2,4-Diethyl 1-(phenylmethyl) 5-oxo-1,2,4-pyrrolidinetricarboxylate

Base Information

• Chemical Name: 2,4-Diethyl 1-(phenylmethyl) 5-oxo-1,2,4-pyrrolidinetricarboxylate
• CAS No.: 120824-81-9
• Molecular Formula: C₁₈H₂₁NO₇
• Molecular Weight: 363.367
• DSSTox Substance ID: DTXSID501164404
• Mol file: 120824-81-9.mol

Synonyms:DTXSID501164404;2,4-Diethyl 1-(phenylmethyl) 5-oxo-1,2,4-pyrrolidinetricarboxylate;120824-81-9

Chemical Property of 2,4-Diethyl 1-(phenylmethyl) 5-oxo-1,2,4-pyrrolidinetricarboxylate

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 9
• Exact Mass: 363.13180201
• Heavy Atom Count: 26
• Complexity: 542

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1CC(N(C1=O)C(=O)OCC2=CC=CC=C2)C(=O)OCC

Technology Process of 2,4-Diethyl 1-(phenylmethyl) 5-oxo-1,2,4-pyrrolidinetricarboxylate

There total 2 articles about 2,4-Diethyl 1-(phenylmethyl) 5-oxo-1,2,4-pyrrolidinetricarboxylate 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: 57.0%

N-benzyloxycarbonyl-O-p-toluenesulfonyl-DL-serine ethyl ester (120824-80-8) + diethyl malonate (105-53-3) → diethyl benzyloxycarbonyl-γ-carboxy-DL-pyroglutamate (120824-81-9)

Guidance literature:

With sodium hydride; In benzene; for 8h; Heating;

Reference yield:

benzyloxycarbonylserine ethyl ester (23161-27-5) → diethyl benzyloxycarbonyl-γ-carboxy-DL-pyroglutamate (120824-81-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 51 percent / pyridine / 3.5 h / 0 °C

2: 57 percent / NaH / benzene / 8 h / Heating

With pyridine; sodium hydride; In benzene;

Reference yield: 40.0%

diethyl benzyloxycarbonyl-γ-carboxy-DL-pyroglutamate (120824-81-9) → N-benzyloxycarbonyl-γ-carboxy-DL-glutamic acid (97458-26-9)

Guidance literature:

With sodium hydroxide; In methanol; water; for 3h; Ambient temperature;

upstream raw materials:

N-benzyloxycarbonyl-O-p-toluenesulfonyl-DL-serine ethyl ester

diethyl malonate

benzyloxycarbonylserine ethyl ester

Downstream raw materials:

N-benzyloxycarbonyl-γ-carboxy-DL-glutamic acid

2-amino-4-carboxypentanedioic acid

γ-carboxy-L-glutamic acid

N-benzyloxycarbonyl-γ-carboxy-L-glutamic acid α-phenylhydrazide