(3-aminophenyl)-6-phenylfuro[2,3-d]pyrimidin-4-yl]amino}-2-phenylethanol

Chemical Property of (2S)-2-{[5-(3-aminophenyl)-6-phenylfuro[2,3-d]pyrimidin-4-yl]amino}-2-phenylethanol

Chemical Property:

Purity/Quality:

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Technology Process of (2S)-2-{[5-(3-aminophenyl)-6-phenylfuro[2,3-d]pyrimidin-4-yl]amino}-2-phenylethanol

There total 6 articles about (2S)-2-{[5-(3-aminophenyl)-6-phenylfuro[2,3-d]pyrimidin-4-yl]amino}-2-phenylethanol 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: 79.0%

(2S)-2-{[5-(3-nitrophenyl)-6-phenylfuro[2,3-d]pyrimidin-4-yl]amino}-2-phenylethanol (1226549-62-7) → (2S)-2-{[5-(3-aminophenyl)-6-phenylfuro[2,3-d]pyrimidin-4-yl]amino}-2-phenylethanol (1226549-64-9)

Guidance literature:

With iron; acetic acid; In ethanol; water; at 90 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.9b00722

Reference yield:

(2S)-2-[(5-bromo-6-phenylfuro[2,3-d]pyrimidin-4-yl)amino]-2-phenylethanol (1226548-51-1) + 3-Aminophenylboronic acid (30418-59-8,280563-63-5) → (2S)-2-{[5-(3-aminophenyl)-6-phenylfuro[2,3-d]pyrimidin-4-yl]amino}-2-phenylethanol (1226549-64-9)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; In 1,4-dioxane; water; at 100 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jm400072p

Reference yield:

5-bromo-4-chloro-6-phenylfuro[2,3-d]pyrimidine (1073135-81-5) → (2S)-2-{[5-(3-aminophenyl)-6-phenylfuro[2,3-d]pyrimidin-4-yl]amino}-2-phenylethanol (1226549-64-9)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / ethanol / Inert atmosphere; Reflux

2: sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 2 h / 100 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; triethylamine; In 1,4-dioxane; ethanol; water;

DOI:10.1021/jm400072p

upstream raw materials:

(2S)-2-{[5-(3-nitrophenyl)-6-phenylfuro[2,3-d]pyrimidin-4-yl]amino}-2-phenylethanol

4-chloro-5,6-diphenylfuro[2,3-d]pyrimidine

(2S)-2-[(5-bromo-6-phenylfuro[2,3-d]pyrimidin-4-yl)amino]-2-phenylethanol

3-Aminophenylboronic acid

Downstream raw materials:

(2E)-4-(dimethylamino)-N-[3-(4-{[(1S)-2-hydroxy-1-phenylethyl]amino}-6-phenylfuro[2,3-d]pyrimidin-5-yl)phenyl]but-2-enamide

N-{3-[4-(2-hydroxy-1-phenylethylamino)-6-phenylfuro[2,3-d]-pyrimidin-5-yl]phenyl}acrylamide

N-[3-(4-{[(1S)-2-hydroxy-1-phenylethyl]amino}-6-phenylfuro[2,3-d]pyrimidin-5-yl)phenyl]-N²,N²-dimethylglycinamide

C₃₁H₃₁N₅O₃

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