2-(2-Boc-aminoethoxy)ethanol

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Company Name: Nanjing Yuye Biotechnology Co., Ltd.  Gold
Tel: 17826523762
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Company Name: Taizhou GreenChem Pharma-Tech Co.,Ltd  Gold
Tel: 15366892466
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Tel: 021-50795510 4000665055
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2-(2-Boc-aminoethoxy)ethanol manufacturers

  • Boc-NH-PEG2
  • Boc-NH-PEG2 pictures
  • 2026-09-11
  • CAS:139115-91-6
  • Min. Order: 1kg
  • Purity: 98%
  • Supply Ability: 1T+
  • Boc-NH-PEG2-OH
  • Boc-NH-PEG2-OH pictures
  • 2026-07-24
  • CAS:139115-91-6
  • Min. Order: 1g
  • Purity: 98%
  • Supply Ability: 1g/bottle, 10g/bottle, 100g/bottle
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;N-Boc-PEG2-alcohol;N-Boc-2-(2-hydroxyethoxy)ethylamine;[2-(2-Hydroxyethoxy)ethyl]carbamic acid 1,1-dimethylethyl ester;2-(2-tert-Butoxycarbonylaminoethoxy)ethanol;N-[2-(2-Hydroxyethoxy)ethyl]carbamic acid tert-butyl ester
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 Structure
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)
pka12.20±0.46(Predicted)
form clear liquid
color Colorless to Light orange to Yellow
InChIInChI=1S/C9H19NO4/c1-9(2,3)14-8(12)10-4-6-13-7-5-11/h11H,4-7H2,1-3H3,(H,10,12)
InChIKeyKSFVNEXYCULLEJ-UHFFFAOYSA-N
SMILESC(OC(C)(C)C)(=O)NCCOCCO
Safety Information
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 
Storage Class6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard ClassificationsAcute Tox. 3 Oral
Eye Irrit. 2
Skin Irrit. 2
MSDS Information
2-(2-Boc-aminoethoxy)ethanol Usage And Synthesis
DescriptionN-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.
Uses2-[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
Di-tert-butyl dicarbonate

24424-99-5

2-(2-Aminoethoxy)ethanol

929-06-6

2-(2-BOC-AMINOETHOXY)ETHANOL

139115-91-6

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 50PEGs; 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
Tag:2-(2-Boc-aminoethoxy)ethanol(139115-91-6) Related Product Information
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