3,3,5,5-Tetramethylpiperazine-2,6-dione

Base Information

• Chemical Name: 3,3,5,5-Tetramethylpiperazine-2,6-dione
• CAS No.: 38527-75-2
• Molecular Formula: C8 H14 N2 O2
• Molecular Weight: 0
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID60594894
• Wikidata: Q82489813
• Mol file: 38527-75-2.mol

Synonyms:3,3,5,5-TETRAMETHYLPIPERAZINE-2,6-DIONE;38527-75-2;2,6-Piperazinedione,3,3,5,5-tetramethyl-(9CI);SCHEMBL2999710;DTXSID60594894;WRXOJNHITQWDHO-UHFFFAOYSA-N;3,3,5,5-Tetramethylpiperazin-2,6-dion;2,2,6,6-tetramethyl-3,5-diketopiperazine;3,3,5,5-Tetramethyl-2,6-piperazinedione;DB-240725;3,3,5,5-tetramethyl-piperazine-2,6-dione

Chemical Property of 3,3,5,5-Tetramethylpiperazine-2,6-dione

Chemical Property:

• PSA: 61.69000
• LogP: 0.39430
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 170.105527694
• Heavy Atom Count: 12
• Complexity: 219

Purity/Quality:

≥98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(=O)NC(=O)C(N1)(C)C)C

Technology Process of 3,3,5,5-Tetramethylpiperazine-2,6-dione

There total 4 articles about 3,3,5,5-Tetramethylpiperazine-2,6-dione 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: 62.0%

2,2'-iminobis(2-methylpropionitrile) (13922-03-7) → 3,3,5,5-tetramethylpiperazine-2,6-dione (38527-75-2)

Guidance literature:

2,2'-iminobis(2-methylpropionitrile); With sulfuric acid; at 5 - 100 ℃; for 75h;

With sodium hydroxide; pH=7; Cooling with ice;

DOI:10.1002/anie.201103315

Reference yield: 2.0%

2-amino-2-cyanopropane (19355-69-2) → 3,3,5,5-tetramethylpiperazine-2,6-dione (38527-75-2)

Guidance literature:

With ammonium hydroxide; ammonium chloride; for 7h; Reflux;

DOI:10.1016/j.bmcl.2011.03.035

Reference yield:

2-hydroxy-2-methylpropanenitrile (75-86-5) → 3,3,5,5-tetramethylpiperazine-2,6-dione (38527-75-2)

Guidance literature:

With guanidine nitrate; In N,N-dimethyl-formamide; at 50 ℃; for 6h;

DOI:10.1007/BF00899786

upstream raw materials:

2-hydroxy-2-methylpropanenitrile

2-amino-2-cyanopropane

2,2'-iminobis(2-methylpropionitrile)

Downstream raw materials:

Bn₂-4-(3,3,5,5-tetramethyl-2,6-dioxopiperazin-1-yl)-L-Phg-OBn

C₁₆H₂₁N₃O₄

Fmoc-4-(3,3,5,5-tetramethyl-2,6-dioxopiperazin-1-yl)-L-Phg-OH

Fmoc-4-(3,3,5,5-tetramethyl-2,6-dioxo-4-oxylpiperazin-1-yl)-L-Phg-OH

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