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Chemical Structure| 1002342-83-7 Chemical Structure| 1002342-83-7
Chemical Structure| 1002342-83-7

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Synonyms: Ald-CH2-PEG3-azide

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Product Details of Ald-peg3-azide

CAS No. :1002342-83-7
Formula : C8H15N3O4
M.W : 217.22
SMILES Code : [N-]=[N+]=NCCOCCOCCOCC=O
Synonyms :
Ald-CH2-PEG3-azide
MDL No. :MFCD24453193

Safety of Ald-peg3-azide

Application In Synthesis of Ald-peg3-azide

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 1002342-83-7 ]

[ 1002342-83-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 1002342-83-7 ]
  • [ 66640-86-6 ]
  • [ 1207091-93-7 ]
YieldReaction ConditionsOperation in experiment
In tetrahydrofuran; dichloromethane; water; at 20℃; for 16h; Preparation of iV-(2-(2-(2-(2-Azidoethoxy)ethoxy)ethoxy) acetaldehyde Biotinyl- hydrazone (1). To an anhydrous CH2Cl2 solution (2 mL) of oxalyl chloride (0.10 mL, 1.10 mmol) maintained at -78 °C under Ar was slowly added freshly distilled DMSO (0.19 mL, 3.29 mmol). The mixture was stirred (30 min), and then dry 4 (0.20 g, 0.91 mmol) was added via syringe. The mixture was stirred for an additional 30 min at -78 °C, and then Et3N (0.78 mL, 6.57 mmol) was added (10 min) and the mixture was stirred (15 min) at this temperature and warmed to ambient temperature. The reaction solution was diluted with CH2Cl2 (10 mL) and washed with H2O (2 x 10 mL). The organic layer was dried (Na2SO4), concentrated, and the crude aldehyde 5 (0.19 g, 0.88 mmol) was dissolved in CH2Cl2 (1 mL) and added to a solution of 6 (0.15 g, 0.58 mmol) in THFVH2O (1 : 1, 5 mL). The reaction mixture was allowed to stir at room temperature (16 h), the solvent was evaporated in vacuo, and then the crude product purified by column chromatography (SiO2; 1/9 MeOH/CHCl3) to yield 0.20 g (74percent) of 1 as a white solid: mp 134-135 0C; R1= 0.35 (1/9 MeOH/CHCl3); IR (nujol) 2924, 2101, 1667, 1557, 1459 cm"1; 1H NMR (CD3OD) (minor conformer in parenthesis (a mixture of conformers similar to other hydrazones (Syakaev et al. 2006))) delta 1.45-1.52 (m, C(6)H2), 1.58-1.79 (m, C(7)H2, C(8)H2), 2.27 (t, J = 7.4 Hz, C(9)H2 (2.65 (t, J = 7.5 Hz, C(9)H2))), 2.71 (d, J- 12.6 Hz, C(5)HH'), 2.93 (dd, J= 4.7, 12.6 Hz, C(5)HH'), 3.18-3.25 (m, C(2)H), 3.37 (t, J = 4.8 Hz, N3CH2), 3.65-3.69 (m, 2 OCH2CH2O, N3CH2CH2), 4.18 (d, J = 5.3 Hz, OCH2CHN (4.15 (d, J= 5.3 Hz, OCH2CHN))), 4.31 (dd, J- 4.2, 7.6 Hz, C(3)H), 4.49 (dd, J = 4.7, 7.6 Hz, C(4)H), 7.49 (t, J= 5.3 Hz, OCH2CHN (7.33 (t, J= 5.3 Hz, OCH2CHN))); 13C NMR (CD3OD) (minor conformer in parenthesis) delta 26.0 (26.6) (C(6)), 29.6 (C(7)), 29.9 (30.0) (C(8)), 33.2 (35.2) (C(9)), 41.2 (C(5)), 51.9 (N3CH2), 57.1 (57.2) (C(2)), 61.8 (C(3)), 63.5 (C(4)), 71.2, 71.3, 71.4, 71.5, 71.7, 71.8 (3 CH2OCH2), 145.6 (149.3) (OCH2CHN), 166.3 (C(2')), 172.7 (177.9) (C(IO)); HRMS (ESI) 458.2182 [M + H+] (calcd. for Ci8H32N7O5S 458.2186); Anal. (C18H3iN7O5S, 0.25 H2O) Calcd.: C, 46.79percent; H, 6.87percent; N, 21.22percent; S, 6.94percent. Found: C, 46.67percent; H, 6.82percent; N, 20.88percent; S, 6.88percent.
 

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