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| | tert-Butyl-N-methylcarbamate Basic information |
| Product Name: | tert-Butyl-N-methylcarbamate | | Synonyms: | Methylamine, N-BOC protected;Methyl-carbaMic acid tert-butyl ester;CarbaMic acid, Methyl-, 1,1-diMethylethyl ester;(tert-Butoxycarbonyl)methylamine;N-(tert-Butoxycarbonyl)methylamine;N-Methylcarbamic acid tert-butyl ester;N-Boc-methanamine;Carbamic acid, N-methyl-, 1,1-dimethylethyl ester | | CAS: | 16066-84-5 | | MF: | C6H13NO2 | | MW: | 131.17 | | EINECS: | | | Product Categories: | | | Mol File: | 16066-84-5.mol |  |
| | tert-Butyl-N-methylcarbamate Chemical Properties |
| Boiling point | 176.6±8.0 °C(Predicted) | | density | 0.937±0.06 g/cm3(Predicted) | | storage temp. | Sealed in dry,Room Temperature | | solubility | DCM, Methanol | | form | Oil | | pka | 13.04±0.46(Predicted) | | color | Clear | | InChI | InChI=1S/C6H13NO2/c1-6(2,3)9-5(8)7-4/h1-4H3,(H,7,8) | | InChIKey | JHLVEBNWCCKSGY-UHFFFAOYSA-N | | SMILES | C(OC(C)(C)C)(=O)NC |
| Hazard Codes | T | | Risk Statements | 25 | | Safety Statements | 45 | | WGK Germany | 3 | | HS Code | 2924297099 | | Storage Class | 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | | Hazard Classifications | Acute Tox. 3 Oral |
| | tert-Butyl-N-methylcarbamate Usage And Synthesis |
| Uses | tert-Butyl Methylcarbamate is an substituent in the synthetic preparation of PF-06463922, a macrocyclic inhibitor of Anaplastic Lymphoma Kinase (ALK) and c-ros Oncogene 1 (ROS1). | | Synthesis | General method: Di-tert-butyl dicarbonate ((Boc)2O, 1.0 mmol) was mixed with monomethylamine (1.0 mmol) and the reaction was carried out with stirring at room temperature for the reaction time as shown in Table 1.The progress of the reaction was monitored by thin layer chromatography (TLC). In most cases, the purity of the resulting Boc-protected tert-butyl methyl-carbamate was satisfactory and no further purification was required. In a few cases, the products needed to be purified by silica gel column chromatography (eluent ratio: ethyl acetate/petroleum ether = 1:2). All products were characterized by infrared spectroscopy (IR), nuclear magnetic resonance hydrogen spectroscopy (1H NMR) and their physical properties. | | References | [1] Tetrahedron Letters, 2009, vol. 50, # 46, p. 6244 - 6246
[2] Journal of Organic Chemistry, 2016, vol. 81, # 11, p. 4566 - 4575
[3] Letters in Organic Chemistry, 2013, vol. 10, # 2, p. 121 - 125
[4] Patent: WO2008/33567, 2008, A1. Location in patent: Page/Page column 41
[5] Journal of Labelled Compounds and Radiopharmaceuticals, 1994, vol. 34, # 2, p. 107 - 115 |
| | tert-Butyl-N-methylcarbamate Preparation Products And Raw materials |
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