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CAS RN: 152120-54-2 | 产品编码: B3619
N,N'-Bis(tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine
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| 产品编码 | B3619 |
| 纯度/分析方法 | >98.0%(T)(HPLC) |
| 分子式/分子量 | C__1__4H__2__2N__4O__4 = 310.35 |
| 外观与形状（20°C） | 固体 |
| 储存温度 | 室温 (15°C以下阴凉干燥处) |
| 包装和容器 | 1G-Glass Bottle with Plastic Insert （查看图片） |
| CAS RN | 152120-54-2 |
| Reaxys-RN | 8117152 |
| PubChem物质ID | 125307236 |
| SDBS (AIST Spectral DB) | 52872 |
| MDL编号 | MFCD01075122 |
技术规格
| Appearance | White to Almost white powder to crystal |
| Purity(HPLC) | min. 98.0 area% |
| Purity(Neutralization titration) | min. 98.0 % |
| Melting point | 88.0 to 92.0 °C |
物性（参考值）
| 熔点 | 90 °C |
| 溶解性（可溶于） | 甲醇 |
GHS
| 象形图 |
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| 信号词 | Warning |
| 危险性说明 | H315 : Causes skin irritation. H319 : Causes serious eye irritation. |
| 防范说明 | 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. |
相关法规
运输信息
| HS编码* | 2933.19-000 |
应用
TCI Practical Example: Di-Boc Guanidinylation of Amine Using the Pyrazole Derivative
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Used Chemicals
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Procedure
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A solution of 4-bromophenethylamine (200 mg, 1.00 mmol) and 1-[N,N'-(di-Boc)amidino]pyrazole (341 mg, 1.10 mmol) in THF (1.7 mL) was stirred at room temperature for one day. The reaction mixture was concentrated under reduced pressure and the residue was purified by column chromatography (on silica gel, ethyl acetate:hexane = 0:100 - 10:90) to give the guanidinylated compound 1 as a pale yellow solid (319 mg, 72% yield.).
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Experimenter’s Comments
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The reaction mixture was monitored by TLC (ethyl acetate:hexane = 1:3, Rf = 0.55).
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Analytical Data
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Guanidinylated Compound 1
1H NMR (270 MHz, DMSO-d6); δ 11.48 (s, 1H), 8.32 (t, J = 6.4 Hz, 1H), 7.48 (d, J = 8.1 Hz, 2H), 7.15 (d, J = 8.1 Hz, 2H), 3.51 (q, J = 6.4 Hz, 2H), 2.78 (t, J = 6.4 Hz, 2H), 1.47 (s, 9H), 1.40 (s, 9H).
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Lead Reference
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- Urethane protected derivatives of 1-guanylpyrazole for the mild and efficient preparation of guanidines
应用
A Guanidinylating Reagent
Experimental procedure: to 1.0 mmol of N,N'-bis(tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine (1) is added 1.1 mmol of amine followed by 0.4 mL dry THF and the resulting mixture is stirred for 5 – 22 h at room temperature. The reaction mixture is diluted with hexane and directly applied to a short silica gel (15 g silica) column and the product separates from unreacted 1 by a stepwise gradient elution from 0 to 30% ethyl acetate in hexane. Drying of the product fractions in vacuo generally directly produces the desired compounds.
References
- 1)Urethane protected derivatives of 1-guanylpyrazole for the mild and efficient preparation of guanidines
- 2)A Convenient Preparation of Monosubstituted N,N’-di(Boc)-Protected Guanidines
- 3)Synthesis and Anti-Influenza Virus Activity of 4-Guanidino-7-substituted Neu5Ac2en Derivatives
- 4)Emergent Molecular Recognition through Self-Assembly: Unexpected Selectivity for Hyaluronic Acid among Glycosaminoglycans
参考文献
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