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| | Boc-1-amino-3,6-dioxa-8-octanediamine Basic information |
| Product Name: | Boc-1-amino-3,6-dioxa-8-octanediamine | | Synonyms: | BOC-1-AMINO-3,6-DIOXA-8-OCTANEDIAMINE;BOC-DOOA;1-(TERT-BUTYLOXYCARBONYL-AMINO)-3,6-DIOXA-8-OCTANEAMINE;1-(T-BUTYLOXYCARBONYL-AMINO)-3,6-DIOXA-8-OCTANEAMINE;tert-butyl N-[2-[2-(2-aminoethoxy)ethoxy]ethyl]carbamate;Boc-1-amino-3,6-dioxa-8-octanediamine(Boc-NH-PEG3);t-BocNH-PEG2-CH2CH2NH2;t-Boc-N-amido-PEG2-Amine 98% | | CAS: | 153086-78-3 | | MF: | C11H24N2O4 | | MW: | 248.32 | | EINECS: | | | Product Categories: | peg | | Mol File: | 153086-78-3.mol |  |
| | Boc-1-amino-3,6-dioxa-8-octanediamine Chemical Properties |
| Boiling point | 365.2±27.0 °C(Predicted) | | density | 1.046 g/mL at 20 °C | | refractive index | 1.4570 to 1.4610 | | storage temp. | under inert gas (nitrogen or Argon) at 2–8 °C | | form | clear liquid | | pka | 12.23±0.46(Predicted) | | color | Colorless to Light yellow to Light orange | | InChI | InChI=1S/C11H24N2O4/c1-11(2,3)17-10(14)13-5-7-16-9-8-15-6-4-12/h4-9,12H2,1-3H3,(H,13,14) | | InChIKey | OCUICOFGFQENAS-UHFFFAOYSA-N | | SMILES | C(OC(C)(C)C)(=O)NCCOCCOCCN |
| Risk Statements | 36/37/38 | | Safety Statements | 26-37/39 | | RIDADR | 2735 | | WGK Germany | 3 | | F | 10-21 | | HazardClass | 8 | | PackingGroup | Ⅲ | | HS Code | 29241990 | | Storage Class | 10 - Combustible liquids |
| | Boc-1-amino-3,6-dioxa-8-octanediamine Usage And Synthesis |
| Description | t-Boc-N-Amido-PEG2-amine is a PEG linker containing an amino group and Boc-protected amino group. The hydrophilic PEG spacer increases solubility in aqueous media. The amino group is reactive with carboxylic acids, activated NHS esters, carbonyls (ketone, aldehyde) etc. The Boc group can be deprotected under mild acidic conditions to form the free amine. | | Chemical Properties | Light yellow oil | | Uses | Linker reagent for the prep. of a broad variety of linked tags, monomers for polymerisation, ionophores etc., e.g. biotinylation reagents. | | reaction suitability | reagent type: cross-linking reagent | | Synthesis | General procedure: A dichloromethane solution (10 mL/mmol) of 1,8-diamino-3,6-dioxaoctane (1 eq.) was treated with di-tert-butyl dicarbonate (0.15 eq.) at 0 °C, kept at 0 °C for 5 hours, and then the reaction was continued at room temperature for 18 hours. Upon completion of the reaction, the organic phase was washed with water until all unreacted 1,8-diamino-3,6-dioxaoctane was removed by extraction. The organic phase was dried over anhydrous magnesium sulfate and recovered quantitatively to give the Boc-protected product tert-butyl 2-(2-(2-aminoethoxy)ethoxy)ethylcarbamate, which was concentrated under vacuum. The product characterization data were as follows:11a: 1H NMR (300 MHz, CDCl3): δ 1.45 (s, 9H), 1.80 (br m, 2H, NH2), 3.25 (m, 2H), 3.38 (m, 2H), 3.50-3.70 (m, 8H), 5.10 (br s, 1H, NHCO2).11b: 1H NMR ( 300 MHz, CDCl3): δ 1.42 (s, 9H), 1.75 (br m, 2H, NH2), 2.84 (t, 2H, J = 5.3 Hz), 3.29 (m, 2H), 3.51 (m, 4H), 3.58 (sharp m, 8H), 5.30 (br s, 1H, NHCO2). | | IC 50 | PEGs | | References | [1] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 15, p. 4208 - 4212
[2] Tetrahedron, 2012, vol. 68, # 52, p. 10818 - 10826
[3] Journal of Medicinal Chemistry, 1994, vol. 37, # 17, p. 2678 - 2685
[4] Journal of the American Chemical Society, 2013, vol. 135, # 34, p. 12684 - 12689
[5] Tetrahedron, 2017, vol. 73, # 33, p. 4972 - 4978 |
| | Boc-1-amino-3,6-dioxa-8-octanediamine Preparation Products And Raw materials |
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