N-[2-[[4-[4-(4-aminophenyl)buta-1,3-dienyl]phenyl]ethylamino]ethyl]-1-(6-amino-9H-purin-9-yl)-1-deoxy-β-D-ribofuranuronamide

Base Information

• Chemical Name: N-[2-[[4-[4-(4-aminophenyl)buta-1,3-dienyl]phenyl]ethylamino]ethyl]-1-(6-amino-9H-purin-9-yl)-1-deoxy-β-D-ribofuranuronamide
• CAS No.: 937018-49-0
• Molecular Formula: C₃₀H₃₄N₈O₄
• Molecular Weight: 570.651
• Mol file: 937018-49-0.mol

Synonyms:N-[2-[[4-[4-(4-aminophenyl)buta-1,3-dienyl]phenyl]ethylamino]ethyl]-1-(6-amino-9H-purin-9-yl)-1-deoxy-β-D-ribofuranuronamide

Chemical Property of N-[2-[[4-[4-(4-aminophenyl)buta-1,3-dienyl]phenyl]ethylamino]ethyl]-1-(6-amino-9H-purin-9-yl)-1-deoxy-β-D-ribofuranuronamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[2-[[4-[4-(4-aminophenyl)buta-1,3-dienyl]phenyl]ethylamino]ethyl]-1-(6-amino-9H-purin-9-yl)-1-deoxy-β-D-ribofuranuronamide

There total 9 articles about N-[2-[[4-[4-(4-aminophenyl)buta-1,3-dienyl]phenyl]ethylamino]ethyl]-1-(6-amino-9H-purin-9-yl)-1-deoxy-β-D-ribofuranuronamide 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:

N-[4-[4-(4-aminophenyl)buta-1,3-dienyl]phenyl]-N-ethylethan-1,2-diamine (929899-51-4) → N-[2-[[4-[4-(4-aminophenyl)buta-1,3-dienyl]phenyl]ethylamino]ethyl]-1-(6-amino-9H-purin-9-yl)-1-deoxy-β-D-ribofuranuronamide (937018-49-0)

Guidance literature:

Multi-step reaction with 2 steps

1: HBTU; Et₃N / dimethylformamide

2: TFA / tetrahydrofuran; H₂O

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1021/ja067543e

Reference yield:

2',3'-isopropylideneadenosine-5'-carboxylic acid (19234-66-3) → N-[2-[[4-[4-(4-aminophenyl)buta-1,3-dienyl]phenyl]ethylamino]ethyl]-1-(6-amino-9H-purin-9-yl)-1-deoxy-β-D-ribofuranuronamide (937018-49-0)

Guidance literature:

Multi-step reaction with 2 steps

1: HBTU; Et₃N / dimethylformamide

2: TFA / tetrahydrofuran; H₂O

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1021/ja067543e

Reference yield:

N-[4-[4-[4-[(2-aminoethyl)ethylamino]phenyl]buta-1,3-dienyl]phenyl]benzamide (937018-47-8) → N-[2-[[4-[4-(4-aminophenyl)buta-1,3-dienyl]phenyl]ethylamino]ethyl]-1-(6-amino-9H-purin-9-yl)-1-deoxy-β-D-ribofuranuronamide (937018-49-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / aq. NaOH / ethanol / 12 h / Heating

2: 57 percent / Et₃N; HBTU / dimethylformamide / 72 h

3: 96 percent / trifluoroacetic acid / tetrahydrofuran; H₂O / 13 h / 20 °C

With sodium hydroxide; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide;

DOI:10.1039/b615628b

upstream raw materials:

N-[4-[4-(4-aminophenyl)buta-1,3-dienyl]phenyl]-N-ethylethan-1,2-diamine

2',3'-isopropylideneadenosine-5'-carboxylic acid

N-[4-[4-[4-[(2-aminoethyl)ethylamino]phenyl]buta-1,3-dienyl]phenyl]benzamide

N-[4-[4-(4-[ethyl-[2-(tetrahydropyran-2-yloxy)ethyl]amino]phenyl)buta-1,3-dienyl]phenyl]benzamide

Downstream raw materials:

C₄₄H₄₇N₈O₇P