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Chemical Structure| 830-96-6 Chemical Structure| 830-96-6
Chemical Structure| 830-96-6

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3-Indolepropionic Acid is a potent neuroprotective antioxidant and has potential in the treatment for Alzheimer’s disease. It's a gut microbial metabolite.

Synonyms: Indole-3-propionic acid; 3-IPA; VP-20629

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Product Details of 3-Indolepropionic acid

CAS No. :830-96-6
Formula : C11H11NO2
M.W : 189.21
SMILES Code : C1=CC=CC2=C1C(=C[NH]2)CCC(O)=O
Synonyms :
Indole-3-propionic acid; 3-IPA; VP-20629
MDL No. :MFCD00005660
InChI Key :GOLXRNDWAUTYKT-UHFFFAOYSA-N
Pubchem ID :3744

Safety of 3-Indolepropionic acid

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302+H312+H332-H315-H319-H335
Precautionary Statements:P261-P280-P305+P351+P338

Application In Synthesis of 3-Indolepropionic acid

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 830-96-6 ]

[ 830-96-6 ] Synthesis Path-Downstream   1~4

  • 2
  • [ 29608-05-7 ]
  • [ 830-96-6 ]
  • [ 1234202-00-6 ]
YieldReaction ConditionsOperation in experiment
43.5% With benzotriazol-1-ol; 1,2-dichloro-ethane; triethylamine; In tetrahydrofuran; dichloromethane; at 20℃; General procedure: To a mixture of 4-amino benzyl amine 6a (0.42 mmol) and indole-3-carboxylic acid (0.50 mmol) in 8 mL CH2Cl2 and 2 mL THF, was added HOBt (1.0 mmol), EDC (1.0 mmol) and triethyl amine (1.0 mmol). The mixture was stirred over night at room temperature and stopped by addition of 10 mL 5% NaHCO3 solution, then, the mixture was extracted with CH2Cl2 (15×3mL) and organic layers were combined, washed with brine, dried over Na2SO4. The solvent was evaporated under vacuum to give crude product, which was purified by silica gel column chromatography eluting with petroleum, ethyl acetate and triethylamine (20:20:1) to afford 1a.
  • 3
  • [ 830-96-6 ]
  • [ 446065-11-8 ]
  • 1-cyclohexyl-3-(1H-indol-3-yl)propan-1-one [ No CAS ]
  • 4
  • [ 830-96-6 ]
  • [ 81-13-0 ]
  • 3-[[(2R)-2,4-bis[3-(1H-indol-3-yl)propanoyloxy]-3,3-dimethylbutanoyl]amino]propyl 3-(1H-indol-3-yl)propanoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
43% With dmap; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 25℃; for 12.0h; To a solution of (2R)-2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethyl-butanamide (0.2 g), N,N?dicyclohexylcarbodiimide (0.70 g) and 4-dimethylaminopyridine (0.060 g) in THE (4 mL) was added 3- (1 H-indol-3-yl) propanoic acid (0.645 g) and the mixture was stirred at 25 00 for 12 h. The reaction mixture was filtered and concentrated under reduced pressure. The residue was purified by reverse phase prep-HPLC (018, water (10 mM NH4HCO3)-acetonitrile gradient) to give 3-[[(2R)-2,4-bis[3-(1 Hindol-3-yl)propanoyloxy]-3,3-dimethyl-butanoyl]amino]propyl 3-(1 H-indol-3-yl)propanoate (0.307 g, 43%) as an off-white solid. LOMS: 719.2 (M÷H) 1H NMR (400 MHz, DMSO-d6): O 10.797(br s, 3H), 7.981 (m,1 H), 7.485 (m, 3H), 7.208 (m, 3H), 7.107 - 6.942 (m, 9H), 4.718 (s, 1 H), 4.005 - 3.837 (m, 3H), 2.950 (m,2H), 2.937 (m, 6H), 2.781 (m, 2H), 2.693 - 2.639 (m, 4H), 1 .687 (m, 2 H), 0.892 (m, 6H) ppm
 

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