CID 2725003

Base Information

• Chemical Name: CID 2725003
• CAS No.: 96293-19-5
• Molecular Formula: C27H25 N3 Ni O3
• Molecular Weight: 498.2
• DSSTox Substance ID: DTXSID701047696
• Mol file: 96293-19-5.mol

Synonyms:Ni-(S)-BPB-GLy;96293-19-5;DTXSID701047696;(SP-4-4)-[N-[Phenyl[2-[[[(1R,2S)-1-(phenylmethyl)-2-pyrrolidinyl-kappaN]carbonyl]amino-kappaN]phenyl]methylene]glycinato(2-)-kappaN,kappaO]nickel

Chemical Property of CID 2725003

Chemical Property:

• Melting Point: 219-222 °C
• Refractive Index: 1.62
• PSA: 62.21000
• LogP: 3.43190
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 498.132758
• Heavy Atom Count: 34
• Complexity: 689

Purity/Quality:

97% ^*data from raw suppliers

(S)-(O-(N-Benzylprolyl)amino)(phenyl) methyleneiminoacetate(2)-N,N',N''-Nickel(II) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(N(C1)CC2=CC=CC=C2)C(=O)[N-]C3=CC=CC=C3C(=NCC(=O)O)C4=CC=CC=C4.[Ni]
• Isomeric SMILES: C1C[C@H](N(C1)CC2=CC=CC=C2)C(=O)[N-]C3=CC=CC=C3C(=NCC(=O)O)C4=CC=CC=C4.[Ni]

Technology Process of CID 2725003

There total 7 articles about CID 2725003 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: 93.0%

nickel(II) nitrate hexahydrate + (S)-N-(2-benzoylphenyl)-1-benzylpyrrolidine-2-carboxamide (96293-17-3,105024-93-9,105112-33-2) + glycine (56-40-6,18875-39-3,25718-94-9) → (C6H5CH2NC4H7CONC6H4C(C6H5)NCH2COO)Ni*H2O (96293-19-5)

Guidance literature:

With sodium methoxide; In methanol; a soln. of glycine in MeONa-MeOH was added to a soln. of the substituted benzophenone and Ni(NO3)2*6H2O in MeOH, mixt. was stirred for 2 h at 50°C under Ar, reaction was monitored by TLC; water was added, mixt. extd. with CHCl3, ext. evapd., residue purified on SiO2 and Sephadex LH-20 columns (eluents CHCl3-acetone and benzene-EtOH resp.); elem. anal.;

DOI:10.1021/ja00300a030

Reference yield: 71.0%

nickel(II) nitrate hexahydrate + (S)-N-(2-benzoylphenyl)-1-benzylpyrrolidine-2-carboxamide (96293-17-3,105024-93-9,105112-33-2) + glycine (56-40-6,18875-39-3,25718-94-9) → Gly-Ni-S-BPB (96293-19-5,172924-51-5)

Guidance literature:

With potassium hydroxide; In methanol; at 60 ℃; for 2h; Inert atmosphere;

DOI:10.3762/bjoc.13.276

Reference yield:

L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → Gly-Ni-S-BPB (96293-19-5,172924-51-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium hydroxide / isopropyl alcohol / 7 h / 40 °C

2.1: thionyl chloride / dichloromethane / -20 - -10 °C

2.2: -30 - 20 °C

3.1: potassium hydroxide / methanol / 2 h / 60 °C / Inert atmosphere

With thionyl chloride; potassium hydroxide; In methanol; dichloromethane; isopropyl alcohol;

DOI:10.3762/bjoc.13.276

upstream raw materials:

n-butylzinc chloride

(S)-N-(2-benzoylphenyl)-1-benzylpyrrolidine-2-carboxamide

glycine

L-proline