3-[(4-Hydroxyphenyl)methyl]piperazine-2,5-dione

Base Information

• Chemical Name: 3-[(4-Hydroxyphenyl)methyl]piperazine-2,5-dione
• CAS No.: 5845-66-9
• Molecular Formula: C11H12N2O3
• Molecular Weight: 220.228
• DSSTox Substance ID: DTXSID00874187
• Wikidata: Q82855352
• Mol file: 5845-66-9.mol

Synonyms:Cyclo(Tyr-Gly);5625-49-0;3-[(4-hydroxyphenyl)methyl]piperazine-2,5-dione;3-(4-hydroxybenzyl)piperazine-2,5-dione;Cyclo(glycyl-l-tyrosyl);(3S)-3-((4-HYDROXYPHENYL)METHYL)-2,5-PIPERAZINEDIONE;Cyclo(-Gly-Tyr);3-((4-Hydroxyphenyl)methyl)-2,5-piperazinedione;SCHEMBL3205012;DTXSID00874187;BCP33357;AKOS015899616;FS-6941;C16031;2,5-Piperazinedione, 3-[(4-hydroxyphenyl)methyl];3-((4-Hydroxyphenyl)-methyl)-2,5-piperazinedione;Cyclo(Gly-L-Tyr-);(S)-3-(4-hydroxybenzyl)piperazine-2,5-dione

Chemical Property of 3-[(4-Hydroxyphenyl)methyl]piperazine-2,5-dione

Chemical Property:

• Vapor Pressure: 4.04E-16mmHg at 25°C
• Melting Point: 240℃
• Refractive Index: 1.585
• Boiling Point: 623.1 °C at 760 mmHg
• PKA: 9.90±0.15(Predicted)
• Flash Point: 330.7 °C
• PSA: 78.43000
• Density: 1.308 g/cm³
• LogP: 0.20690
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 220.08479225
• Heavy Atom Count: 16
• Complexity: 285

Purity/Quality:

99% ^*data from raw suppliers

Cyclo(-Gly-Tyr) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)NC(C(=O)N1)CC2=CC=C(C=C2)O

Technology Process of 3-[(4-Hydroxyphenyl)methyl]piperazine-2,5-dione

There total 14 articles about 3-[(4-Hydroxyphenyl)methyl]piperazine-2,5-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: 92.0%

cyclo(L-tyrosine(OBn)-glycine) (1628630-12-5) → 3-(S)-(4-hydroxy-benzyl)-piperazine-2,5-dione (5845-66-9)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃;

DOI:10.1246/cl.131001

Reference yield: 43.0%

CF3CO2H*H-L-Tyr-Gly-OMe → 3-(S)-(4-hydroxy-benzyl)-piperazine-2,5-dione (5845-66-9)

Guidance literature:

With 4-methyl-morpholine; acetic acid; In iso-butanol; at 120 ℃; for 3h;

DOI:10.1016/j.fitote.2014.07.010

Reference yield:

H-Gly-Tyr-OMe (96935-86-3) → 3-(S)-(4-hydroxy-benzyl)-piperazine-2,5-dione (5845-66-9)

Guidance literature:

With ammonium hydroxide; In methanol; for 16h; pH=9; Reflux;

DOI:10.1016/j.bmc.2021.116462

upstream raw materials:

BOC-Tyr(OBzl)-Gly-OEt

O-benzyl-N-tert-butoxycarbonyl-L-tyrosine

Boc-L-Tyr-Gly-OMe

L-tyrosine ethyl ester

Downstream raw materials:

cyclo-(glycyl-t-tyrosyl) 4,4-dimethylallyl ether

3-<(4-methoxyphenyl)methyl>-1,4-dimethylpiperazine-2,5-dione