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| | N-Boc-1-aminocyclobutanecarboxylic acid Basic information |
| | N-Boc-1-aminocyclobutanecarboxylic acid Chemical Properties |
| Melting point | 129-133 °C(lit.) | | Boiling point | 362.1±21.0 °C(Predicted) | | density | 1.18±0.1 g/cm3(Predicted) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | soluble in Methanol | | pka | 4.14±0.20(Predicted) | | form | Powder | | color | White to light brown | | BRN | 7994003 | | Major Application | peptide synthesis | | InChI | InChI=1S/C10H17NO4/c1-9(2,3)15-8(14)11-10(7(12)13)5-4-6-10/h4-6H2,1-3H3,(H,11,14)(H,12,13) | | InChIKey | ROVVUKFHORPDSM-UHFFFAOYSA-N | | SMILES | C1(NC(OC(C)(C)C)=O)(C(O)=O)CCC1 | | CAS DataBase Reference | 120728-10-1(CAS DataBase Reference) |
| Hazard Codes | Xn | | Risk Statements | 22 | | Safety Statements | 36 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 29242990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral |
| | N-Boc-1-aminocyclobutanecarboxylic acid Usage And Synthesis |
| Description | N-Boc-1-aminocyclobutanecarboxylic acid (1-((tert-Butoxycarbonyl)amino)cyclobutanecarboxylic acid) is an organic compound used in the preparation of intermediates for Boc-apalutamide. Apalutamide is a prescription drug used to treat prostate cancer. | | Uses | Boc-1-aminocyclobutane-1-carboxylic Acid is used in the synthesis of dipeptidyl nitriles with cathepsin-inhibiting activities. It is also used to prepare alkyl-oxo-aryl amides as novel antagonists of TRPA1 receptor. | | reaction suitability | reaction type: Boc solid-phase peptide synthesis | | Synthesis |
Under stirring, add 1-aminocyclobutylcarboxylic acid (500mg, 4.34mmol) to 10mL of 0.5M sodium hydroxide solution, and add 10mL of 1,4-dioxane and di-tert-butyl dicarbonate (1.42g, 6.51 mmol), react for 15 hours. Extract with diethyl ether (20 mL × 2), add hydrochloric acid dropwise until the pH of the aqueous phase is 4, and extract with ethyl acetate (30 mL × 3). The organic phases were then combined, washed with saturated sodium chloride solution (20mL×2), dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure to obtain the product N-Boc-1-aminocyclobutanecarboxylic acid (750mg, white solid), yield:80.6%.
| | References | [1] Patent: WO2017/21922, 2017, A1. Location in patent: Page/Page column 26
[2] Journal of the American Chemical Society, 1997, vol. 119, # 49, p. 11807 - 11816
[3] Patent: WO2016/178092, 2016, A2. Location in patent: Page/Page column 51; 52
[4] Patent: WO2014/1802, 2014, A1. Location in patent: Page/Page column 59; 60
[5] Patent: WO2011/69951, 2011, A1. Location in patent: Page/Page column 79 |
| | N-Boc-1-aminocyclobutanecarboxylic acid Preparation Products And Raw materials |
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