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| | 3-FORMYL-AZETIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER Basic information |
| Product Name: | 3-FORMYL-AZETIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER | | Synonyms: | 1-(tert-Butoxycarbonyl)-3-azetidinecarboxaldehyde;1-Boc-azetidine-3-carboxaldehyde, 97%;1-Boc-3-forMylazetidine;tert-Butyl 3-formylazetidine-1-carboxylate, N-(tert-Butoxycarbonyl)azetane-3-carboxaldehyde;1-(tert-Butoxycarbonyl)azetidine-3-carboxaldehyde;1-(tert-Butoxycarbonyl)azetidine-3-carboxaldehyde;3-FORMYL-AZETIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;1-Boc-3-azetidinecarboxaldehyde | | CAS: | 177947-96-5 | | MF: | C9H15NO3 | | MW: | 185.22 | | EINECS: | 689-939-0 | | Product Categories: | Factory | | Mol File: | 177947-96-5.mol |  |
| | 3-FORMYL-AZETIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER Chemical Properties |
| Boiling point | 257℃ | | density | 1.188 | | refractive index | 1.4600 to 1.4640 | | Fp | 109℃ | | storage temp. | Inert atmosphere,Store in freezer, under -20°C | | form | clear liquid | | pka | -2.70±0.40(Predicted) | | color | Colorless to Light yellow | | Sensitive | Air Sensitive | | InChI | InChI=1S/C9H15NO3/c1-9(2,3)13-8(12)10-4-7(5-10)6-11/h6-7H,4-5H2,1-3H3 | | InChIKey | JVQOZRRUGOADSU-UHFFFAOYSA-N | | SMILES | N1(C(OC(C)(C)C)=O)CC(C=O)C1 |
| Hazard Codes | Xi | | HS Code | 2933998090 |
| | 3-FORMYL-AZETIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER Usage And Synthesis |
| Chemical Properties | 3-Formylazetidine-1-carboxylic acid tert-butyl ester is a white to pale yellow solid compound with high reactivity and selectivity, which can be used to prepare a variety of compounds with specific functions. | | Uses | 1-Boc-azetidine-3-carboxaldehyde is used as a starting material in organic synthesis. It is also used as an intermediate in pharmaceuticals. | | Synthesis | The general procedure for the synthesis of tert-butyl 3-formylazetidine-1-carboxylate from 1-Boc-3-hydroxymethylazetidine was as follows: to a stirred solution of oxalyl chloride (4.28 mL, 49.8 mmol) in dichloromethane (DCM, 5 mL) was added slowly and dropwise to dimethylsulfoxide (DMSO, 0.71 mL, 9.96 mmol) at -78 °C. The reaction mixture was continued to be stirred at this temperature for 15 minutes. Subsequently, tert-butyl 3-(hydroxymethyl)azetidine-1-carboxylate (0.69 g, 3.69 mmol) was added and triethylamine (2.1 mL, 14.75 mmol) was added immediately. The reaction system was gradually warmed to room temperature and diluted with DCM (30 mL). The reaction solution was washed with water and the organic phase was dried over anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure. The crude product was purified by column chromatography (using an Isolute column, eluent: heptane/ethyl acetate gradient, 0-100%) to give tert-butyl 3-formylazetidine-1-carboxylate (0.19 g, 27% yield). | | References | [1] Patent: WO2014/165075, 2014, A1. Location in patent: Page/Page column 45; 46
[2] Patent: US2014/171402, 2014, A1. Location in patent: Paragraph 0053; 0054; 0055; 0056
[3] Patent: EP2754653, 2014, A2. Location in patent: Paragraph 0044; 0045
[4] Patent: WO2018/89355, 2018, A1. Location in patent: Page/Page column 102-104
[5] Patent: WO2010/80357, 2010, A1. Location in patent: Page/Page column 45-46 |
| | 3-FORMYL-AZETIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER Preparation Products And Raw materials |
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