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| | tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate Basic information | | Physical Form |
| Product Name: | tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate | | Synonyms: | N-BOC-1-AMINO-CYCLOPROPANEMETHANOL;Boc-1-Aminocyclopropylmethanol;1-(Boc-amino)cyclopropylmethanol;[1-(Hydroxymethyl)cyclopropyl]carbamicacid tert-butyl ester;Carbamicacid, [1-(hydroxymethyl)cyclopropyl]-, 1,1-dimethylethyl ester (9CI);Boc-ACPC-ol;tert-butyl 2-(1-aMinocyclopropyl)-2-hydroxyacetate;(1-HydroxyMethyl-cyclopropyl)-carbaMic acid tert-b | | CAS: | 107017-73-2 | | MF: | C9H17NO3 | | MW: | 187.24 | | EINECS: | | | Product Categories: | | | Mol File: | 107017-73-2.mol |  |
| | tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate Chemical Properties |
| Melting point | 81.0 to 85.0 °C | | Boiling point | 294.5±9.0 °C(Predicted) | | density | 1.11±0.1 g/cm3(Predicted) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | form | powder to crystal | | pka | 12.24±0.20(Predicted) | | color | White to Orange to Green | | InChI | InChI=1S/C9H17NO3/c1-8(2,3)13-7(12)10-9(6-11)4-5-9/h11H,4-6H2,1-3H3,(H,10,12) | | InChIKey | HFMAZNJKNNRONT-UHFFFAOYSA-N | | SMILES | C(OC(C)(C)C)(=O)NC1(CO)CC1 |
| | tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate Usage And Synthesis |
| Physical Form | Solid | | Uses | Tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate could be converted into spirocyclopropanated analogues 14-CP and 14-CT of the insecticide Thiacloprid [1]. It can also be transformed into spirocyclopropanated analogs of Imidacloprid. This compound could be used to synthesize spirocyclopropanated five-membered ring analog 4-(3,5-Dichlorophenyl)-N-isopropyl-5-oxo-4,6-diazaspiro- [2.4]heptane-6-carboxamide[2]. | | Preparation | Tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate can be synthesized in three steps (40 % overall yield) from N, Ndibenzyl-2-benzyloxyacetamide starting with its reductive cyclopropanation (the de Meijere variant of the so-called Kulinkovich reaction). It can also be prepared in 56 % overall yield by monohydrolysis of commercially available diethyl cyclopropane-1,1-dicarboxylate followed by Curtius degradation of the carboxylic acid residue and subsequent reduction of the ester moiety[1]. | | References | [1] Brackmann F, et al. Synthesis of Spirocyclopropanated Analogues of Imidacloprid and Thiacloprid. European Journal of Organic Chemistry, 2005; 2005: 600-609.
[2] Brackmann F, et al. Synthesis of Spirocyclopropanated Analogues of Iprodione. European Journal of Organic Chemistry, 2005; 2005: 2250-2258. |
| | tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate Preparation Products And Raw materials |
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