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Fmoc-Glycinol

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Fmoc-Glycinol Basic information

Product Name:
Fmoc-Glycinol
Synonyms:
  • Fmoc-Glycinol|Fmoc-Glycinol
  • 2-(Fmoc-amino)ethanol 97%
  • 9H-fluoren-9-ylmethyl N-(2-hydroxyethyl)carbamate
  • N-Fmoc-glycinol
  • 3-amino-3-hydroxypropanoic acid 9H-fluoren-9-ylmethyl ester
  • Fmoc-L-GLY-OL
  • 2-(FMOC-AMINO)-ETHANOL
  • (2-HYDROXY-ETHYL)-CARBAMIC ACID 9H-FLUOREN-9-YLMETHYL ESTER
CAS:
105496-31-9
MF:
C17H17NO3
MW:
283.32
EINECS:
626-390-8
Product Categories:
  • Amino Alcohols
  • Fmoc-Amino acid series
  • Amino Acids
Mol File:
105496-31-9.mol
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Fmoc-Glycinol Chemical Properties

Melting point:
144-147 °C (lit.)
Boiling point:
502.7±33.0 °C(Predicted)
Density 
1.238±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO, Methanol
form 
Solid
pka
11.38±0.46(Predicted)
color 
White
CAS DataBase Reference
105496-31-9(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HS Code 
29242990

MSDS

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Fmoc-Glycinol Usage And Synthesis

Uses

Fmoc-Glycinol is an Fmoc protected amino alcohol. Fmoc-Glycinol is used in the preparation of amphiphilic lactosides.

reaction suitability

reagent type: cross-linking reagent

Synthesis

82911-69-1

141-43-5

105496-31-9

GENERAL STEPS: A tetrahydrofuran (600 mL) solution of 2-aminoethanol (30 g, 491 mmol) was added to a 2000 mL round bottom flask, followed by 9-fluorenylmethyl-N-succinimidyl carbonate (166 g, 491 mmol) and triethylamine (199 g, 1.97 mol). The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the mixture was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (eluent: ethyl acetate/petroleum ether mixed solvent) to afford 2-(N-fluorenylmethoxycarbonylamino)ethanol (130 g, 93% yield) as a white solid.

References

[1] Journal of the American Chemical Society, 2014, vol. 136, # 47, p. 16683 - 16688
[2] Tetrahedron Letters, 2008, vol. 49, # 41, p. 5890 - 5893
[3] Patent: WO2015/51045, 2015, A2. Location in patent: Page/Page column 160
[4] Patent: US2016/215288, 2016, A1. Location in patent: Paragraph 0602; 0607
[5] Tetrahedron, 2007, vol. 63, # 28, p. 6577 - 6586

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