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BOC-L-Proline

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BOC-L-Proline Basic information
BOC-L-Proline Chemical Properties
  • Melting point:133-135 °C(lit.)
  • alpha -60.5 º (c=1, HAc)
  • Boiling point:355.52°C (rough estimate)
  • Density 1.1835 (rough estimate)
  • refractive index -60 ° (C=2, AcOH)
  • storage temp. Store at RT.
  • solubility Soluble in acetic acid.
  • pka4.01±0.20(Predicted)
  • form Crystals or Crystalline Powder
  • color White
  • optical activity[α]20/D 61±2°, c = 2% in acetic acid
  • BRN 15828
  • InChIKeyZQEBQGAAWMOMAI-ZETCQYMHSA-N
  • CAS DataBase Reference15761-39-4(CAS DataBase Reference)
  • EPA Substance Registry System1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)- (15761-39-4)
Safety Information
  • Hazard Codes Xn
  • Risk Statements 20/21/22-36/37/38
  • Safety Statements 24/25-36-26
  • WGK Germany 3
  • TSCA Yes
  • HS Code 2933 99 80
  • HazardClass IRRITANT
MSDS
BOC-L-Proline Usage And Synthesis
  • Chemical PropertiesWhite to off-white microcrystalline powder
  • PreparationTriethylamine (16.5 mL, 0.12 mmol) was added dropwise over a period of 10 min to a stirred, ice-cold suspension of l-proline (10.0 g, 8.7 mmol) in dichloromethane (200 mL) in a 500-mL three-necked, round-bottomed flask. A solution of Boc2O (28.3 g, 0.13 mmol) in dichloromethane (100 mL) was then added over a period of 10 min and the mixture was stirred for 2.5 h. Thereafter, 10% aqueous citric acid (50 mL) was added, and the dichloromethane layer was washed with saturated brine (2×50 mL) and with water (50 mL). After drying the organic phase over magnesium sulfate, the solvent was evaporated and the residue was taken up in hot ethyl acetate. Dilution of this solution with hexane gave the product, N-tertbutoxycarbonyl- L-proline (17.8 g, 95%); mp 138–140℃; TLC (silica gel): Rf=0:36 (EtOAc/MeOH, 1:1).
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