Boc-Phe-Phe-OH

Base Information

• Chemical Name: Boc-Phe-Phe-OH
• CAS No.: 13122-90-2
• Molecular Formula: C23H28 N2 O5
• Molecular Weight: 412.486
• Nikkaji Number: J938.088D
• Mol file: 13122-90-2.mol

Synonyms:Boc-Phe-Phe-OH;13122-90-2;Boc-L-Diphenylalanine;(S)-2-((S)-2-((tert-Butoxycarbonyl)amino)-3-phenylpropanamido)-3-phenylpropanoic acid;(2S)-2-[[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoyl]amino]-3-phenylpropanoic acid;N-tert-butoxycarbonyl-L-phenylalanyl-L-phenylalanine;SCHEMBL9551322;NNOBHAOOLCEJBL-OALUTQOASA-N;MFCD00190824;N-Boc-L-phenylalanyl-L-phenylalanine;AKOS016015120;DS-15471;CS-0154542;(tert-Butoxycarbonyl)-L-phenylalanyl-L-phenylalanine;J-005966;N-[N-(tert-Butoxycarbonyl)-L-phenylalanyl]-L-phenylalanine;L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-L-phenylalanyl-;(S)-2-((S)-2-(BOC-amino)-3-phenylpropanamido)-3-phenylpropanoic acid;(S)-2-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanamido)-3-phenylpropanoic acid

Chemical Property of Boc-Phe-Phe-OH

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 72-75 °C
• Boiling Point: 660.282oC at 760 mmHg
• PKA: 3.53±0.10(Predicted)
• Flash Point: 353.126oC
• PSA: 104.73000
• Density: 1.195g/cm3
• LogP: 3.71630
• Storage Temp.: -15°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 10
• Exact Mass: 412.19982200
• Heavy Atom Count: 30
• Complexity: 575

Purity/Quality:

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

Boc-Phe-Phe-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CC=CC=C1)C(=O)NC(CC2=CC=CC=C2)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC2=CC=CC=C2)C(=O)O

Technology Process of Boc-Phe-Phe-OH

There total 21 articles about Boc-Phe-Phe-OH 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%

di-tert-butyl dicarbonate (24424-99-5) + Phe-Phe (2577-40-4) → Boc-Phe-Phe-OH (13122-90-2)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; water; for 6h;

DOI:10.1021/acs.jmedchem.0c01935

Reference yield: 98.0%

(S)-methyl 2-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanamido)-3-phenylpropanoate (13122-89-9) → Boc-Phe-Phe-OH (13122-90-2)

Guidance literature:

With water; sodium hydroxide; In methanol; at 25 - 30 ℃; for 1h;

Reference yield: 92.0%

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) + Boc-Phe-ONSu (3674-06-4) → Boc-Phe-Phe-OH (13122-90-2)

Guidance literature:

With sodium hydrogencarbonate; In ethanol; water; acetone; at 20 ℃; for 5h;

DOI:10.1002/chem.201303347

upstream raw materials:

L-phenylalanine

Nα-(tert-Butoxycarbonyl)-N-(2,6-dichlorbenzoyl)-N-phenyl-L-phenylalaninamid

(S)-methyl 2-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanamido)-3-phenylpropanoate

(S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester

Downstream raw materials:

Boc-Phe-Phe-β-Ala-OMe

Boc-Phe-Phe-GABA-OMe

Boc-Phe-Phe-NHCH(CO₂Et)2

Boc-Phe-Phe-Gly-OEt

Refernces

• 1、 Machulkin, Aleksei E.,Shafikov, Radik R.,Uspenskaya, Anastasia A.,Petrov, Stanislav A.,Ber, Anton P.,Skvortsov, Dmitry A.,Nimenko, Ekaterina A.,Zyk, Nikolay U.,Smirnova, Galina B.,Pokrovsky, Vadim S.,Abakumov, Maxim A.,Saltykova, Irina V.,Akhmirov, Rauf T.,Garanina, Anastasiia S.,Polshakov, Vladimir I.,Saveliev, Oleg Y.,Ivanenkov, Yan A.,Aladinskaya, Anastasiya V.,Finko, Alexander V.,Yamansarov, Emil U.,Krasnovskaya, Olga O.,Erofeev, Alexander S.,Gorelkin, Petr V.,Dontsova, Olga A.,Beloglazkina, Elena K.,Zyk, Nikolay V.,Khazanova, Elena S.,Majouga, Alexander G.. "Synthesis and Biological Evaluation of PSMA Ligands with Aromatic Residues and Fluorescent Conjugates Based on Them". supporting information. p. 4532 - 4552. Retrieved 2021/05/06.
• 2、 Basak, Shibaji,Singh, Ishwar,Ferranco, Annaleizle,Syed, Jebreil,Kraatz, Heinz-Bernhard. "On the Role of Chirality in Guiding the Self-Assembly of Peptides". supporting information. p. 13288 - 13292. Retrieved 2017/10/07.