Cyclo(seryltyrosyl)

Base Information

• Chemical Name: Cyclo(seryltyrosyl)
• CAS No.: 21754-31-4
• Molecular Formula: C12H14 N2 O4
• Molecular Weight: 250.254
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID80176156
• Wikidata: Q72461216
• ChEMBL ID: CHEMBL2074804
• Mol file: 21754-31-4.mol

Synonyms:cyclo(D-seryl-L-tyrosyl);cyclo(L-seryl-L-tyrosyl);cyclo(Ser-Tyr);cyclo(seryltyrosyl)

Chemical Property of Cyclo(seryltyrosyl)

Chemical Property:

• Vapor Pressure: 2.26E-19mmHg at 25°C
• Boiling Point: 679.1°Cat760mmHg
• PKA: 9.90±0.15(Predicted)
• Flash Point: 364.5°C
• PSA: 98.66000
• Density: 1.339g/cm³
• LogP: -0.43220
• Storage Temp.: -15°C
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 250.09535693
• Heavy Atom Count: 18
• Complexity: 326

Purity/Quality:

99%+, ^*data from raw suppliers

(3S,6S)-3-(4-Hydroxybenzyl)-6-(hydroxymethyl)piperazine-2,5-dione 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC2C(=O)NC(C(=O)N2)CO)O
• Isomeric SMILES: C1=CC(=CC=C1C[C@H]2C(=O)N[C@H](C(=O)N2)CO)O
• Uses: Cyclo(-L-Ser-L-Tyr) is a diketopiperazine related derivative with broad spectrum of biological activities useful in medicine and natural products.

Technology Process of Cyclo(seryltyrosyl)

There total 5 articles about Cyclo(seryltyrosyl) 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: 56.0%

C13H18N2O5*C2HF3O2 → CYCLO(-SER-TYR) (21754-31-4)

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:

Boc-Tyr-Ser-OMe (16874-54-7) → CYCLO(-SER-TYR) (21754-31-4)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 1 h / 20 °C / Inert atmosphere

2: acetic acid; 4-methyl-morpholine / iso-butanol / 3 h / 120 °C

With 4-methyl-morpholine; acetic acid; In dichloromethane; iso-butanol;

DOI:10.1016/j.fitote.2014.07.010

Reference yield:

Boc-Tyr-OH (3978-80-1) → CYCLO(-SER-TYR) (21754-31-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 20 °C

2: dichloromethane / 1 h / 20 °C / Inert atmosphere

3: acetic acid; 4-methyl-morpholine / iso-butanol / 3 h / 120 °C

With 4-methyl-morpholine; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide; iso-butanol;

DOI:10.1016/j.fitote.2014.07.010

upstream raw materials:

(S)-N-(tert-butoxycarbonyl)serine

L-tyrosine methyl ester HCl

Boc-Tyr-Ser-OMe

Boc-Tyr-OH

Downstream raw materials:

phomamide

Refernces

• 1、 -. "AGRICULTURAL CHEMICAL CONTAINING 2,5-DIKETOPIPERAZINE DERIVATIVE AS ACTIVE INGREDIENT". Paragraph 0033. . Retrieved 2013/06/05.