BOC-L-Proline CAS#: 15761-39-4

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

MSDS

Language:EnglishProvider:(S)-1,2-Pyrrolidinedicarboxylic acid 1-(1,1-dimethylethyl) ester
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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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