(S)-(-)-Indoline-2-carboxylic acid
- CAS No.
- 79815-20-6
- Chemical Name:
- (S)-(-)-Indoline-2-carboxylic acid
- Synonyms
- Indoline-2-carboxylic acid;(R)-2,3-DIHYDRO-1H-INDOLE-2-CARBOXYLIC ACID;H-Idc-OH;H-L-Idc-OH;S)-(-)-Indoline-2-ca;Perindopril Impurity 48;Perindopril Impurity 46;Perindopril Impurity 40;Perindopril Intermediate;S-Indoline-2-Formic acid
- CBNumber:
- CB2235455
- Molecular Formula:
- C9H9NO2
- Molecular Weight:
- 163.17
- MDL Number:
- MFCD00792496
- MOL File:
- 79815-20-6.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 177 °C (dec.)(lit.) |
|---|---|
| alpha | -112.5 º (c=1, 1N HCl) |
| Boiling point | 290.25°C (rough estimate) |
| Density | 1.2021 (rough estimate) |
| refractive index | -116 ° (C=1, 2mol/L HCl) |
| storage temp. | Keep in dark place,Inert atmosphere,2-8°C |
| Water Solubility | Slightly soluble in water |
| pka | 2.04±0.20(Predicted) |
| form | Powder |
| color | Beige to brown |
| optical activity | [α]20/D 114°, c = 1 in 1 M HCl |
| InChI | InChI=1S/C9H9NO2/c11-9(12)8-5-6-3-1-2-4-7(6)10-8/h1-4,8,10H,5H2,(H,11,12)/t8-/m0/s1 |
| InChIKey | QNRXNRGSOJZINA-QMMMGPOBSA-N |
| SMILES | N1C2=C(C=CC=C2)C[C@H]1C(O)=O |
| CAS DataBase Reference | 79815-20-6(CAS DataBase Reference) |
| FDA UNII | 57XK524B7M |
| UNSPSC Code | 12352005 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS07,GHS08 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H317-H361fd-H373 | |||||||||
| Precautionary statements | P202-P260-P272-P280-P302+P352-P308+P313 | |||||||||
| PPE | Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges | |||||||||
| Hazard Codes | Xn | |||||||||
| Risk Statements | 43-48/22-62 | |||||||||
| Safety Statements | 22-25-26-36/37 | |||||||||
| WGK Germany | 2 | |||||||||
| HS Code | 29339900 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Repr. 2 Skin Sens. 1 STOT RE 2 |
|||||||||
| REACH Registrations | Active | |||||||||
| NFPA 704 |
|
(S)-(-)-Indoline-2-carboxylic acid price More Price(68)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 346802 | (S)-(?)-Indoline-2-carboxylic acid 99% | 79815-20-6 | 1g | $73.2 | 2026-04-30 | Buy |
| Sigma-Aldrich | 346802 | (S)-(?)-Indoline-2-carboxylic acid 99% | 79815-20-6 | 5g | $233 | 2026-04-30 | Buy |
| TCI Chemical | I0395 | (S)-(-)-Indoline-2-carboxylic Acid >95.0%(T) | 79815-20-6 | 1g | $27 | 2026-04-30 | Buy |
| TCI Chemical | I0395 | (S)-(-)-Indoline-2-carboxylic Acid >95.0%(T) | 79815-20-6 | 5g | $80 | 2026-04-30 | Buy |
| Usbiological | 280952 | L-Indoline-2-carboxylic acid Asreported | 79815-20-6 | 5g | $340 | 2026-06-03 | Buy |
(S)-(-)-Indoline-2-carboxylic acid Chemical Properties,Uses,Production
Chemical Properties
white to light yellow crystal powde
Uses
Catalyst for enantioselective cyclopropanations.
