3-Phthalimidopropionic acid

Base Information

• Chemical Name: 3-Phthalimidopropionic acid
• CAS No.: 3339-73-9
• Molecular Formula: C11H9NO4
• Molecular Weight: 219.197
• Hs Code.: 29251900
• European Community (EC) Number: 222-083-4
• NSC Number: 401084
• UNII: O5UY4ERZ0T
• DSSTox Substance ID: DTXSID70187019
• Nikkaji Number: J205.425F
• Wikidata: Q72499364
• ChEMBL ID: CHEMBL79589
• Mol file: 3339-73-9.mol

Synonyms:3339-73-9;3-Phthalimidopropionic acid;3-(1,3-Dioxoisoindolin-2-yl)propanoic acid;2H-Isoindole-2-propanoic acid, 1,3-dihydro-1,3-dioxo-;3-Phthalimidopropanoic acid;3-(1,3-dioxoisoindol-2-yl)propanoic acid;3-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)propanoic acid;Phthalyl-.beta.-alanine;3-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)propanoic acid;MFCD00023096;O5UY4ERZ0T;1,3-Dihydro-1,3-dioxo-2H-isoindole-2-propionic acid;N-PHTHALOYL-BETA-ALANINE;3-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)-propanoic acid;EINECS 222-083-4;NSC 401084;NSC-401084;3-(1,3-DIHYDRO-1,3-DIOXO-2H-ISOINDOL-2-YL)PROPANOIC ACID;b-Phthalimidopropionic acid;PHTHALOYL-BETA-ALANINE;NSC401084;PHT-BETA-ALA-OH;Maybridge1_000088;UNII-O5UY4ERZ0T;3-Phtalimido-propanoic acid;N,N-Phthaloyl-beta-alanine;MixCom1_000154;3-phthalimido-propionic acid;Oprea1_431171;beta-phthalimidopropionic acid;MLS000062979;3-(phthalimido)propionic acid;BETA-ALANINE,PHTHALOLYL;CHEMBL79589;SCHEMBL135305;DTXSID70187019;HMS2359D07;PHTHALIMIDO-.BETA.-ALANINE;N-PHTHALOYL-.BETA.-ALANINE;3-PHTHALIMIDOYLPROPIONIC ACID;BBL000019;STK257467;IFLAB-BB F0827-0159;.BETA.-ALANINE, N-PHTHALOYL-;AKOS000200642;AB01343;CS-W008234;DS-2323;PS-5758;.BETA.-PHTHALIMIDOPROPIONIC ACID;BP-21242;SMR000071666;SY050106;3-(1,3-Dioxoisoindolin-2-yl)propanoicacid;.BETA.-(N-PHTHALIMIDO)PROPIONIC ACID;AM20040194;BB 0240505;FT-0613845;P2101;1,3-DIOXO-2-ISOINDOLINEPROPIONIC ACID;3-(1,3-dioxoisoindolin-2-yl) propanoic acid;EN300-11882;2-ISOINDOLINEPROPIONIC ACID, 1,3-DIOXO-;A875306;SR-01000389670;J-519932;SR-01000389670-1;2H-Isoindole-2-propanoic acid,3-dihydro-1,3-dioxo-;Z56174390;3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)propionicacid;3-(1,3-Dioxo-1,3-dihydroisoindol-2-yl)propanoic acid;F0827-0159;3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-propionic acid;1,3-DIHYDRO-1,3-DIOXO-2H-ISOINDOLE-2-PROPANOIC ACID;3-(1,3-DIOXO-1,3-DIHYDROISOINDOL-2-YL)PROPIONIC ACID

Chemical Property of 3-Phthalimidopropionic acid

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 6.36E-08mmHg at 25°C
• Melting Point: 151 °C
• Boiling Point: 423.4 °C at 760 mmHg
• PKA: 4.30±0.10(Predicted)
• Flash Point: 209.8 °C
• PSA: 74.68000
• Density: 1.448 g/cm³
• LogP: 0.69520
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 219.05315777
• Heavy Atom Count: 16
• Complexity: 315

Purity/Quality:

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

3-(1,3-Dioxoisoindolin-2-yl)propanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)CCC(=O)O

Technology Process of 3-Phthalimidopropionic acid

There total 34 articles about 3-Phthalimidopropionic acid 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%

phthalic anhydride (85-44-9) + 3-amino propanoic acid (107-95-9) → 3-phthalimidopropanoic acid (3339-73-9)

Guidance literature:

at 170 ℃; for 6h;

DOI:10.1002/ejoc.200601067

Reference yield: 99.0%

N-vinylphthalimide (3485-84-5,26809-43-8) + carbon monoxide (201230-82-2) → 3-phthalimidopropanoic acid (3339-73-9)

Guidance literature:

With sulfuric acid; α,α′-bis(2-pyridyl(tert-butyl)phosphino)-o-xylene; water; palladium(II) acetylacetonate; acetic acid; at 20 - 100 ℃; for 20h; under 30003 Torr; Inert atmosphere; Autoclave;

DOI:10.1002/anie.201908451

Reference yield: 96.0%

benzene-1,2-dicarboxylic acid (88-99-3,73607-73-5) + 3-amino propanoic acid (107-95-9) → 3-phthalimidopropanoic acid (3339-73-9)

Guidance literature:

DOI:10.1080/07328319808004742

upstream raw materials:

phthalic anhydride

di(2-carboxyethyl)amine

3-amino propanoic acid

3-(N-phthaloyl)propionaldehyde

Downstream raw materials:

methyl 3-(1,3-dioxoisoindolin-2-yl)propanoate

N-phenethyl-3-phthalimidopropionamide

2-(3,4-dimethoxy-phenyl)-3-[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propionylamino]-propionic acid ethyl ester

phthalimide

Refernces

• 1、 Nadeem, Muhammad,Bhatti, Moazzam H.,Yunus, Uzma,Mehmood, Mazhar,Asif, Hafiz Muhammad,Mehboob, Shoaib,Fl?rke, Ulrich. "Synthesis and characterization of unique new lithium, sodium and potassium coordination polymers". . p. 179 - 188. Retrieved 2018.
• 2、 Chen, Xuan,Zard, Samir Z.. "Convergent Route to β-Amino Acids and to β-Heteroarylethylamines: An Unexpected Vinylation Reaction". supporting information. . Retrieved 2020/05/05.
• 3、 Rani, Anu,Viljoen, Albertus,Johansen, Matt D.,Kremer, Laurent,Kumar, Vipan. "Synthesis, anti-mycobacterial and cytotoxic evaluation of substituted isoindoline-1,3-dione-4-aminoquinolines coupled: Via alkyl/amide linkers". supporting information. p. 8515 - 8528. Retrieved 2019/03/21.