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BOC-L-Proline

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BOC-L-Proline Basic information

Product Name:
BOC-L-Proline
Synonyms:
  • BOC-L-PROLINE-OH
  • BOC-L-PRO
  • L-Proline, N-BOC protected, (2S)-1-(tert-Butoxycarbonyl)pyrrolidine-2-carboxylic acid
  • L-PROLINE-N-T-BOC
  • BOC-L-Proline, 99+% 25GR
  • (S)-1-(tert-buto×ycarbonyl)pyrrolidine-2-carbo×ylic acid N-Boc-L-Proline
  • N-Boc-L-proline Boc-Pro-OH
  • N-(tert-Butoxycarbonyl)-L-proline
CAS:
15761-39-4
MF:
C10H17NO4
MW:
215.25
EINECS:
239-848-3
Product Categories:
  • Pyrrole&Pyrrolidine&Pyrroline
  • Protected Amino Acids
  • Amino Acids
  • Proline [Pro, P]
  • Boc-Amino Acids and Derivative
  • Amino Acids (N-Protected)
  • Biochemistry
  • Boc-Amino Acids
  • Boc-Amino acid series
Mol File:
15761-39-4.mol
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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. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Soluble in acetic acid.
pka
4.01±0.20(Predicted)
form 
Crystals or Crystalline Powder
color 
White
optical activity
[α]20/D 61±2°, c = 2% in acetic acid
BRN 
15828
InChIKey
ZQEBQGAAWMOMAI-ZETCQYMHSA-N
CAS DataBase Reference
15761-39-4(CAS DataBase Reference)
EPA Substance Registry System
1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)- (15761-39-4)
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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

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BOC-L-Proline Usage And Synthesis

Chemical Properties

White to off-white microcrystalline powder

Preparation

Triethylamine (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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