- NHBoc-PEG3-amine
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- $0.00 / 25g
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2025-06-07
- CAS:101187-40-0
- Min. Order: 25g
- Purity: >98.00%
- Supply Ability: 25g
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| | 5,8,11-Trioxa-2-azatridecanoic,13-amino,1,1-dimethylethyl ester Basic information | | Uses |
| | 5,8,11-Trioxa-2-azatridecanoic,13-amino,1,1-dimethylethyl ester Chemical Properties |
| Boiling point | 405.7±35.0 °C(Predicted) | | density | 1.050 | | storage temp. | under inert gas (nitrogen or Argon) at 2–8 °C | | solubility | Soluble in Water, DMSO, DCM, DMF | | form | clear liquid to cloudy liquid | | pka | 12.23±0.46(Predicted) | | color | Colorless to Light yellow to Light orange | | InChI | InChI=1S/C13H28N2O5/c1-13(2,3)20-12(16)15-5-7-18-9-11-19-10-8-17-6-4-14/h4-11,14H2,1-3H3,(H,15,16) | | InChIKey | CUPBLDPRUBNAIE-UHFFFAOYSA-N | | SMILES | C(OC(C)(C)C)(=O)NCCOCCOCCOCCN |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26 | | WGK Germany | 3 | | HS Code | 2924190090 |
| | 5,8,11-Trioxa-2-azatridecanoic,13-amino,1,1-dimethylethyl ester Usage And Synthesis |
| Uses | N-Boc-1,11-Diamino-3,6,9-trioxaundecane is a useful research chemical. | | Description | t-Boc-N-Amido-PEG3-amine is a PEG linker with an amino group and Boc-protected amino. 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 free the amine. | | Chemical Properties | Colorless viscous liquid | | Synthesis | General procedure: 3,6,9-Trioxaundecane-1,11-diamine (1 eq.) was dissolved in dichloromethane (DCM, 10 mL/mmol), and di-tert-butyl dicarbonate (Boc2O, 0.15 eq.) was slowly added at 0 °C. The reaction mixture was stirred at 0°C for 5 hours, then brought to room temperature and continued stirring for 18 hours. Upon completion of the reaction, the organic phase was washed several times with water to remove unreacted 3,6,9-trioxaundecane-1,11-diamine. The organic phase was dried over anhydrous magnesium sulfate (MgSO4) and concentrated under reduced pressure to quantitatively yield the Boc-protected product (tert-butyl 2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethyl)carbamate. 1H NMR (300 MHz, CDCl3) data for product 11a: 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). 1H NMR (300 MHz, CDCl3) data for product 11b: 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). NHCO2). | | References | [1] Tetrahedron, 2012, vol. 68, # 52, p. 10818 - 10826
[2] Journal of the American Chemical Society, 2001, vol. 123, # 37, p. 8914 - 8922
[3] Bioorganic and Medicinal Chemistry, 2002, vol. 10, # 3, p. 625 - 637
[4] Bioorganic and Medicinal Chemistry Letters, 2002, vol. 12, # 6, p. 853 - 856
[5] Journal of the American Chemical Society, 2015, vol. 137, # 28, p. 9108 - 9116 |
| | 5,8,11-Trioxa-2-azatridecanoic,13-amino,1,1-dimethylethyl ester Preparation Products And Raw materials |
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