N-(beta-Carboxypropionyl)-L-phenylalanine

Base Information

• Chemical Name: N-(beta-Carboxypropionyl)-L-phenylalanine
• CAS No.: 37590-83-3
• Molecular Formula: C13H15NO5
• Molecular Weight: 265.26200
• DSSTox Substance ID: DTXSID20427553
• Nikkaji Number: J1.253.816B
• Wikidata: Q82240214
• ChEMBL ID: CHEMBL80101
• Mol file: 37590-83-3.mol

Synonyms:N-(beta-Carboxypropionyl)-L-phenylalanine;37590-83-3;4-[[(1S)-1-carboxy-2-phenylethyl]amino]-4-oxobutanoic acid;CHEMBL80101;SCHEMBL17261298;DTXSID20427553;BDBM50406929;AKOS026404418;N-(3-carboxypropionyl)-l-phenylalanine;N-(3-Carboxypropanoyl)-L-phenylalanine;Z1877815716

Chemical Property of N-(beta-Carboxypropionyl)-L-phenylalanine

Chemical Property:

• PSA: 107.19000
• LogP: 1.50360
• XLogP3: 0
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 265.09502258
• Heavy Atom Count: 19
• Complexity: 336

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(C(=O)O)NC(=O)CCC(=O)O
• Isomeric SMILES: C1=CC=C(C=C1)C[C@@H](C(=O)O)NC(=O)CCC(=O)O

Technology Process of N-(beta-Carboxypropionyl)-L-phenylalanine

There total 8 articles about N-(beta-Carboxypropionyl)-L-phenylalanine 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: 95.0%

succinic acid anhydride (108-30-5) + L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → (S)-4-((1-carboxy-2-phenylethyl)amino)-4-oxobutanoic acid (37590-83-3)

Guidance literature:

In tetrahydrofuran; for 30h; Heating;

DOI:10.1016/j.tet.2004.11.021

Reference yield: 94.0%

(Nα-amido-L-phenylalanine benzyl ester) monosuccinate (165283-10-3) → (S)-4-((1-carboxy-2-phenylethyl)amino)-4-oxobutanoic acid (37590-83-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 6h;

DOI:10.1021/ja00130a002

Reference yield: 93.0%

succinic acid anhydride (108-30-5) + D-(R)-phenylalanine (673-06-3,25191-15-5,658-69-5,67675-33-6) → (R)-N-(1-carboxy-2-phenylethyl)succinamic acid (37590-83-3)

Guidance literature:

In tetrahydrofuran; for 30h; Heating;

DOI:10.1016/j.tet.2004.11.021

upstream raw materials:

succinic acid anhydride

Phenylalanine

(Nα-amido-L-phenylalanine benzyl ester) monosuccinate

N-(3-carboxypropionyl)-L-phenylalanine p-nitroanilide

Downstream raw materials:

C₁₃₁H₁₇₉N₉O₂₃

(2S,3R)-3-phenylserine

D-(R)-phenylalanine

dihydrotestosterone ester of N-(3-carboxypropanoyl)-β-phenyl-α-alanine

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