Tyrosyl-prolyl-phenylalanyl-prolylglycine

Base Information

• Chemical Name: Tyrosyl-prolyl-phenylalanyl-prolylglycine
• CAS No.: 72122-63-5
• Molecular Formula: C30H37 N5 O7
• Molecular Weight: 579.653
• DSSTox Substance ID: DTXSID70992847
• Mol file: 72122-63-5.mol

Synonyms:(D-Tyr(1))CM-5;4-Pro-casomorphin;beta-casomorphin 5;beta-casomorphin 5 monohydrochloride;beta-casomorphin 5, (D-Pro(2,4)HCl)-isomer;beta-casomorphin 5, D-Pro(2,4)-isomer;beta-casomorphin 5, D-Pro(4)-isomer;casomorphin, Pro(4)-;D-Pro(4)-casomorphin;deprolorphin;L-Pro(4)-casomorphin;Tyr-Pro-Phe-Pro-Gly;tyrosyl-prolyl-phenylalanyl-prolylglycine

Chemical Property of Tyrosyl-prolyl-phenylalanyl-prolylglycine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 230 °C
• Boiling Point: 1002.4 °C at 760 mmHg
• Flash Point: 560 °C
• PSA: 182.37000
• Density: 1.362 g/cm³
• LogP: 1.53020
• Storage Temp.: 2-8°C
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 11
• Exact Mass: 579.26929854
• Heavy Atom Count: 42
• Complexity: 979

Purity/Quality:

98%,99%, ^*data from raw suppliers

β-Casomorphin Fragment 1-5 hydrochloride ≥97% (HPLC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC(N(C1)C(=O)C(CC2=CC=C(C=C2)O)N)C(=O)NC(CC3=CC=CC=C3)C(=O)N4CCCC4C(=O)NCC(=O)O
• Isomeric SMILES: C1C[C@H](N(C1)C(=O)[C@H](CC2=CC=CC=C2)NC(=O)C3CCCN3C(=O)[C@H](CC4=CC=C(C=C4)O)N)C(=O)NCC(=O)O

Technology Process of Tyrosyl-prolyl-phenylalanyl-prolylglycine

There total 36 articles about Tyrosyl-prolyl-phenylalanyl-prolylglycine 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%

Z-O-benzyltyrosylprolylphenylalanylprolylglycine benzyl ester (115901-40-1) → bovine β-casomorphin-5 (72122-63-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 4h;

Reference yield: 80.0%

Fmoc-Tyr(Bzl)-Pro-Phe-Pro-Gly-OBzl (221174-22-7) → bovine β-casomorphin-5 (72122-63-5)

Guidance literature:

Fmoc-Tyr(Bzl)-Pro-Phe-Pro-Gly-OBzl; With formic acid; palladium on activated charcoal; In methanol; at 20 ℃; for 3h;

With sodium hydrogencarbonate; for 0.333333h;

Reference yield: 78.0%

C45H47N5O9 (1202377-86-3) → bovine β-casomorphin-5 (72122-63-5)

Guidance literature:

With diethylamine; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

upstream raw materials:

Z-O-benzyltyrosylprolylphenylalanylprolylglycine benzyl ester

Fmoc-Tyr(Bzl)-Pro-Phe-Pro-Gly-OBzl

H-Tyr-Pro-Phe-Pro-Gly-OMe

H-Pro-Gly-OMe

Downstream raw materials:

β-casomorphin-4 (Tyr-Pro-Phe-Pro)

glycine

Refernces

• 1、 Sureshbabu, Vommina V.,Sudarshan, Naremaddepalli S.,Chenna Krishna. "HOBt·DCHA-mediated synthesis of sterically hindered peptides employing Fmoc-amino acid chlorides in both solution-phase and solid phase methods". . p. 2625 - 2637. Retrieved 2008/12/22.
• 2、 Tantry, Subramanyam J.,Mathad, Raveendra I.,Suresh Babu, Vommina V.. "Synthesis of β-casomorphin employing Fmoc-amino acid chlorides and t-butyldimethylsilyloxy benzotriazole (TBDMS-OBt)". . p. 2104 - 2108. Retrieved 2007/10/03.