|
|
| | Tert-Butyl(1R,2S,5S)-2-azido-5-[(dimethylamino)carbonyl]cyclohexylcarbamate oxalic acid Basic information |
| Product Name: | Tert-Butyl(1R,2S,5S)-2-azido-5-[(dimethylamino)carbonyl]cyclohexylcarbamate oxalic acid | | Synonyms: | Tert-butyl (1R,2S,5S)-2-amino-5-(dimethylcarbamoyl)cyclohexylcarbamate oxalate hydrate;Tert-Butyl(1R,2S,5S)-2-azido-5-[(dimethylamino)carbonyl]cyclohexylcarbamate oxalic;tert-butyl {(1R,2S,5S)-2-amino-5-[(dimethylamino)carbonyl]cyclohexyl}carbamate monooxalate monohydrate;N-[(1R,2S,5S)-2-Amino-5-[(dimethylamino)carbonyl]cyclohexyl]carbamic acid 1,1-dimethylethyl ester ethanedioate hydrate (1:1:1);5S)-2-azido-5-[(dimethylamino)carbonyl]cyclohexylcarbamate oxalic acid;Tert-Butyl(1R,2S,5S)-2-azido-5-[(dimethylamino)carbonyl]cycl...;1353893-22-7 Tert-Butyl(1R,2S,5S)-2-azido-5-[(dimethylamino)carbonyl]cyclohexylcarbamate oxalic acid;tert-butyl N-[(1R,2S,5S)-2-amino-5-(dimethylcarbamoyl)cyclohexyl]carbamate oxalate hydrate | | CAS: | 1353893-22-7 | | MF: | C16H29N3O7 | | MW: | 375.42 | | EINECS: | 1592732-453-0 | | Product Categories: | | | Mol File: | 1353893-22-7.mol | ![Tert-Butyl(1R,2S,5S)-2-azido-5-[(dimethylamino)carbonyl]cyclohexylcarbamate oxalic acid Structure](CAS/20180629/GIF/1353893-22-7.gif) |
| | Tert-Butyl(1R,2S,5S)-2-azido-5-[(dimethylamino)carbonyl]cyclohexylcarbamate oxalic acid Chemical Properties |
| storage temp. | Inert atmosphere,Room Temperature | | solubility | Methanol (Slightly), Water (Slightly) | | form | Solid | | color | White to Off-White |
| | Tert-Butyl(1R,2S,5S)-2-azido-5-[(dimethylamino)carbonyl]cyclohexylcarbamate oxalic acid Usage And Synthesis |
| Uses |
Tert-Butyl(1R,2S,5S)-2-azido-5-[(dimethylamino)carbonyl]cyclohexylcarbamate oxalic acid is used as a pharmaceutical intermediate.
| | Synthesis | General synthesis of tert-butyl ((1R,2S,5S)-2-amino-5-(dimethylcarbamoyl)cyclohexyl)carbamate oxalate hydrate of ((1R,2S,5S)-2-amino-5-(dimethylcarbamoyl)cyclohexyl)carbamate from ((1R,2S,5S)-2-amino-5-(dimethylcarbamoyl)cyclohexyl)carbamate as raw materials (45.61g, 0.16mol) and oxalic acid (18.87g, 0.21mol) The procedure was as follows: acetonitrile (595 ml) and water (43 ml) were added to tert-butyl ((1R,2S,5S)-2-amino-5-(dimethylcarbamoyl)cyclohexyl)carbamate, and the mixture was heated with stirring until the internal temperature was maintained at 50-70 °C. A pre-prepared solution consisting of anhydrous oxalic acid and acetonitrile (255 ml) was added dropwise to the solution over a period of 1 hour while maintaining the internal temperature at 50-70 °C. After completion of the dropwise addition, the reaction mixture was continued to be stirred at 50-70 °C for 5 hours and subsequently cooled to an internal temperature of 20-40 °C. The precipitated crystals were collected by filtration, washed with acetonitrile and dried to give monohydrate crystals of the target compound (59.14 g, 94.1% yield). The powder X-ray diffraction pattern of the resulting monohydrate crystals was consistent with formula (1b), and the results of their thermal analysis were consistent with those of the Type 2 monohydrate crystals in Example 2, as shown in FIGS. 4 and 8. | | References | [1] Patent: EP2589590, 2013, A1. Location in patent: Paragraph 0163-0166 |
| | Tert-Butyl(1R,2S,5S)-2-azido-5-[(dimethylamino)carbonyl]cyclohexylcarbamate oxalic acid Preparation Products And Raw materials |
|