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| | tert-butyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate Basic information | | Uses |
| Product Name: | tert-butyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate | | Synonyms: | 7-Boc-2-oxo-7-azaspiro[3....;7-Boc-2-oxo-7-azaspiro[3.5]nonane;2-Oxo-7-azaspiro[3.5]nonane-7-carboxylic acid tert-butyl ester;tert-butyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate;7-tert-Butoxycarbonyl-7-azaspiro[3.5]nonan-2-one;2-Oxo-7-azaspiro[3.5]nonane-7-carboxylate tert-butyl ester;2-Oxo-7-azaspiro[3.5]nonane-7-carboxylate tert-butyl ester;7-Azaspiro[3.5]nonane-7-carboxylic acid, 2-oxo-, 1,1-dimethylethyl ester | | CAS: | 203661-69-2 | | MF: | C13H21NO3 | | MW: | 239.31 | | EINECS: | | | Product Categories: | | | Mol File: | 203661-69-2.mol | ![tert-butyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate Structure](CAS/GIF/203661-69-2.gif) |
| | tert-butyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate Chemical Properties |
| Melting point | 55-56℃ | | Boiling point | 349℃ | | density | 1.12 | | Fp | 165℃ | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | Chloroform (Slightly), Methanol (Slightly) | | form | solid | | pka | -0.80±0.20(Predicted) | | color | Clear yellow | | InChI | InChI=1S/C13H21NO3/c1-12(2,3)17-11(16)14-6-4-13(5-7-14)8-10(15)9-13/h4-9H2,1-3H3 | | InChIKey | SIMIIXFMGJYGLR-UHFFFAOYSA-N | | SMILES | C1C2(CCN(C(OC(C)(C)C)=O)CC2)CC1=O |
| Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | WGK 3 | | HS Code | 29339900 | | Storage Class | 11 - Combustible Solids |
| | tert-butyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate Usage And Synthesis |
| Uses | 2-O-7-azaspiro[3.5]nonane-7-carboxylic acid tert-butyl ester is an organic intermediate commonly used in drug design. It has been reported in the literature to be used in the preparation of compound 2-[2,6-difluoro-4-(4-methanesulfonylphenyl)phenoxy]-7-azaspirocyclic[3.5]nonane-7-carboxylic acid tert-butyl ester, a GPR119 agonist used to treat diseases such as diabetes and metabolic disorders. | | Chemical Properties | White powder | | Synthesis | To a flame-dried RB flask with tert-butyl 4-methylenepiperidine-1- carboxylate (2.96 g, 15 mmol, 1.0 equiv) and Zn/Cu couple (6.54 g, 172.5 mmol, 11.5 equiv) under vacuum, t-BuOMe (60 mL) was charged and refilled the flask with N2 balloon. To the mixture thus obtained stirred at 15 °C, a solution of 2,2,2- trichloroacetyl chloride in DME (20 mL) was added dropwise. The mixture was stirred at room temperature overnight after addition. To the reaction mixture stirred in an external ice- bath, a saturated solution of NH4CI (60 mL) was added slowly and carefully (especially the first few drops). After addition, the mixture was stirred at room temperature for 4 h and filtered to remove the solid. The phases were separated. The aqueous phase was extracted with EtOAc. The combined organic phase was washed with brine, dried over anhydrous Na2S04, and concentrated to give the residue, which was purified by CombiFlash (40 g silica gel column, EtOAc/Hexane: 0-40percent) to afford 619 mg (15%) of tert-butyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate. | | References | [1] Patent: CN106674112, 2017, A. Location in patent: Paragraph 0037-0038
[2] Patent: WO2013/13308, 2013, A1. Location in patent: Paragraph 00199-00201 |
| | tert-butyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate Preparation Products And Raw materials |
| Raw materials | tert-Butyl 4-methylenepiperidine-1-carboxylate-->tert-butyl 1,1-dichloro-2-oxo-7-azaspiro[3.5]nonane-7-carboxylate-->Trichloroacetyl chloride-->tert-Butyl methyl ether | | Preparation Products | tert-butyl 2-oxo-8-azaspiro[4.5]decane-8-carboxylate-->7-Azaspiro[3.5]nonane-7-carboxylic acid, 2-(aminomethyl)-, 1,1-dimethylethyl ester-->7-Azaspiro[3.5]nonane-7-carboxylic acid, 2-amino-, 1,1-dimethylethyl ester-->7-Azaspiro[3.5]nonane-7-carboxylic acid, 2-hydroxy-, 1,1-dimethylethyl ester-->7-Aza-spiro[3.5]nonane |
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