1 3-BIS(TERT-BUTOXYCARBONYL)GUANIDINE
- Product Name
- 1 3-BIS(TERT-BUTOXYCARBONYL)GUANIDINE
- CAS No.
- 154476-57-0
- Chemical Name
- 1 3-BIS(TERT-BUTOXYCARBONYL)GUANIDINE
- Synonyms
- Di-Boc-Guanidine;N,N'-Di-Boc-guanidine;Guanfacine Impurity 18;N,N'-DI(TERT-BUTOXYCARBONYL)GUANIDINE;1,3-Bis(Tert-butyoxycarbonyl)guanidine;N,N'-Bis(tert-butoxycarbonyl)guanidine;1,3-Bis(tert-butoxycarbonyl)guanidine 98%;1,3-BIS(TERT-BUTOXYCARBONYL)GUANIDINE, 9 8%;1,3-Bis(tert-butoxycarbonyl)guanidine;C,C'-Bis(tert-butyl) N,N'-(carbonimidoyl)bis[carbamate
- CBNumber
- CB5504376
- Molecular Formula
- C11H21N3O4
- Formula Weight
- 259.3
- MOL File
- 154476-57-0.mol
1 3-BIS(TERT-BUTOXYCARBONYL)GUANIDINE Property
- Melting point:
- 141-144 °C(lit.)
- Density
- 1.13±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- pka
- 8.24±0.46(Predicted)
- Appearance
- White to off-white Solid
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
- 496871
- Product name
- 1,3-Bis(tert-butoxycarbonyl)guanidine
- Purity
- 98%
- Packaging
- 5g
- Price
- $218
- Updated
- 2025/07/31
- Product number
- D422878
- Product name
- N,N''-Di-Boc-guanidine
- Packaging
- 50mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- AK116087
- Product name
- N,N'-Di-Boc-guanidine
- Purity
- 95+%
- Packaging
- 1g
- Price
- $39
- Updated
- 2021/12/16
- Product number
- FB74810
- Product name
- 1,3-Bis(tert-butoxycarbonyl)guanidine
- Packaging
- 1g
- Price
- $55
- Updated
- 2021/12/16
- Product number
- CS-W014073
- Product name
- 1,3-Bis(tert-butoxycarbonyl)guanidine
- Packaging
- 1g
- Price
- $72
- Updated
- 2021/12/16
1 3-BIS(TERT-BUTOXYCARBONYL)GUANIDINE Chemical Properties,Usage,Production
Uses
1,3-Bis(tert-butoxycarbonyl)guanidine may be used to produce a guanidinyl derivative during the multi-step synthesis of (-)-crispine E. It may also be used as a reagent during the preparation of 1,6-diphenylnaphthalenes.
General Description
1,3-Bis(tert-butoxycarbonyl)guanidine is a guanidine derivative. The synthesis of N-substituted 2-aminoimidazole inhibitors using 1,3-bis(tert-butoxycarbonyl)guanidine has been reported.
Synthesis
24424-99-5
50-01-1
332882-82-3
General procedure for the synthesis of the compound (CAS: 332882-82-3) from di-tert-butyl dicarbonate and guanidinium hydrochloride: guanidinium hydrochloride (12.3 g, 128 mmol) and sodium hydroxide (20.8 g, 519 mmol) were dissolved in water (125 mL) and 1,4-dioxane (250 mL) was added. The mixture was cooled to 0 °C and di-tert-butyl dicarbonate (62.9 g, 288 mmol) was added slowly. The reaction mixture was stirred at room temperature for 16 hours. Upon completion of the reaction, the solution was concentrated under vacuum to one-third of its initial volume. Water (150 mL) was added to the concentrate and extracted with ethyl acetate (3 x 80 mL). The organic phases were combined and washed sequentially with 10% aqueous citric acid (1 × 100 mL), water (1 × 100 mL) and saturated saline (1 × 100 mL). The organic phase was dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to obtain the crude product. The crude product was purified by rapid chromatography on silica gel (elution gradient: 100% dichloromethane to dichloromethane/methanol 95:5). N,N'-Di-Boc-protected guanidine was finally obtained as a white powder (30.54 g, 91% yield). The structure of the product was confirmed by the following characterization data: 1H NMR (300 MHz, DMSO-d6) δ 10.42 (s, 1H), 8.47 (s, 1H), 1.37 (s, 18H); 13C NMR (75.5 MHz, CDCl3) δ 158.3, 82.3, 28.1; IR (CHCl3) ν 3407, 3124 , 2976, 2930, 1792, 1641, 1549, 1453, 1397, 1365, 1128, 1153 cm-1.
References
[1] Patent: US9809621, 2017, B2. Location in patent: Page/Page column 31; 32
[2] Research on Chemical Intermediates, 2018, vol. 44, # 3, p. 1811 - 1832
[3] Journal of Organic Chemistry, 1998, vol. 63, # 12, p. 3804 - 3805
[4] Chemistry - A European Journal, 2014, vol. 20, # 32, p. 9910 - 9913
[5] Beilstein Journal of Organic Chemistry, 2016, vol. 12, p. 564 - 570
1 3-BIS(TERT-BUTOXYCARBONYL)GUANIDINE Preparation Products And Raw materials
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View Lastest Price from 1 3-BIS(TERT-BUTOXYCARBONYL)GUANIDINE manufacturers
- Product
- 1,3-Bis(tert-butoxycarbonyl)guanidine 154476-57-0
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-06-27
- Product
- 1 3-BIS(TERT-BUTOXYCARBONYL)GUANIDINE 154476-57-0
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- ≥98%
- Supply Ability
- 200kg
- Release date
- 2019-08-30