(R)-Indoline-2-carboxylic Acid

Base Information

• Chemical Name: (R)-Indoline-2-carboxylic Acid
• CAS No.: 98167-06-7
• Molecular Formula: C9H9NO2
• Molecular Weight: 163.176
• Hs Code.: 29339900
• European Community (EC) Number: 635-467-5
• UNII: QY9RZ2W7PH
• DSSTox Substance ID: DTXSID001346613
• Nikkaji Number: J231.896B
• Wikidata: Q76393607
• Mol file: 98167-06-7.mol

Synonyms:(R)-Indoline-2-carboxylic Acid;98167-06-7;(R)-(+)-Indoline-2-carboxylic acid;(2R)-2,3-dihydro-1H-indole-2-carboxylic acid;1H-Indole-2-carboxylic acid, 2,3-dihydro-, (2R)-;MFCD00792496;QY9RZ2W7PH;Indoline-2-carboxylic acid, (R)-;(+)-2,3-Dihydroindole-2-carboxylic acid;(R)-(-)-Indoline-2-carboxylic acid;(2R)-indoline-2-carboxylic acid;(R)-2,3-Dihydro-1H-indole-2-carboxylic acid;UNII-QY9RZ2W7PH;Oprea1_181429;SCHEMBL1134239;QNRXNRGSOJZINA-MRVPVSSYSA-;QNRXNRGSOJZINA-MRVPVSSYSA-N;DTXSID001346613;(R)-(+)-Indoline-2-carboxylicacid;AKOS005259556;AC-1319;AS-31788;CS-0006681;I0589;EN300-264345;(+)-2,3-Dihydroindole-2-carboxylic acid, 98%;(R)-(+)-Indoline-2-carboxylic acid, >=97.0%;(R)-indoline-2-carboxylic acid;InChI=1/C9H9NO2/c11-9(12)8-5-6-3-1-2-4-7(6)10-8/h1-4,8,10H,5H2,(H,11,12)/t8-/m1/s1

Chemical Property of (R)-Indoline-2-carboxylic Acid

Chemical Property:

• Melting Point: 177 °C
• Boiling Point: 380 °C at 760 mmHg
• PKA: 2.04±0.20(Predicted)
• Flash Point: 183.6 °C
• PSA: 49.33000
• Density: 1.286 g/cm³
• LogP: 1.24580
• Storage Temp.: Store at 0-5°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 163.063328530
• Heavy Atom Count: 12
• Complexity: 193

Purity/Quality:

99% ^*data from raw suppliers

(R)-(+)-Indoline-2-carboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 43-48/22-62
• Safety Statements: 36/37-26-25-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(NC2=CC=CC=C21)C(=O)O
• Isomeric SMILES: C1[C@@H](NC2=CC=CC=C21)C(=O)O

Technology Process of (R)-Indoline-2-carboxylic Acid

There total 17 articles about (R)-Indoline-2-carboxylic 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: 87.7%

(R)-N-benzoyl-2,3-dihydroindole-2-carboxylic acid methyl ester → (R)-(-)-2,3-Dihydro-1H-Indole-2-Carboxylic Acid (98167-06-7,78348-24-0)

Guidance literature:

With water; trifluoroacetic acid; Reflux;

Reference yield: 83.4%

(R)-o-chlorophenylalanine hydrochloride (185030-83-5) → (R)-(-)-2,3-Dihydro-1H-Indole-2-Carboxylic Acid (98167-06-7,78348-24-0)

Guidance literature:

With sodium carbonate; copper(I) bromide; In N,N-dimethyl-formamide; at 100 - 105 ℃; Inert atmosphere;

Reference yield:

C9H9NO2*C17H17Cl2N (880872-39-9) → (R)-(-)-2,3-Dihydro-1H-Indole-2-Carboxylic Acid (98167-06-7,78348-24-0)

Guidance literature:

C₉H₉NO₂*C₁₇H₁₇Cl₂N; With sodium hydroxide; In water; ethyl acetate; at 25 - 30 ℃; pH=10.5 - 11;

With hydrogenchloride; In water; pH=4.4 - 4.8;

upstream raw materials:

1-acetyl-2,3-indoline-2-carboxylic acid

N-acetyl-indoline-2-carboxylic acid methyl ester

indolin-2-yl carboxylic acid

(+)-α-Chloro-2-aminobenzenepropanoic acid, 2,6-dimethylpiperidine salt

Downstream raw materials:

methyl (R)-N-(tert-butoxycarbonyl)indoline-2-carboxylate

(2R,3aS,7aS)-octahydroindole-2-carboxylic acid

tert-butyl (R)-2-(hydroxymethyl)indoline-1-carboxylate

(R)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)indoline-2-carboxylic acid

Refernces

• 1、 -. "Of enantiomerically enriched indoline - 2 - formic acid". Paragraph 0120; 0121; 0122. . Retrieved 2017/09/01.
• 2、 -. "Novel method for the synthesis of s-indoline-2- carboxylic acid and application thereof in the synthesis of perindopril". Page/Page column 3. . Retrieved 2008/06/13.