Boc-4-oxo-L-Pro
N-Boc-4-oxo-L-proline
CAS: 84348-37-8
Molecular Formula: C10H15NO5
Boc-4-oxo-L-Pro - Names and Identifiers
Boc-4-oxo-L-Pro - Physico-chemical Properties
| Molecular Formula | C10H15NO5 |
| Molar Mass | 229.23 |
| Density | 1.304±0.06 g/cm3(Predicted) |
| Melting Point | 160 °C (dec.) |
| Boling Point | 390.8±42.0 °C(Predicted) |
| Specific Rotation(α) | 1 º (c=1 in chloroform) |
| Water Solubility | Insoluble in water. |
| Vapor Presure | 0.001Pa at 25℃ |
| Appearance | Solid |
| Color | White to Almost white |
| pKa | 3.85±0.20(Predicted) |
| Storage Condition | Inert atmosphere,2-8°C |
| MDL | MFCD01860669 |
Boc-4-oxo-L-Pro - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R22 - Harmful if swallowed R36 - Irritating to the eyes |
| Safety Description | 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| WGK Germany | 3 |
| HS Code | 29339900 |
Boc-4-oxo-L-Pro - Reference Information
| LogP | 0.49 |
| Introduction | N-Boc-4-oxo-L-proline can be used to prepare N-Boc-cis-4-hydroxy-l-proline, is an important pharmaceutical intermediate, many listed drugs and active molecular structure containing this fragment, such as: fk881①, microcolina andb ②, BI201335 ③ Ciluprevir(BILN-2061)③, Danoprevir(ITMN-191, phaseII) ③ et al. |
| preparation method | Step 1: Intermediate 2(tras-F-1) preparation of L-hydroxyproline (65.6g,0.5mol,1.0e.q.) add to NaOH solution (1.0M, 8.0 ML, 8.0X) and dioxane (ML, X). The temperature was cooled to 0-5C, and Boc2O (0.55g, 1.1 mol, e) was slowly added dropwise thereto. q.), after dropping, the temperature was maintained at 0-5C and stirred, and the reaction was monitored by HPLC. After the reaction was completed, the temperature was lowered to 0-5C, and the pH was adjusted to 2-3 with dilute hydrochloric acid. EA was extracted (300mL * 4), and the combined organic phases were washed with saturated brine, dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure to obtain 113.1G of crude oil. It was used directly in the next reaction. Step 2: preparation of intermediate 3(tras-F-1,N-Boc-4-oxo-L-proline) intermediate 2(1.0e.q.) dissolve in DCM(3.5X), cool down to 0 ~ 10C, add catalytic amount of Tempo (tetramethylpiperidine nitrogen oxide), control the reaction temperature 0 ~ 10C, naClO solution (3.0e.q.), the reaction was monitored by HPLC. After completion of the reaction, EA was extracted (3.5X * 4), and the combined organic phases were washed with saturated brine, dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure to obtain a crude product. |
Last Update：2024-04-09 21:01:54
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