BOC-PHE-PHE-OME

Base Information

• Chemical Name: BOC-PHE-PHE-OME
• CAS No.: 13122-89-9
• Molecular Formula: C24H30N2O5
• Molecular Weight: 426.513
• Mol file: 13122-89-9.mol

Synonyms:Boc-L-Phe-Phe-OMe;(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-phenyl-propionic acid methyl ester;Boc-Phe(1)-Phe(2)-COOMe;N-Boc-Phe-Phe-OMe;(S,S)-Boc-Phe-Phe-OMe;Boc-(L)Phe-(L)Phe-OMe;BOC-PHE-PHE-OME;N-Boc-L-Phe-L-Phe methyl ester;

Chemical Property of BOC-PHE-PHE-OME

Chemical Property:

• PSA: 93.73000
• LogP: 3.80470

Purity/Quality:

2-(2-tert-Butoxycarbonylamino-3-phenylpropionylamino)-3-phenylpropionic acid methyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BOC-PHE-PHE-OME

There total 28 articles about BOC-PHE-PHE-OME 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: 100.0%

methyl (2S)-2-amino-3-phenylpropanoate (2577-90-4) + N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → (S)-methyl 2-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanamido)-3-phenylpropanoate (13122-89-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In various solvent(s); at 65 ℃; for 3h;

DOI:10.1016/j.tetlet.2003.12.124

Reference yield: 100.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + L-phenylalanine hydrochloride (17585-69-2,27172-85-6,28069-46-7,74496-49-4,79541-99-4) → (S)-methyl 2-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanamido)-3-phenylpropanoate (13122-89-9)

Guidance literature:

N-tert-butoxycarbonyl-L-phenylalanine; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 ℃; for 0.166667h;

L-phenylalanine hydrochloride; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1016/j.ejmech.2013.07.044

Reference yield: 100.0%

methyl (2S)-2-amino-3-phenylpropanoate (2577-90-4) + C24H31N3O5 → (S)-methyl 2-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanamido)-3-phenylpropanoate (13122-89-9)

Guidance literature:

With zinc diacetate; sodium acetate; In tetrahydrofuran; at 60 ℃; for 24h; Reagent/catalyst; Temperature;

DOI:10.1021/acscatal.9b05074

upstream raw materials:

methyl (2S)-2-amino-3-phenylpropanoate

N-tert-butoxycarbonyl-L-phenylalanine

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Boc-Phe-O-COO-isoBu

Downstream raw materials:

[(S)-1-((R)-1-Isocyanato-2-phenyl-ethylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

[(S)-1-((S)-1-Azidocarbonyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

N-malonyl-N'-<(tert-butoxycarbonyl)-L-phenylalanyl>-1,1-dimethylamino-2-phenylethane

Boc-Phe-gPhe-mGly-Leu-Met-NH₂

Refernces

• 1、 Liu, Yijiang,Zhang, Yufei,Wang, Zheyu,Wang, Jue,Wei, Kongchang,Chen, Guosong,Jiang, Ming. "Building Nanowires from Micelles: Hierarchical Self-Assembly of Alternating Amphiphilic Glycopolypeptide Brushes with Pendants of High-Mannose Glycodendron and Oligophenylalanine". . p. 12387 - 12394. Retrieved 2016.
• 2、 Ito, Kazuaki,Nagase, Kayo,Morohashi, Naoya,Ohba, Yoshihiro. "Interaction between quaternary ammonium ions and dipeptides: Positive anion allosteric effect". . p. 90 - 94. Retrieved 2005.
• 3、 Kurosu, Michio. "Expeditious amide-forming reactions using thiol esters". . p. 591 - 594. Retrieved 2000.
• 4、 Agasti, Sarit S.,Das, Angshuman,George, Subi J.,Sarkar, Aritra,Sasmal, Ranjan,Venugopal, Akhil. "Tricomponent Supramolecular Multiblock Copolymers with Tunable Composition via Sequential Seeded Growth". supporting information. p. 18209 - 18216. Retrieved 2021/07/10.
• 5、 Qin, Minggao,Zhang, Yaqian,Xing, Chao,Yang, Li,Zhao, Changli,Dou, Xiaoqiu,Feng, Chuanliang. "Effect of Stereochemistry on Chirality and Gelation Properties of Supramolecular Self-Assemblies". . p. 3119 - 3129. Retrieved 2021/01/20.