- Boc-NH-PEG2
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- $0.00/ kg
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2025-11-21
- CAS:139115-91-6
- Min. Order: 1kg
- Purity: 98%
- Supply Ability: 1T+
- BocNH-PEG2-OH
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- $1108.00 / 1g
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2025-11-18
- CAS:139115-91-6
- Min. Order: 1g
- Purity: 98%
- Supply Ability: 300KG
- NHBoc-PEG2-OH
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- $0.00 / 100g
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2025-06-07
- CAS:139115-91-6
- Min. Order: 100g
- Purity: >98.00%
- Supply Ability: 1000g
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| | 2-(2-BOC-AMINOETHOXY)ETHANOL Basic information |
| Product Name: | 2-(2-BOC-AMINOETHOXY)ETHANOL | | Synonyms: | BOC-2-(2-AMINOETHOXY)ETHANOL;Carbamic acid, [2-(2-hydroxyethoxy)ethyl]-, 1,1-dimethylethyl ester (9CI);2-(2-tert-butyloxycarbonylaminoethoxy)ethanol;2-(2-BOC-AMINOETHOXY)ETHANOL;BocNH-PEG2-OH;N-Boc-PEG2-alcohol;N-Boc-2-(2-hydroxyethoxy)ethylamine;tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbaMate | | CAS: | 139115-91-6 | | MF: | C9H19NO4 | | MW: | 205.25 | | EINECS: | | | Product Categories: | Miscellaneous;N-BOC;pharmacetical;peg | | Mol File: | 139115-91-6.mol |  |
| | 2-(2-BOC-AMINOETHOXY)ETHANOL Chemical Properties |
| Boiling point | 332.9±22.0 °C(Predicted) | | density | 1.061 g/mL at 25 °C | | refractive index | n20/D1.454 | | Fp | >110℃ | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly) | | pka | 12.20±0.46(Predicted) | | form | clear liquid | | color | Colorless to Light orange to Yellow | | InChI | InChI=1S/C9H19NO4/c1-9(2,3)14-8(12)10-4-6-13-7-5-11/h11H,4-7H2,1-3H3,(H,10,12) | | InChIKey | KSFVNEXYCULLEJ-UHFFFAOYSA-N | | SMILES | C(OC(C)(C)C)(=O)NCCOCCO |
| Hazard Codes | T | | Risk Statements | 25-36-37-38 | | Safety Statements | 36/39-45 | | RIDADR | 2810 | | WGK Germany | 3 | | HS Code | 2924.19.8000 | | HazardClass | 6.1 | | PackingGroup | Ⅲ |
| | 2-(2-BOC-AMINOETHOXY)ETHANOL Usage And Synthesis |
| Description | N-Boc-PEG2-alcohol is a PEG linker containing a hydroxyl group and Boc-protected amino group. The hydrophilic PEG spacer increases solubility in aqueous media. The hydroxyl group enables further derivatization or replacement with other reactive functional groups. The Boc group can be deprotected under mild acidic conditions to form the free amine. | | Uses | 2-[2-(Boc-amino)ethoxy]ethanol is N-terminal protected 2-(2-aminoethoxy)ethanol. It is generally used as a molecular spacer/linker. Some of such applications are:
- Synthesis of biotinylated HaloLigands to prepare quantum dot adducts for HaloTag protein-mediated specific labeling of live cells.
- It is one of the key precursors for the total synthesis of tyroscherin and photo-activatable tyroscherin-based affinity reagent used for identification of tyroscherin binding proteins.
- It can be used to link HaloTag enzyme with fluorescent zinc indicator, ZIMIR to monitor the dynamics of regulated secretion of zinc in real time.
- It can also be used to synthesize amphiphiles for DNA and siRNA delivery.
| | Synthesis | Preparation of compound 100: Di-tert-butyl dicarbonate (4.36 g, 20 mmol) was slowly added to a solution of 2-(2-aminoethoxy)ethanol (2.10 g, 20 mmol) in dichloromethane (40 mL) at room temperature. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction mixture was concentrated and purified by column chromatography (eluent: 50-70% ethyl acetate/hexane) to afford compound 100 as a colorless oil (4.21 g, 100% yield).
Characterization data:
- Analytical TLC (silica gel 60), unfolding agent was 80% ethyl acetate in hexane solution, Rf = 0.30.
- 1H NMR (400 MHz, CDCl3) δ 5.28 (br s, 1H), 3.74 (br t, J = 4.1 Hz, 2H), 3.59-3.54 (m, 4H), 3.32-3.28 (m, 2H), 3.08 (br s, 1H), 1.44 (s, 9H).
- 13C NMR (100 MHz, CDCl3) δ 156.1, 79.2, 72.2, 70.2, 61.5, 40.3, 28.3.
- IR (CH2Cl2) 3228 (br), 3035, 2927, 2855, 1523 cm-1.
- LRMS (ESI) m/z 228.0 (M+ + Na).
- HRMS (ESI) calculated value C9H20NO4 (M+ + H) m/z 206.1392, measured value 206.1390. | | IC 50 | PEGs; Alkyl/ether | | References | [1] Patent: WO2016/181312, 2016, A1. Location in patent: Paragraph 0386-0389
[2] Journal of Medicinal Chemistry, 2000, vol. 43, # 3, p. 475 - 487
[3] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 2, p. 727 - 729
[4] Journal of the American Chemical Society, 2013, vol. 135, # 16, p. 6184 - 6191
[5] Journal of the American Chemical Society, 2017, vol. 139, # 5, p. 2118 - 2118 |
| | 2-(2-BOC-AMINOETHOXY)ETHANOL Preparation Products And Raw materials |
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