Synthesis
42538-40-9
79815-20-6
Example 1 Synthesis of (S)-2,3-dihydro-1H-indole-2-carboxylic acid: In a 100 mL flask, 366 mg (1.5 mmol) of (S)-2-bromophenylalanine, 217 mg (1.6 mmol) of K2CO3, 3.2 mg (0.03 mmol) of CuCl, and 3.2 g of N-methyl pyrrolidone (NMP) were added in order. ). The reactor was flushed with argon and kept under a slow flow of argon. The reaction mixture was stirred and heated to 100 °C, which was maintained. Samples were taken periodically and analyzed by high performance liquid chromatography (HPLC). after 4 h, (S)-2-bromophenylalanine was completely converted to the target product. （The yield (in solution) of (S)-2,3-dihydro-1H-indole-2-carboxylic acid was 95.9% with an enantiomeric excess (ee) > 98.6%. Example 2 Synthesis of (S)-2,3-dihydro-1H-indole-2-carboxylic acid: 9.76 g (40.0 mmol) of (S)-2-bromophenylalanine, 5.80 g (42.0 mmol) of K2CO3, 40 mg (0.4 mmol) of CuCl, and 40 g of NMP were sequentially added to a flask at 80 °C. The reactor was flushed with argon and then kept under a slow flow of argon. The reaction mixture was stirred and heated to 80 °C, which was maintained. Samples were taken periodically and analyzed by HPLC. after 3.5 h, (S)-2-bromophenylalanine was completely converted. The reaction mixture was cooled to 25 °C, followed by the addition of 40 mL of water and 50 mL of ethyl acetate (EtOAc). The pH of the mixture was adjusted to 3.3 with 3.5 g of a 37% aqueous hydrochloric acid solution. after separation of the phases, the aqueous phase was extracted with 2 x 50 mL of EtOAc. The combined organic layers were washed with 25 mL of saturated aqueous sodium chloride and the organic phase was subsequently concentrated. The residue was dissolved in 16 mL of aqueous 5N hydrochloric acid, and the pH was adjusted to 2.1 with 9.4 g of 32% aqueous sodium hydroxide. the precipitated (S)-2,3-dihydro-1H-indole-2-carboxylic acid was separated by filtration and washed with 2 x 10 mL of water. After drying, 3.24 g (19.8 mmol) of (S)-2,3-dihydro-1H-indole-2-carboxylic acid was obtained in 49.5% yield, ee > 99%.
References
[1] Patent: EP1676838, 2006, A1. Location in patent: Page/Page column 16
[2] Patent: EP1676838, 2006, A1. Location in patent: Page/Page column 17
[3] Journal of Organic Chemistry, 2014, vol. 79, # 17, p. 7872 - 7879
[4] Patent: EP1676838, 2006, A1. Location in patent: Page/Page column 16-17
[5] Patent: WO2006/69799, 2006, A1. Location in patent: Page/Page column 28-29
(S)-(-)-Indoline-2-carboxylic acid Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Gansu HaoTian Chemical Technology Co., Ltd. | 0943-6900332 17789447501 | zhuanxiajiang@haotianpharm.com | China | 182 | 55 |
| Zhangjiagang huamao Fine chemical Co.,Ltd. | 0512-58327208; 13962221965;18261880368 | sales@huamao-chem.com | China | 33 | 58 |
| Tiantai Yisheng Biochemical Technology Co., Ltd | 0576-83869808 18958639818 | 156697457@qq.com | China | 101 | 58 |
| Ningbo Menovo Pharmaceutical Co., Ltd | 0574-87918616 18892615419 | inquiry@menovopharm.com | China | 236 | 58 |
| Nanjing Tianyuexing Bio-tech Co.,Ltd. | 吴经理15305186370 15305186370 | david@chicopharm.com | China | 717 | 58 |
| ZhengZhou HuaWen Chemical Co.Ltd | 0370-2785118 17550508557 | 675141927@qq.com | China | 3201 | 55 |
| Jiangsu Yongda Pharmaceutical Co., Ltd | 13771234939 | 66273754@qq.com | China | 18 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| INTATRADE GmbH | +49 3493/605464 | sales@intatrade.de | Germany | 3563 | 66 |
View Lastest Price from (S)-(-)-Indoline-2-carboxylic acid manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-06-30 | (S)-(-)-Indoline-2-carboxylic acid
79815-20-6
|
1kg | 98% | 1000kgs | Shaanxi Dideu New Materials Co. Ltd | ||
 |
2026-05-28 | (S) - (-) -Indoline-2-Carboxylic Acid
79815-20-6
|
$2.00-5.00 | 1KG | 99% | 10000kg | Hebei Chuanghai Biotechnology Co,.LTD | |
 |
2026-03-12 | Perindopril Impurity 46 | 10mg | 98% | 500mg | ShenZhen H&D Pharmaceutical Technology Co., LTD |
-
- (S)-(-)-Indoline-2-carboxylic acid
79815-20-6
- $0.00
- 98%
- Shaanxi Dideu New Materials Co. Ltd
-
- (S) - (-) -Indoline-2-Carboxylic Acid
79815-20-6
- $2.00-5.00
- 99%
- Hebei Chuanghai Biotechnology Co,.LTD
-
- Perindopril Impurity 46
- 98%
- ShenZhen H&D Pharmaceutical Technology Co., LTD
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