CYCLO(-GLY-PHE)

Base Information

• Chemical Name: CYCLO(-GLY-PHE)
• CAS No.: 10125-07-2
• Molecular Formula: C11H12 N2 O2
• Molecular Weight: 204.228
• Mol file: 10125-07-2.mol

Synonyms:2,5-Piperazinedione,3-(phenylmethyl)-, (S)-; 2,5-Piperazinedione, 3-benzyl-, L- (8CI);Cyclo(glycyl-L-phenylalanyl) (8CI); (S)-2-Benzylpiperazine-3,6-dione;(S)-3-Benzyl-2,5-dioxopiperazine; (S)-3-Benzylpiperazine-2,5-dione; Cyclicglycylphenylalanine; Cyclic(glycylphenylalanyl); Cyclo(Gly-L-Phe);Cyclo(Gly-Phe); Cyclo(L-phenylalanylglycine); Cyclo(L-phenylalanylglycyl);Cyclo-glycyl-L-phenylalanine

Chemical Property of CYCLO(-GLY-PHE)

Chemical Property:

• Melting Point: 266-268℃
• Boiling Point: 535.1±43.0 °C(Predicted)
• PKA: 13.18±0.40(Predicted)
• Density: 1.202
• Storage Temp.: -15°C
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)

Purity/Quality:

97% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Cyclo(-Gly-Phe) is used to study the thermodynamics of protein unfolding. It is also able to cause gelation in a wide variety of organic fluids, including edible oils, glyceryl esters, alcohols, and aromatic molecules.

Technology Process of CYCLO(-GLY-PHE)

There total 59 articles about CYCLO(-GLY-PHE) 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: 99.0%

(Z)-3-phenylmethylenepiperazine-2,5-dione (19459-03-1) → cyclo(Gly-Phe) (5037-75-2,10125-07-2,23927-19-7)

Guidance literature:

With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; (R,R)-f-spiroPhos; hydrogen; In dichloromethane; at 30 ℃; for 6h; under 15201 Torr; enantioselective reaction; Glovebox;

DOI:10.1021/acs.orglett.1c01894

Reference yield: 99.0%

tert-butyl (2S)-2-(2-{[(tert-butoxy)carbonyl]amino}acetamido)-3-phenylpropanoate (64991-29-3) → cyclo(Gly-Phe) (5037-75-2,10125-07-2,23927-19-7)

Guidance literature:

In water; at 250 ℃; for 0.166667h; under 7757.43 Torr; Microwave irradiation;

DOI:10.3390/molecules14082836

Reference yield: 97.0%

(S)-PheGly (721-90-4) → cyclo(Gly-Phe) (5037-75-2,10125-07-2,23927-19-7)

Guidance literature:

With (3-{[(cyclohexylimino)methylidene]amino}propyl)oxy linked polystyrene resin; In dichloromethane; N,N-dimethyl-formamide; for 0.0833333h; Flow reactor;

DOI:10.1021/acscombsci.0c00001

upstream raw materials:

benzyloxycarbonyl-glycyl-L-phenylalanine amide

N-benzyloxycarbonyl-L-phenylalanylglycine methyl ester

L-phenylalanylglycine

N--L-3-phenylalanine methyl ester hydrochloride

Downstream raw materials:

cyclo-N,N'-diacetyl-

(S)-3-benzyl-1,4-di(tert-butoxycarbonyl)piperazine-2,5-dione

(+/-)-1,4-diacetyl-3-benzylpiperazine-2,5-dione

L-Phe-L-FDAA

Refernces

130. Poly(dipeptamidinium) Salts: Definition and Methods of Preparation

10.1002/hlca.19860690530

The research focuses on the synthesis, characterization, and study of poly(dipeptamidinium) salts, which are polypeptide derivatives with potential constitutional and electrostatic complementarity to polynucleotides. The purpose of this study is to explore the chemical models of biogenesis and to understand the intrinsic relationships between poly(dipeptamidinium) salts and polynucleotides, given their structural similarities. The research concludes that these salts are common and isolable compounds that can hydrolyze to form polypeptides or related polypeptide fragments. A variety of chemicals were used in the process, including L-alanyl-glycyl and L-phenylalanyl-glycyl series compounds, N-Boc-protected amino acids, imidithioester derivatives, and various reagents for synthesis and characterization such as POCI3, HCOOH, TsOH, and HCl, among others. The study also discusses the preparation of oligomeric and polymeric forms of these salts, their spectral characterization, and some of their chemical properties.

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