9-(2-{4-[4-(cyclooct-2-yn-1-yloxy)benzoyl]piperazine-1-carbonyl}-phenyl)-6-hydroxy-3H-xanthen-3-one

Base Information

• Chemical Name: 9-(2-{4-[4-(cyclooct-2-yn-1-yloxy)benzoyl]piperazine-1-carbonyl}-phenyl)-6-hydroxy-3H-xanthen-3-one
• CAS No.: 1596803-20-1
• Molecular Formula: C₃₉H₃₄N₂O₆
• Molecular Weight: 626.709
• Mol file: 1596803-20-1.mol

Synonyms:9-(2-{4-[4-(cyclooct-2-yn-1-yloxy)benzoyl]piperazine-1-carbonyl}-phenyl)-6-hydroxy-3H-xanthen-3-one

Chemical Property of 9-(2-{4-[4-(cyclooct-2-yn-1-yloxy)benzoyl]piperazine-1-carbonyl}-phenyl)-6-hydroxy-3H-xanthen-3-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-(2-{4-[4-(cyclooct-2-yn-1-yloxy)benzoyl]piperazine-1-carbonyl}-phenyl)-6-hydroxy-3H-xanthen-3-one

There total 9 articles about 9-(2-{4-[4-(cyclooct-2-yn-1-yloxy)benzoyl]piperazine-1-carbonyl}-phenyl)-6-hydroxy-3H-xanthen-3-one 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: 43.0%

6-hydroxy-9-[2-(piperazine-1-carbonyl)phenyl]xanthen-3-one + 4-(cyclooct-2-yn-1-yloxy)benzoic acid (1596803-19-8) → 9-(2-{4-[4-(cyclooct-2-yn-1-yloxy)benzoyl]piperazine-1-carbonyl}-phenyl)-6-hydroxy-3H-xanthen-3-one (1596803-20-1)

Guidance literature:

6-hydroxy-9-[2-(piperazine-1-carbonyl)phenyl]xanthen-3-one; 4-(cyclooct-2-yn-1-yloxy)benzoic acid; With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; Inert atmosphere;

With dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1002/ejoc.201301375

Reference yield:

(E)-2-bromocyclooct-2-enol → 9-(2-{4-[4-(cyclooct-2-yn-1-yloxy)benzoyl]piperazine-1-carbonyl}-phenyl)-6-hydroxy-3H-xanthen-3-one (1596803-20-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: pyridinium p-toluenesulfonate / dichloromethane / 2 h

2.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C / Inert atmosphere

3.1: toluene-4-sulfonic acid / methanol / 3 h

4.1: tetrahydrofuran / 0 °C / Inert atmosphere

4.2: 20 °C / Inert atmosphere

5.1: sodium hydroxide / water; tetrahydrofuran; methanol / 3 h / 50 °C

6.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol / N,N-dimethyl-formamide / Inert atmosphere

6.2: 24 h / 20 °C / Inert atmosphere

With pyridinium p-toluenesulfonate; benzotriazol-1-ol; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; sodium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; 4.1: |Mitsunobu Displacement;

DOI:10.1002/ejoc.201301375

Reference yield:

(E)-1,8-dibromocyclooct-1-ene (34899-59-7) → 9-(2-{4-[4-(cyclooct-2-yn-1-yloxy)benzoyl]piperazine-1-carbonyl}-phenyl)-6-hydroxy-3H-xanthen-3-one (1596803-20-1)

Guidance literature:

Multi-step reaction with 7 steps

1.1: copper(ll) sulfate pentahydrate / water; dimethyl sulfoxide / 2 h / 100 °C

2.1: pyridinium p-toluenesulfonate / dichloromethane / 2 h

3.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C / Inert atmosphere

4.1: toluene-4-sulfonic acid / methanol / 3 h

5.1: tetrahydrofuran / 0 °C / Inert atmosphere

5.2: 20 °C / Inert atmosphere

6.1: sodium hydroxide / water; tetrahydrofuran; methanol / 3 h / 50 °C

7.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol / N,N-dimethyl-formamide / Inert atmosphere

7.2: 24 h / 20 °C / Inert atmosphere

With copper(ll) sulfate pentahydrate; pyridinium p-toluenesulfonate; benzotriazol-1-ol; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; sodium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; 5.1: |Mitsunobu Displacement;

DOI:10.1002/ejoc.201301375

upstream raw materials:

(E)-1,8-dibromocyclooct-1-ene

4-(cyclooct-2-yn-1-yloxy)benzoic acid

cyclooct-2-yn-1-ol

cis-Cyclooctene