N,N'-BIS-BOC-1-GUANYLPYRAZOLE
Uses- Product Name
- N,N'-BIS-BOC-1-GUANYLPYRAZOLE
- CAS No.
- 152120-54-2
- Chemical Name
- N,N'-BIS-BOC-1-GUANYLPYRAZOLE
- Synonyms
- tert-Butyl [(Boc-aMino)(1H-pyrazol-1-yl)Methylene]carbaMate;tert-Butyl (((tert-butoxycarbonyl)imino)(1H-pyrazol-1-yl)methyl)carbamate;uanyL;Boc-Pyrazol;PYRAZOL(BOC)2;PYRAZOLE(BOC)2;N,N'-Bis-boc-1-g;N,N'-Bis-boc-1-guanyL;Laninamivir Impurity 4;N,N'-Bis-Boc-1-Guanylpyrazol
- CBNumber
- CB3679544
- Molecular Formula
- C14H22N4O4
- Formula Weight
- 310.35
- MOL File
- 152120-54-2.mol
N,N'-BIS-BOC-1-GUANYLPYRAZOLE Property
- Melting point:
- 86-90 °C(lit.)
- Density
- 1.16±0.1 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform (Slghtly), Methanol (Slightly)
- form
- Solid
- pka
- 6.92±0.46(Predicted)
- color
- White to Off-White
- Water Solubility
- Slightly soluble in water. Soluble in methanol, and chloroform.
- InChI
- InChI=1S/C14H22N4O4/c1-13(2,3)21-11(19)16-10(18-9-7-8-15-18)17-12(20)22-14(4,5)6/h7-9H,1-6H3,(H,16,17,19,20)
- InChIKey
- QFNFDHNZVTWZED-UHFFFAOYSA-N
- SMILES
- C(OC(C)(C)C)(=O)/N=C(/NC(OC(C)(C)C)=O)\N1C=CC=N1
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 434167
- Product name
- N,N′-Di-Boc-1H-pyrazole-1-carboxamidine
- Purity
- 98%
- Packaging
- 1g
- Price
- $30
- Updated
- 2025/07/31
- Product number
- 434167
- Product name
- N,N′-Di-Boc-1H-pyrazole-1-carboxamidine
- Purity
- 98%
- Packaging
- 5g
- Price
- $89
- Updated
- 2025/07/31
- Product number
- B3619
- Product name
- N,N'-Bis(tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 1g
- Price
- $36
- Updated
- 2025/07/31
- Product number
- B3619
- Product name
- N,N'-Bis(tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 5g
- Price
- $98
- Updated
- 2025/07/31
- Product number
- 434167
- Product name
- N,N′-Di-Boc-1H-pyrazole-1-carboxamidine
- Purity
- 98%
- Packaging
- 25g
- Price
- $316
- Updated
- 2025/07/31
N,N'-BIS-BOC-1-GUANYLPYRAZOLE Chemical Properties,Usage,Production
Uses
N,N'-Di-Boc-1H-pyrazole-1-carboxamidine is used in the stereoselective synthesis of the bicyclic guanidine alkaloid (+)-monanchorin.N,N'-Di-Boc-1H-pyrazole-1-carboxamidine (also known as Bis-Boc-pyrazolocarboxamidine,Pyrazol(BOC)2) is typically used as a guanidinylating reagent in organic synthesis.
Chemical Properties
White solid
Uses
N,N'-Di-Boc-1H-pyrazole-1-carboxamidine is used in the stereoselective synthesis of the bicyclic guanidine alkaloid (+)-monanchorin.
Synthesis
24424-99-5
152120-61-1
152120-54-2
Step F-2: Synthesis of tert-butyl (tert-butoxycarbonyliminopyrazol-1-yl - methyl) carbamate [Compound (H) N-Boc-1H-pyrazole-1-carboxamidine (50 g) prepared in step BI was dissolved in tetrahydrofuran (100 ml) and slowly added to a suspension of 60% sodium hydride (9.99 g) in tetrahydrofuran (100 ml) over a period of 1 h. The temperature of the reaction was maintained at -5°C to 0°C. After 30 minutes of continuous stirring at this temperature, a solution of tetrahydrofuran (100 ml) of di-tert-butyl dicarbonate (57.1 g) was added dropwise, keeping the temperature constant. Subsequently tetrahydrofuran (250 ml) was added and the reaction mixture was heated and stirred at reflux for 2 hours. After completion of the reaction, it was cooled to room temperature, the reaction was quenched by the addition of acetic acid (20.4 ml) and concentrated under reduced pressure to about 150 ml. 5% aqueous sodium bicarbonate solution (500 ml) was added to the concentrate and extracted with ethyl acetate (500 ml). The organic layer was washed with water (150 ml) and concentrated under reduced pressure to about 75 ml. Hexane (200 ml) was added to the residue and inoculated with crystals, which were stirred under cooling in an ice bath for 40 min. The crystals were collected by filtration, washed with hexane (50 ml) and dried under reduced pressure to give N,N'-di-BOC-1H-1 -guanidinopyrazole (54.47 g, 73.8% yield). 1H NMR (CDCl3, 500MHz): δ 1.49 (9H, s), 1.55 (9H, s), 6.41 (1H, dd, J = 1.5, 2.7Hz), 7.62 (1H, dd, J = 0.7, 1.5Hz), 8.30 (1H, dd, J = 0.7, 2.7Hz), 8.93 (1H, brs). 13C NMR (CDCl3, 125MHz): δ 28.1, 28.2, 81.4, 83.4, 109.8, 129.0, 139.2, 142.8, 149.4, 157.4.
References
[1] Patent: WO2008/126943, 2008, A2. Location in patent: Page/Page column 79-80
[2] Synthesis, 2004, # 10, p. 1655 - 1663
[3] Tetrahedron Letters, 1993, vol. 34, # 21, p. 3389 - 3392
[4] Synthetic Communications, 1993, vol. 23, # 21, p. 3055 - 3060
N,N'-BIS-BOC-1-GUANYLPYRAZOLE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from N,N'-BIS-BOC-1-GUANYLPYRAZOLE manufacturers
- Product
- N,N'-BIS-BOC-1-GUANYLPYRAZOLE 152120-54-2
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1ton
- Release date
- 2022-09-26
- Product
- N,N"-BIS-BOC-1-GUANYLPYRAZOLE 152120-54-2
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-10
- Product
- N,N"-BIS-BOC-1-GUANYLPYRAZOLE 152120-54-2
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-08