1 3-Bis(tert-butoxycarbonyl)guanidine
- CAS No.
- 154476-57-0
- Chemical Name:
- 1 3-Bis(tert-butoxycarbonyl)guanidine
- Synonyms
- 1,3-Bis(Tert-butyoxycarbonyl)guanidine;Di-Boc-Guanidine;N,N'-Di-Boc-guanidine;Guanfacine Impurity 18;N,N'-DI(TERT-BUTOXYCARBONYL)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
- Molecular Weight:
- 259.3
- MDL Number:
- MFCD01863604
- MOL File:
- 154476-57-0.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| 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 |
| InChI | 1S/C11H21N3O4/c1-10(2,3)17-8(15)13-7(12)14-9(16)18-11(4,5)6/h1-6H3,(H3,12,13,14,15,16) |
| InChIKey | VPWFNCFRPQFWGS-UHFFFAOYSA-N |
| SMILES | CC(C)(C)OC(=O)NC(=N)NC(=O)OC(C)(C)C |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H315-H319-H335 |
| Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 |
| target organs | Respiratory system |
| PPE | dust mask type N95 (US), Eyeshields, Gloves |
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-36 |
| WGK Germany | 3 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
1 3-Bis(tert-butoxycarbonyl)guanidine price More Price(32)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 496871 | 1,3-Bis(tert-butoxycarbonyl)guanidine 98% | 154476-57-0 | 5g | $232 | 2026-04-30 | Buy |
| Matrix Scientific | 207510 | 1,3-Bis(tert-butoxycarbonyl)guanidine | 154476-57-0 | 5.00g | $125 | 2026-05-18 | Buy |
| aablocks | AA003DFC | N,N'-Bis(tert-butoxycarbonyl)guanidine 95% | 154476-57-0 | 250mg | $8 | 2026-05-28 | Buy |
| aablocks | AA003DFC | N,N'-Bis(tert-butoxycarbonyl)guanidine 95% | 154476-57-0 | 1g | $19 | 2026-05-28 | Buy |
| aablocks | AA003DFC | N,N'-Bis(tert-butoxycarbonyl)guanidine 95% | 154476-57-0 | 5g | $30 | 2026-05-28 | Buy |
1 3-Bis(tert-butoxycarbonyl)guanidine Chemical Properties, Uses, 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
![Carbamic acid, carbonimidoylbis-, bis(1,1-dimethylethyl) ester, [N(E)]- (9CI)](/CAS/20240320/GIF/332882-82-3.gif)
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
Raw materials
1of2
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Suzhou Highfine Biotech Co., Ltd | 0512-69209928 18796809688 | zhouyingxiang@highfine.com | China | 473 | 75 |
| Jia Xing Isenchem Co.,Ltd | 0573-85285100 18627885956 | isenchem@163.com | China | 9389 | 66 |
| Adamas Reagent, Ltd. | 400-6009262 15618770481 | yhx@titansci.com | China | 14098 | 59 |
| Accela ChemBio Co.,Ltd. | 021-50795510 4000665055 | marketing@accelachem.com | China | 10972 | 64 |
| NOTA Chemical (Shanghai) Co.,Ltd | 021-50189163 | sales@notachem.com | China | 208 | 64 |
| Nanjing Chemlin Chemical Co., Ltd | 025-83697070 13770331960 | info@chemlin.com.cn | China | 16305 | 64 |
| Shanghai Jian Chao Chemical Technology Co., Ltd. | 150-2103-5486 18017383231 | 983544897@qq.com | China | 9335 | 55 |
| Shanghai Aladdin Bio-Chem Technology Co.,LTD | 400-6206333 13167063860 | anhua.mao@aladdin-e.com | China | 29977 | 65 |
| AllyChem Co., Ltd. | 0411-62313318 13889470786 | info@allychem.com | China | 1021 | 65 |
View Latest Price from 1 3-Bis(tert-butoxycarbonyl)guanidine manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2021-07-02 | 1,3-Bis(tert-butoxycarbonyl)guanidine
154476-57-0
|
$10.00-15.00 | 1KG | 99%+ HPLC | Zhuozhou Wenxi import and Export Co., Ltd | ||
 |
2019-09-02 | 1 3-BIS(TERT-BUTOXYCARBONYL)GUANIDINE
154476-57-0
|
$1.00 | 1KG | ≥98% | 200kg | Career Henan Chemical Co |
-
- 1,3-Bis(tert-butoxycarbonyl)guanidine
154476-57-0
- $10.00-15.00
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd
-
- 1 3-BIS(TERT-BUTOXYCARBONYL)GUANIDINE
154476-57-0
- $1.00
- ≥98%
- Career Henan Chemical Co
