- (R)-3-Hydroxypyrrolidine
-
- $100.00
-
2026-10-09
- CAS:2799-21-5
- Min. Order: 1kg
- Purity: not less than 98%
- Supply Ability: 20tons per month
|
| | (R)-3-Hydroxypyrrolidine Basic information |
| | (R)-3-Hydroxypyrrolidine Chemical Properties |
| Melting point | 15°C | | Boiling point | 215-216 °C (lit.) | | alpha | 6.5 º (c=3.5% in MeOH) | | density | 1.078 g/mL at 20 °C (lit.) | | refractive index | n20/D 1.488(lit.) | | Fp | >230 °F | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | form | Viscous Liquid | | pka | 14.91±0.20(Predicted) | | Specific Gravity | 1.048 | | color | Clear yellow to orange-brown | | Optical Rotation | [α]20/D +6.5°, c = 3.5 in methanol | | Water Solubility | Soluble in water and methanol. | | Sensitive | Air Sensitive & Hygroscopic | | BRN | 5376132 | | InChI | 1S/C4H9NO/c6-4-1-2-5-3-4/h4-6H,1-3H2/t4-/m1/s1 | | InChIKey | JHHZLHWJQPUNKB-SCSAIBSYSA-N | | SMILES | O[C@@H]1CCNC1 | | CAS DataBase Reference | 2799-21-5(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-37/39 | | WGK Germany | 3 | | F | 10-34 | | Hazard Note | Irritant | | HS Code | 29339900 | | Storage Class | 10 - Combustible liquids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | (R)-3-Hydroxypyrrolidine Usage And Synthesis |
| Chemical Properties | clear yellow to orange-brown viscous liquid | | Uses | (R)-Pyrrolidin-3-ol is used in preparation of allosteric BCR-ABL bifunctional proteolysis targeting chimera compounds. | | Synthesis | The general procedure for the synthesis of 3-hydroxypyrrolidine from L-hydroxyproline is as follows:
Example 1: Synthesis of (R)-3-pyrrolidinol
To a 1 liter reaction vessel was added (4R)-hydroxy-L-proline (250 g, 1.907 mol), 2-cyclohexen-1-one (18.3 g, 0.1907 mol), and polyethylene glycol (750 mL, 400 average molar mass). The reaction was carried out by stirring the mixture under nitrogen protection at 150-160 °C. After 10 h, the reaction was judged complete when the reaction mixture changed from a suspension to a homogeneous phase. The yield of (R)-3-pyrrolidinol was 89.3% as determined by gas chromatographic analysis. Subsequently, the reaction solution was subjected to decompression distillation at the same temperature to collect fractions with boiling points of 100-120 °C (pressure 6-40 hPa) to give (R)-3-pyrrolidinol (120.4 g, 72.5% yield, 99.6% chemical purity, 99.9% optical purity ee). | | Purification Methods | The (±)-isomer is purified by repeated distillation ( b 102-104o/12mm, 108-110o/18mm), and the (±)-picrate crystallises from EtOH with m 140-141o. The R(+)-enantiomer has b 70o/0.6mm and [] D +5.6o (c 3.63, MeOH). Its hydrochloride has a negative rotation and its dimethiodide has m 230o and [] 24 -8.02o. [Suyama & Kanno Yakugaku Zasshi (J Pharm Soc Japan) 85 531 1965, Uno et al. J Heterocycl Chem 24 1025 1987, Flanagan & Joullie Heterocycles 26 2247 1987, Beilstein 21 III/IV 44.] | | References | [1] Chemistry Letters, 1986, p. 893 - 896
[2] Patent: CN105153133, 2018, B. Location in patent: Paragraph 0022; 0023; 0024; 0025; 0026
[3] Synthetic Communications, 1993, vol. 23, # 19, p. 2691 - 2699
[4] Synthetic Communications, 1994, vol. 24, # 10, p. 1381 - 1387
[5] Patent: US2005/222430, 2005, A1. Location in patent: Page/Page column 2 |
| | (R)-3-Hydroxypyrrolidine Preparation Products And Raw materials |
|