Cyclo(tyrosyl-tyrosyl)

Base Information

• Chemical Name: Cyclo(tyrosyl-tyrosyl)
• CAS No.: 5625-40-1
• Molecular Formula: C18H18 N2 O4
• Molecular Weight: 326.352
• NSC Number: 686960
• DSSTox Substance ID: DTXSID90971679
• Nikkaji Number: J2.088.999C
• Wikidata: Q27104926
• Metabolomics Workbench ID: 126068
• ChEMBL ID: CHEMBL2002640
• Mol file: 5625-40-1.mol

Synonyms:cyclo(Tyr-Tyr);cyclo(tyrosyl-tyrosyl);dicyclotyrosine

Chemical Property of Cyclo(tyrosyl-tyrosyl)

Chemical Property:

• Vapor Pressure: 1.1E-21mmHg at 25°C
• Melting Point: 279-280 °C
• Boiling Point: 724.4°Cat760mmHg
• PKA: 9.60±0.15(Predicted)
• Flash Point: 391.9°C
• PSA: 105.64000
• Density: 1.332g/cm³
• LogP: 1.41800
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 326.12665706
• Heavy Atom Count: 24
• Complexity: 412

Purity/Quality:

98% ^*data from raw suppliers

3,6-Bis(4-hydroxybenzyl)piperazine-2,5-dione 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC2C(=O)NC(C(=O)N2)CC3=CC=C(C=C3)O)O

Technology Process of Cyclo(tyrosyl-tyrosyl)

There total 11 articles about Cyclo(tyrosyl-tyrosyl) 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: 88.0%

L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7) → 3,6-bis(4-hydroxybenzyl)piperazine-2,5-dione (5625-40-1)

Guidance literature:

In N,N-dimethyl-formamide; at 200 ℃; for 0.333333h; under 12901.3 Torr; Microwave irradiation;

DOI:10.1039/c1gc15043j

Reference yield: 73.0%

(S)-methyl 2-(2-((tert-butoxycarbonyl)amino)-3-(4-hydroxyphenyl)propanamido)-3-(4-hydroxyphenyl)propanoate → 3,6-bis(4-hydroxybenzyl)piperazine-2,5-dione (5625-40-1)

Guidance literature:

(S)-methyl 2-(2-((tert-butoxycarbonyl)amino)-3-(4-hydroxyphenyl)propanamido)-3-(4-hydroxyphenyl)propanoate; With formic acid; at 20 ℃; for 5h;

In toluene; iso-butanol; for 3h; Reflux;

Reference yield:

(S)-methyl 2-((R)-2-((tert-butoxycarbonyl)amino)-3-(4-hydroxyphenyl) propanamido)-3-(4-hydroxyphenyl)propanoate → 3,6-bis(4-hydroxybenzyl)piperazine-2,5-dione (5625-40-1)

Guidance literature:

With formic acid; In toluene; iso-butanol; for 8h; Reflux;

upstream raw materials:

L-tyrosine

N-(tert-butoxycarbonyl)-D-tyrosine

L-Tyr-OMe

Boc-Tyr-OH

Downstream raw materials:

3,6-bis(4-(oxiran-2-ylmethoxy)benzyl)piperazine-2,5-dione

Refernces

• 1、 -. "MODULUS MODIFIERS AND FILMS THEREOF". Paragraph 0210-0211; 0213-0214. . Retrieved 2022/01/12.
• 2、 Nonappa,Ahonen, Kari,Lahtinen, Manu,Kolehmainen, Erkki. "Cyclic dipeptides: Catalyst/promoter-free, rapid and environmentally benign cyclization of free amino acids". supporting information; experimental part. p. 1203 - 1209. Retrieved 2011/06/26.