1-Piperazinecarboxylic acid, 4-(2-formylphenyl)-, phenylmethyl ester

Base Information

• Chemical Name: 1-Piperazinecarboxylic acid, 4-(2-formylphenyl)-, phenylmethyl ester
• CAS No.: 626218-86-8
• Molecular Formula: C19H20N2O3
• Molecular Weight: 324.379
• DSSTox Substance ID: DTXSID80459618
• Wikidata: Q82283435
• Mol file: 626218-86-8.mol

Synonyms:1-Piperazinecarboxylic acid, 4-(2-formylphenyl)-, phenylmethyl ester;626218-86-8;DTXSID80459618

Chemical Property of 1-Piperazinecarboxylic acid, 4-(2-formylphenyl)-, phenylmethyl ester

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 324.14739250
• Heavy Atom Count: 24
• Complexity: 415

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCN1C2=CC=CC=C2C=O)C(=O)OCC3=CC=CC=C3

Technology Process of 1-Piperazinecarboxylic acid, 4-(2-formylphenyl)-, phenylmethyl ester

There total 1 articles about 1-Piperazinecarboxylic acid, 4-(2-formylphenyl)-, phenylmethyl ester 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: 53.0%

phenylmethyl 1-piperazinecarboxylate (31166-44-6) + 2-Fluorobenzaldehyde (446-52-6) → 2-(4-Cbz-piperazine)benzaldehyde (626218-86-8)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 120 ℃; for 19h;

DOI:10.1021/jm049278i

Reference yield:

2-(4-Cbz-piperazine)benzaldehyde (626218-86-8) → N-Boc-N-[2-(2-thienyl)ethyl]-2-piperazinebenzylamine (626218-95-9)

Guidance literature:

Multi-step reaction with 3 steps

1: NaBH(OAc)3 / CH₂Cl₂ / 16 h / 20 °C

2: CH₂Cl₂ / 6 h / 20 °C

3: 35 percent / H₂; NH₃ / Pd/C / methanol / 23 h / 20 °C / 2068.59 Torr

With ammonia; hydrogen; sodium tris(acetoxy)borohydride; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1016/j.bmcl.2005.03.053

Reference yield:

2-(4-Cbz-piperazine)benzaldehyde (626218-86-8) → 4-[(2R)-amino-3-(2,4-dichlorophenyl)propionyl]-1-{2-[N-Boc-(2-thienyl)ethylaminomethyl]phenyl}piperazine (834917-26-9)

Guidance literature:

Multi-step reaction with 5 steps

1: NaBH(OAc)3 / CH₂Cl₂ / 16 h / 20 °C

2: CH₂Cl₂ / 6 h / 20 °C

3: 35 percent / H₂; NH₃ / Pd/C / methanol / 23 h / 20 °C / 2068.59 Torr

4: EDC; HOBt / CH₂Cl₂ / 18 h / 20 °C

5: Et₂NH / CH₂Cl₂ / 3 h / 20 °C

With ammonia; hydrogen; sodium tris(acetoxy)borohydride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; diethylamine; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1016/j.bmcl.2005.03.053

upstream raw materials:

phenylmethyl 1-piperazinecarboxylate

2-Fluorobenzaldehyde

Downstream raw materials:

4-{2-[(2-thiophen-2-yl-ethylamino)-methyl]-phenyl}-piperazine-1-carboxylic acid benzyl ester