3-[(2S)-3,6-dioxopiperazin-2-yl]propanoic Acid

Base Information

• Chemical Name: 3-[(2S)-3,6-dioxopiperazin-2-yl]propanoic Acid
• CAS No.: 16364-35-5
• Molecular Formula: C₇H₁₀N₂O₄
• Molecular Weight: 186.167
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID60428620
• Mol file: 16364-35-5.mol

Synonyms:16364-35-5;CYCLO(-GLY-GLU);3-[(2S)-3,6-dioxopiperazin-2-yl]propanoic Acid;CYCLO(-GLY-L-GLU);(S)-3-(3,6-Dioxopiperazin-2-yl)propanoic acid;CYCLO(GLY-L-GLU);DTXSID60428620;MFCD00237613;AKOS006275240;AT17569;(S)-3-(3,6-Dioxopiperazin-2-yl)propanoicacid

Chemical Property of 3-[(2S)-3,6-dioxopiperazin-2-yl]propanoic Acid

Chemical Property:

• Boiling Point: 666.8±40.0 °C(Predicted)
• PKA: 4.47±0.10(Predicted)
• PSA: 102.48000
• Density: 1.327±0.06 g/cm3(Predicted)
• LogP: -0.98240
• Storage Temp.: -15°C
• XLogP3: -1.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 186.06405680
• Heavy Atom Count: 13
• Complexity: 251

Purity/Quality:

98.5% ^*data from raw suppliers

Cyclo(-Gly-L-Glu) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(=O)NC(C(=O)N1)CCC(=O)O
• Isomeric SMILES: C1C(=O)N[C@H](C(=O)N1)CCC(=O)O

Technology Process of 3-[(2S)-3,6-dioxopiperazin-2-yl]propanoic Acid

There total 14 articles about 3-[(2S)-3,6-dioxopiperazin-2-yl]propanoic Acid 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: 100.0%

dimethyl (S)-3-(3,6-dioxopiperazin-2-yl)propionate (433285-16-6) → acide 3-(3,6-dioxopiperazin-2-yl)-propanoique (16364-35-5)

Guidance literature:

With barium dihydroxide; In methanol; for 15h;

Reference yield: 98.0%

cyclo(Glu(OBzl)-Gly) → acide 3-(3,6-dioxopiperazin-2-yl)-propanoique (16364-35-5)

Guidance literature:

With hydrogen; acetic acid; palladium; In methanol;

Reference yield:

Boc-Glu(OBzl)-Gly-OMe (131697-24-0) → acide 3-(3,6-dioxopiperazin-2-yl)-propanoique (16364-35-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 37 percent / 99 percent formic acid / rt, 2h; sec-butanol, toluene, reflux, 5 h

2: 98 percent / H₂, acetic acid / palladium black / methanol

With formic acid; hydrogen; acetic acid; palladium; In methanol;

upstream raw materials:

N-L-α-glutamyl-glycine ethyl ester

cyclo

dimethyl (S)-3-(3,6-dioxopiperazin-2-yl)propionate

L-glutamic acid 5-methyl ester