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(S)-(-)-Indoline-2-carboxylic acid
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Name

(S)-(-)-Indoline-2-carboxylic acid

 EINECS 410-860-2
CAS No. 79815-20-6 Density 1.286 g/cm3
PSA 49.33000 LogP 1.24580
Solubility Slightly soluble in water Melting Point 177 °C (dec.)(lit.)
Formula C9H9NO2 Boiling Point 380 °C at 760 mmHg
Molecular Weight 163.176 Flash Point 183.6 °C
Transport Information N/A Appearance white to light yellow crystal powder
Safety 22-25-26-36/37 Risk Codes 43-48/22-62
Molecular Structure Molecular Structure of 79815-20-6 ((S)-(-)-Indoline-2-carboxylic acid) Hazard Symbols HarmfulXn
Synonyms

(S)-(-)-Indoline-2-carboxylic acid 79815-20-6;S-(-)-Indoline-2-carboxylic acid;(S)-(-) Indole-2-Carboxylic Acid;s-(-)- indoline- 2- carboxylic acid;S-Indoline-2-carboxylic acid;(S)-(-)-Indolene-2-Carboxylic Acid;S-(-)Indoline-2-carboxylic acid;(S)-Indoline-2-Carboxylic Acid;(S)-Indoline-2-formic acid;(-)-(S)-2-Indolinecarboxylic acid;(S)-(-)Indoline-2-CarboxylicAcid;(2S)-indoline-2-carboxylic acid;

Article Data 19

(S)-(-)-Indoline-2-carboxylic acid Synthetic route

78779-29-0

l-(S)-2,3-dihydro-1-[(S)-3-mercapto-2-methyl-1-oxopropyl]-1H-indole-2-carboxylic acid

79815-20-6

(S)-indoline-2-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride for 3h; Heating;100%
42538-40-9

(S)-2-amino-3-(2-bromophenyl)propanoic acid

79815-20-6

(S)-indoline-2-carboxylic acid

Conditions
ConditionsYield
With potassium carbonate; copper(l) chloride In 1-methyl-pyrrolidin-2-one at 80 - 100℃; for 3.5 - 4h; Product distribution / selectivity;95.9%
With potassium carbonate In water at 95℃; for 22h; Product distribution / selectivity;95.6%
With potassium carbonate; copper(l) chloride In water at 95℃; for 1h; Inert atmosphere; enantioselective reaction;83%
141410-06-2

(S)-indoline-2-carboxylic acid methyl ester

79815-20-6

(S)-indoline-2-carboxylic acid

Conditions
ConditionsYield
Stage #1: (S)-indoline-2-carboxylic acid methyl ester With sodium hydroxide; water at 20℃;
Stage #2: With hydrogenchloride; water at 20℃; pH=5;		94.5%
1477-50-5

Indole-2-carboxylic acid

79815-20-6

(S)-indoline-2-carboxylic acid

Conditions
ConditionsYield
With carbon disulfide; carbon dioxide; hydrogen iodide; hydrogen; potassium iodide In ethanol at 90℃; for 5h; Temperature; Solvent; Autoclave; Large scale;87.5%

(S)-2,3-Dihydro-1H-indole-2-carboxylic acid tert-butyl ester; compound with formic acid

79815-20-6

(S)-indoline-2-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran for 3h; Heating;87%
110592-39-7

(S)-N-acetyl-2,3-dihydroindoline-2-carboxylic acid methyl ester

79815-20-6

(S)-indoline-2-carboxylic acid

Conditions
ConditionsYield
With sulfuric acid; water Reflux;86.8%

(S)-o-bromophenylalanine hydrochloride

79815-20-6

(S)-indoline-2-carboxylic acid

Conditions
ConditionsYield
With potassium carbonate; copper(I) bromide In water at 100 - 105℃; Inert atmosphere;86.2%
103616-89-3

(2S)-2-amino-3-(2-chlorophenyl)propanoic acid

79815-20-6

(S)-indoline-2-carboxylic acid

Conditions
ConditionsYield
With potassium carbonate; copper(l) chloride In water at 95℃; for 40h; Product distribution / selectivity;76.6%
Stage #1: (2S)-2-amino-3-(2-chlorophenyl)propanoic acid With potassium carbonate; copper(l) chloride In water at 95℃; for 40h;
Stage #2: With water at 25℃; pH=3.5; Product distribution / selectivity; Acidic conditions;		76.6%
79854-38-9

(2S)-indoline-2-carboxylic acid (R)-α-methylbenzylamine salt

79815-20-6

(S)-indoline-2-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride In water for 2h; Product distribution / selectivity;52.8%
82950-72-9

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

79815-20-6

(S)-indoline-2-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride

(S)-(-)-Indoline-2-carboxylic acid Chemical Properties

The Molecular Structure of (S)-(-)-Indoline-2-carboxylic acid (CAS NO.79815-20-6):

Empirical Formula: C9H9NO2
Molecular Weight: 163.1733
Appearance: white to light yellow crystal powder
 Nominal Mass: 163 Da
Average Mass: 163.1733 Da
Monoisotopic Mass: 163.063329 Da 
Index of Refraction: 1.598
Molar Refractivity: 43.27 cm3
Molar Volume: 126.8 cm3
Surface Tension: 52.2 dyne/cm
Density: 1.286 g/cm3
Flash Point: 183.6 °C
Enthalpy of Vaporization: 66.26 kJ/mol
Boiling Point: 380 °C at 760 mmHg
Vapour Pressure: 1.88E-06 mmHg at 25°C 
Refractive index: -116 ° (C=1, 2mol/L HCl)
Storage temp: Store at 0°C
Product Categories: PYRROLE;Indoles and derivatives;pharmacetical;chiral;PERINDOPRIL;(intermediate of perindopril);Indoles;Chiral Compound;Asymmetric Synthesis;Chiral Catalysts, Ligands, and Reagents;Proline-Based Organocatalysts

(S)-(-)-Indoline-2-carboxylic acid Uses

 (S)-(-)-Indoline-2-carboxylic acid (CAS NO.79815-20-6) is mainly used in the treatment of cardiovascular and cerebrovascular diseases.

(S)-(-)-Indoline-2-carboxylic acid Safety Profile

Hazard Codes: HarmfulXn
Risk Statements: 43-48/22-62 
R43: May cause sensitization by skin contact
R48/22: Harmful: danger of serious damage to health by prolonged exposure if swallowed
R62: Risk of impaired fertility
Safety Statements: 22-25-26-36/37 
S22: Do not breathe dust
S25: Avoid contact with eyes
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36/37: Wear suitable protective clothing and gloves
WGK Germany: 2

(S)-(-)-Indoline-2-carboxylic acid Specification

 (S)-(-)-Indoline-2-carboxylic acid (CAS NO.79815-20-6) is also called as (R)-1h-indole-2-carboxylic acid ; (R)-2,3-dihydro-1h-indole-2-carboxylic acid ; (R)-(+)-2,3-dihydroindole-2-carboxylic acid ; Perindopril intermediate ; (2S)-indoline-2-carboxylic acid ; (2S)-2,3-dihydro-1h-indole-2-carboxylic acid ; (S)-(-)-indoline-2-carboxylicacid98% .

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