Methyl 2-[[2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoyl]amino]-3-phenylpropanoate

Base Information

• Chemical Name: Methyl 2-[[2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoyl]amino]-3-phenylpropanoate
• CAS No.: 15215-74-4
• Molecular Formula: C24H30 N2 O5
• Molecular Weight: 426.513
• NSC Number: 343955,194644
• DSSTox Substance ID: DTXSID80916094
• Mol file: 15215-74-4.mol

Synonyms:13122-89-9;BOC-PHE-PHE-OME;methyl 2-[[2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoyl]amino]-3-phenylpropanoate;94202-58-1;2-(2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-phenyl-propionic acid methyl ester;15215-74-4;SCHEMBL17138017;DTXSID80916094;NSC194644;NSC343955;AKOS000674788;AKOS016038558;NSC-194644;NSC-343955;2-{[tert-Butoxy(hydroxy)methylidene]amino}-N-(1-methoxy-1-oxo-3-phenylpropan-2-yl)-3-phenylpropanimidic acid

Chemical Property of Methyl 2-[[2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoyl]amino]-3-phenylpropanoate

Chemical Property:

• Vapor Pressure: 2.41E-15mmHg at 25°C
• Boiling Point: 621°Cat760mmHg
• Flash Point: 329.4°C
• Density: 1.151g/cm³
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 11
• Exact Mass: 426.21547206
• Heavy Atom Count: 31
• Complexity: 589

Purity/Quality:

99%min ^*data from raw 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)OC

Technology Process of Methyl 2-[[2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoyl]amino]-3-phenylpropanoate

There total 7 articles about Methyl 2-[[2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoyl]amino]-3-phenylpropanoate 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: 80.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + D-phenylalanine methyl ester hydrochloride (13033-84-6) → methyl (tert-butoxycarbonyl)-L-phenylalanyl-L-phenylalaninate (15215-74-4)

Guidance literature:

N-tert-butoxycarbonyl-L-phenylalanine; With 1,3,5-trichloro-2,4,6-triazine; caesium carbonate; In dichloromethane; at 20 ℃; for 0.666667h; Inert atmosphere; Sonication;

D-phenylalanine methyl ester hydrochloride; In dichloromethane; Sonication; Inert atmosphere;

DOI:10.1016/j.tetlet.2015.07.012

Reference yield: 78.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + D-phenylalanine methyl ester (21685-51-8) → methyl (tert-butoxycarbonyl)-L-phenylalanyl-L-phenylalaninate (15215-74-4)

Guidance literature:

N-tert-butoxycarbonyl-L-phenylalanine; With 1-hydroxy-7-aza-benzotriazole; 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 dichloromethane; at 20 ℃; for 0.25h;

D-phenylalanine methyl ester; In dichloromethane;

DOI:10.1002/anie.201915213

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + methyl (2R)-2-(t-butoxycarbonylamino)-3-phenylpropionate (19901-50-9,51987-73-6,77119-84-7) → methyl (tert-butoxycarbonyl)-L-phenylalanyl-L-phenylalaninate (15215-74-4)

Guidance literature:

N-tert-butoxycarbonyl-L-phenylalanine; With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 0 ℃; Inert atmosphere;

methyl (2R)-2-(t-butoxycarbonylamino)-3-phenylpropionate; With 4-methyl-morpholine; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

DOI:10.1021/jm300947s

upstream raw materials:

N-tert-butoxycarbonyl-L-phenylalanine

D-phenylalanine methyl ester

methyl (2R)-2-(t-butoxycarbonylamino)-3-phenylpropionate

(S)-2-((tert-butoxycarbonyl)amino)-3-phenylpropanethioic S-acid

Downstream raw materials:

tert-butyl ((2S)-1-(((2R)-1-hydroxy-3-phenylpropan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

C₃₇H₄₄N₄O₈

C₂₈H₃₆N₄O₆

C₄₈H₄₉N₅O₁₀

Refernces

• 1、 Dolai, Gobinda,Giri, Rajat Subhra,Roy, Sayanta,Mandal, Bhubaneswar. "Crystal structure and supramolecular arrangement of heterochiral tripeptides". . . Retrieved 2021/04/15.
• 2、 Freire, Félix,Qui?oá, Emilio,Riguera, Ricardo,Suárez-Picado, Esteban. "Chiral Overpass Induction in Dynamic Helical Polymers Bearing Pendant Groups with Two Chiral Centers". supporting information. p. 4537 - 4543. Retrieved 2020/02/04.