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CAS RN: 74124-79-1 | 產品號碼: D1662
Di(N-succinimidyl) Carbonate
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產品規格
| Appearance | White to Light gray to Light yellow powder to crystal |
| Purity(Butylamine Method) | min. 98.0 % |
性質
| 熔點 | 215 °C(dec.) |
| 水溶性 | Insoluble |
GHS
| 圖形表示 |
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| 信號詞 | Warning |
| 危險性說明 | H302 : Harmful if swallowed. H315 : Causes skin irritation. H319 : Causes serious eye irritation. |
| 防範說明 | P501 : Dispose of contents/ container to an approved waste disposal plant. P270 : Do not eat, drink or smoke when using this product. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ eye protection/ face protection. P302 + P352 : IF ON SKIN: Wash with plenty of water. P337 + P313 : If eye irritation persists: Get medical advice/ attention. P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P362 + P364 : Take off contaminated clothing and wash it before reuse. P332 + P313 : If skin irritation occurs: Get medical advice/ attention. P301 + P312 + P330 : IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Rinse mouth. |
相關法規
運輸資料
| HS編碼* | 2925.19-000 |
Application
TCI Practical Example: Condensation Using Di(N-succinimidyl) Carbonate
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Used Chemicals
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Procedure
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To a solution of compound 3-(3,4-dimethoxyphenyl)propionic acid (0.10 g, 0.48 mmol), di(N-succinimidyl) carbonate (0.19 g, 0.62 mmol) in dichloromethane (5.0 mL) was added triethylamine (0.086 mL, 0.62 mmol) at ambient temperature and stirred at same temperature for 30 minutes. The mixture was added 4-methylbenzylamine (0.078 mL, 0.62 mmol) and stirred at same temperature for 1 hour. After completion of the reaction, the solvent was removed under reduced pressure and the residue was purified by column chromatography (ethyl acetate:hexane = 3:7 - 1:1 on silica gel) to give 1 (0.13 g，y. 86%) as a white solid.
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Experimenter’s Comments
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The reaction mixture was monitored by UPLC.
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Analytical Data
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compound 1
1H NMR (400 MHz, CDCl3); δ 7.10 (2H, d, J = 8.0 Hz), 7.05 (2H, d, J = 8.0 Hz), 6.78-6.70 (3H, m), 5.58 (1H, brs), 4.36 (2H, d, J = 5.6 Hz), 3.85 (3H, s), 3.83 (3H, s), 2.94 (2H, t, J = 7.6 Hz), 2.48 (2H, t, J = 7.6 Hz), 2.32 (3H, s).
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Lead Reference
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- A novel active ester synthesis reagent (N,N’-disuccinimidyl carbonate)
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Other References
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- Studies on Lactams IX. A Convenient Synthesis of Lactam Rings
- Synthesis and Reactivity Comparisons of 1-Methyl-3-Substituted Cyclopropene Mini-tags for Tetrazine Bioorthogonal Reactions
Application
A Condensing Reagent
Experimental procedure3): 1 (10 mg, 0.08 mmol) is dissolved in CH2Cl2 and, to this solution, Et3N (10 mg, 0.1 mmol) and N,N’-disuccinimidyl carbonate (26 mg, 0.1 mmol) are added. The resulting solution is stirred for 30 min after which ethanolamine (6 mg, 0.1 mmol) is added. The reaction is stirred at room temperature for an additional 1 hour. The organic solvent is evaporated and the residue is purified by preparative TLC (EtOAc) to afford 11 mg of compound 2 as a colorless oil, in 81% yield.
References
- 1)A novel active ester synthesis reagent (N,N’-disuccinimidyl carbonate)
- 2)Studies on Lactams IX. A Convenient Synthesis of Lactam Rings
- 3)Synthesis and Reactivity Comparisons of 1-Methyl-3-Substituted Cyclopropene Mini-tags for Tetrazine Bioorthogonal Reactions
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