8-BOC-3,8-DIAZA-BICYCLO[3.2.1]OCTANE manufacturers
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| | 8-BOC-3,8-DIAZA-BICYCLO[3.2.1]OCTANE Basic information |
| Product Name: | 8-BOC-3,8-DIAZA-BICYCLO[3.2.1]OCTANE | | Synonyms: | 8-BOC-3,8-DIAZA-BICYCLO[3.2.1]OCTANE;8-t-butoxycarbonyl-3,8-diazabicyclo[3.2.1]octane;3,8-Diazabicyclo[3.2.1]octane-8-carboxylic acid, 8-BOC protected 97+%;1,1-Dimethylethyl 3,8-diazabicyclo[3.2.1]octane-8-carboxylate;EOS-62177;8-Boc-3,8-diaza-bicyclo[3.2.1]octane hydrochloride;3,8-Diazabicyclo[3.2.1]octane-8-carboxylic acid, 1,1-diMethylethyl ester;3,8-Diazabicyclo[3.2.1]octan-8-carboxylic acid tert-butyl ester | | CAS: | 149771-44-8 | | MF: | C11H20N2O2 | | MW: | 212.29 | | EINECS: | | | Product Categories: | pharmaceutical;1 | | Mol File: | 149771-44-8.mol | ![8-BOC-3,8-DIAZA-BICYCLO[3.2.1]OCTANE Structure](CAS/GIF/149771-44-8.gif) |
| | 8-BOC-3,8-DIAZA-BICYCLO[3.2.1]OCTANE Chemical Properties |
| Boiling point | 295.4±15.0 °C(Predicted) | | density | 1.076±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2–8 °C | | form | solid | | pka | 9.53±0.20(Predicted) | | color | White to off-white | | InChI | InChI=1S/C11H20N2O2/c1-11(2,3)15-10(14)13-8-4-5-9(13)7-12-6-8/h8-9,12H,4-7H2,1-3H3 | | InChIKey | HNINFCBLGHCFOJ-UHFFFAOYSA-N | | SMILES | C12N(C(OC(C)(C)C)=O)C(CC1)CNC2 |
| | 8-BOC-3,8-DIAZA-BICYCLO[3.2.1]OCTANE Usage And Synthesis |
| Uses | tert-Butyl 3,8-Diazabicyclo[3.2.1]octane-8-carboxylate is used in preparation of isoquinolinone derivatives and pharmaceutical compounds thereof for prevention or treatment of poly(ADP-ribose)polymerase-1 (PARP-1)-associated diseases. | | Synthesis | The hydrogenation reaction of tert-butyl 3-benzyl-3,8-diazabicyclo[3.2.1]octane-8-carboxylate (13.0 g, 43.0 mmol) was carried out in ethanol (100 mL, 99%) in the presence of palladium carbon (4.0 g, 5%) catalyst. Upon completion of the reaction, the mixture was filtered through diatomaceous earth and the filtrate was dried and the solvent evaporated to afford the white powdery product tert-butyl 3,8-diazabicyclo[3.2.1]octane-8-carboxylate. The yield was 8.4 g (92% yield) and the melting point was 103.4-106°C. The product was obtained as follows. | | References | [1] Journal of Medicinal Chemistry, 1998, vol. 41, # 5, p. 674 - 681 [2] Patent: US2002/128271, 2002, A1 [3] Patent: EP1213289, 2002, A1. Location in patent: Page 13 [4] Patent: WO2006/106090, 2006, A1. Location in patent: Page/Page column 16 [5] Tetrahedron Letters, 2002, vol. 43, # 5, p. 899 - 902 |
| | 8-BOC-3,8-DIAZA-BICYCLO[3.2.1]OCTANE Preparation Products And Raw materials |
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