3-Formylindol-1-yl-acetic acid

Base Information

• Chemical Name: 3-Formylindol-1-yl-acetic acid
• CAS No.: 138423-98-0
• Molecular Formula: C11H9NO3
• Molecular Weight: 203.197
• Hs Code.: 29339900
• European Community (EC) Number: 623-781-5
• DSSTox Substance ID: DTXSID50354388
• Wikidata: Q72479300
• Mol file: 138423-98-0.mol

Synonyms:138423-98-0;3-formylindol-1-yl-acetic acid;(3-formylindol-1-yl)acetic acid;(3-Formyl-1-indolyl)acetic acid;(3-Formyl-Indol-1-Yl)-Acetic Acid;N-Acetic acid-indole-3-carboxaldehyde;(3-formyl-1H-indol-1-yl)acetic acid;2-(3-formylindol-1-yl)acetic Acid;1H-Indole-1-acetic acid, 3-formyl-;MFCD00452923;2-(3-formyl-1H-indol-1-yl)acetic acid;3-formylindole-1-acetic acid;3-formyl-indol-1-yl-acetic acid;formylindole linker;indole-n-acetic acid-3-carboxaldehyde;Oprea1_207178;Oprea1_348493;N-carboxymethyl-3-formylindole;3-Formylindol-1-ylacetic acid;SCHEMBL1250173;(3-formylindol-1-yl)aceticacid;3-formylindole-1-yl-acetic acid;AMY2873;DTXSID50354388;BCP26476;BBL025627;STK500554;indole-n-acetic acid 3-carboxaldehyde;AKOS000103159;CS-W015464;1-(Carboxymethyl)indole-3-carboxaldehyde;DS-13837;SY015684;FT-0653993;(3-Formyl-1-indolyl)acetic acid, >=97.0%;EN300-201789;I11524;W-205515;Z57625145;F2130-0059;(3-Formyl-1-indolyl)acetic Acid

Chemical Property of 3-Formylindol-1-yl-acetic acid

Chemical Property:

• Vapor Pressure: 3.34E-09mmHg at 25°C
• Melting Point: 197-200 °C(lit.)
• Refractive Index: 1.621
• Boiling Point: 458.5 °C at 760 mmHg
• PKA: 4.15±0.10(Predicted)
• Flash Point: 231.1 °C
• PSA: 59.30000
• Density: 1.3 g/cm³
• LogP: 1.53840
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 203.058243149
• Heavy Atom Count: 15
• Complexity: 267

Purity/Quality:

99% ^*data from raw suppliers

(3-Formyl-1H-indol-1-yl)aceticAcid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CN2CC(=O)O)C=O
• Uses: Handle to synthesize an indolecarboxaldehyde resin by coupling to an amino-resin. Amines and derivatives can be immobilized by reductive amination of this aldehyde resin. Mild cleavage with 50% TFA

Technology Process of 3-Formylindol-1-yl-acetic acid

There total 6 articles about 3-Formylindol-1-yl-acetic 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: 92.0%

2-(3-formyl-1H-indol-1-yl)acetic acid tert-butyl ester (363590-49-2) → 3-formyl-indole-1-yl-acetic acid (138423-98-0)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1021/jm4010187

Reference yield: 73.0%

(3-formylindol-1-yl)acetic acid ethyl ester (27065-94-7) → 3-formyl-indole-1-yl-acetic acid (138423-98-0)

Guidance literature:

(3-formylindol-1-yl)acetic acid ethyl ester; With sodium hydroxide; water; In 1,4-dioxane; at 20 ℃; for 96h;

With hydrogenchloride; In 1,4-dioxane; water;

Reference yield:

Indole-3-carboxaldehyde (487-89-8,1228547-52-1) → 3-formyl-indole-1-yl-acetic acid (138423-98-0)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃ / dimethylformamide / 80 °C

2: KOH / methanol

With potassium hydroxide; potassium carbonate; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jo9806052

upstream raw materials:

Indole-3-carboxaldehyde

potassium chloroacetate

(3-formylindol-1-yl)acetic acid ethyl ester

indole

Downstream raw materials:

N-(phenylmethyl)acetamide

1-[2-(4-morpholinyl)-2-oxoethyl]-1H-indole-3-carboxaldehyde

3-hydroxymethyl-N-carboxymethylindole

Refernces

• 1、 -. "COMPOUNDS FOR THE TREATMENT OF MEDICAL DISORDERS". Paragraph 0591. . Retrieved 2017/03/14.
• 2、 -. "PHARMACEUTICAL PREPARATIONS COMPRISING INSULIN, ZINC IONS AND A ZINC-BINDING LIGAND". Page/Page column 230. . Retrieved 2008/06/13.