tert-butyl (S)-2-benzyl-4-[5-iso-butyl-6-(3-iso-butyl-1H-pyrazol-5-yl)pyridazine-3-carbonyl]piperazine-1-carboxylate

Base Information

• Chemical Name: tert-butyl (S)-2-benzyl-4-[5-iso-butyl-6-(3-iso-butyl-1H-pyrazol-5-yl)pyridazine-3-carbonyl]piperazine-1-carboxylate
• CAS No.: 952591-36-5
• Molecular Formula: C₃₂H₄₄N₆O₃
• Molecular Weight: 560.74
• Mol file: 952591-36-5.mol

Synonyms:tert-butyl (S)-2-benzyl-4-[5-iso-butyl-6-(3-iso-butyl-1H-pyrazol-5-yl)pyridazine-3-carbonyl]piperazine-1-carboxylate

Chemical Property of tert-butyl (S)-2-benzyl-4-[5-iso-butyl-6-(3-iso-butyl-1H-pyrazol-5-yl)pyridazine-3-carbonyl]piperazine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (S)-2-benzyl-4-[5-iso-butyl-6-(3-iso-butyl-1H-pyrazol-5-yl)pyridazine-3-carbonyl]piperazine-1-carboxylate

There total 9 articles about tert-butyl (S)-2-benzyl-4-[5-iso-butyl-6-(3-iso-butyl-1H-pyrazol-5-yl)pyridazine-3-carbonyl]piperazine-1-carboxylate 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:

tert-butyl (S)-2-benzylpiperazine-1-carboxylate (169447-86-3,481038-63-5) + 6-(3-benzyl-1H-pyrazol-5-yl)-5-iso-butylpyridazine-3-carboxylic acid → tert-butyl (S)-2-benzyl-4-[5-iso-butyl-6-(3-iso-butyl-1H-pyrazol-5-yl)pyridazine-3-carbonyl]piperazine-1-carboxylate (952591-36-5)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;

Reference yield:

ethyl 6-chloro-5-iso-butylpyridazine-3-carboxylate (952591-26-3) → tert-butyl (S)-2-benzyl-4-[5-iso-butyl-6-(3-iso-butyl-1H-pyrazol-5-yl)pyridazine-3-carbonyl]piperazine-1-carboxylate (952591-36-5)

Guidance literature:

Multi-step reaction with 5 steps

1: TEA; CuI / Pd(PPh₃)2Cl₂ / tetrahydrofuran / 2 h / 70 °C

2: Dess-Martin periodinane / CH₂Cl₂ / 20 °C

3: hydrazine hydrate / methanol / 0 - 20 °C

4: lithium hydroxide hydrate / tetrahydrofuran; H₂O / 0 °C

5: EDCl; HOBt; DIPEA / CH₂Cl₂ / 20 °C

With lithium hydroxide; copper(l) iodide; TEA; benzotriazol-1-ol; Dess-Martin periodane; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; dichloromethane; water; 1: Sonogashira coupling;

DOI:10.1021/ol701487g

Reference yield:

6-chloro-3-pyridazinecarboxylic acid ethyl ester (75680-92-1) → tert-butyl (S)-2-benzyl-4-[5-iso-butyl-6-(3-iso-butyl-1H-pyrazol-5-yl)pyridazine-3-carbonyl]piperazine-1-carboxylate (952591-36-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.13 g / H₂SO₄; AgNO₃; (NH₄)2S₂O₈ / H₂O / 65 - 75 °C

2: TEA; CuI / Pd(PPh₃)2Cl₂ / tetrahydrofuran / 2 h / 70 °C

3: Dess-Martin periodinane / CH₂Cl₂ / 20 °C

4: hydrazine hydrate / methanol / 0 - 20 °C

5: lithium hydroxide hydrate / tetrahydrofuran; H₂O / 0 °C

6: EDCl; HOBt; DIPEA / CH₂Cl₂ / 20 °C

With lithium hydroxide; ammonium peroxydisulfate; copper(l) iodide; TEA; sulfuric acid; benzotriazol-1-ol; Dess-Martin periodane; hydrazine hydrate; silver nitrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; dichloromethane; water; 2: Sonogashira coupling;

DOI:10.1021/ol701487g

upstream raw materials:

tert-butyl (S)-2-benzylpiperazine-1-carboxylate

ethyl 5-iso-butyl-6-(5-methyl-3-oxohex-1-ynyl)pyridazine-3-carboxylate

ethyl 5-iso-butyl-6-(3-iso-butyl-1H-pyrazol-5-yl)pyridazine-3-carboxylate

ethyl 6-chloro-5-iso-butylpyridazine-3-carboxylate