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)

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

• Language:English Provider:(S)-1,2-Pyrrolidinedicarboxylic acid 1-(1,1-dimethylethyl) ester
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

BOC-L-Proline Usage And Synthesis

Description

N-Boc-L-proline is a synthetic intermediate. It has been used in the synthesis of enantioselective catalysts for aldol reactions and hepatitis C virus (HCV) NS5A inhibitors.

Chemical Properties

White to off-white microcrystalline powder

Uses

N-Boc-L-proline is used as an intermediate in organic synthesis. It is also used to prepare daclatasvir, which inhibits the hepatitis C virus (HCV) non-structural 5A (NS5A) protein. Further, it is used as a drug in the treatment of hepatitis C virus (HCV).

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).

BOC-L-Proline(15761-39-4)Related Product Information

• tert-Butyl peroxyacetate
• Fmoc-Lys(Boc)-OH
• Boc-Aib-OH
• Methyl acrylate
• Dimethyl succinate
• Diethylstilbestrol
• tert-Butanol
• N-Boc-L-valine
• L-Proline
• BUTYL OLEATE
• L-PROLINE-(4-3H(N))
• cis-4-Hydroxy-L-proline
• Olibanum oil
• D-Proline
• Tris(trimethylsilyl)phosphate
• BOC-L-PROLINE AMIDE
• RAC 1-METHYL-PYRROLIDINE-2-CARBONITRILE
• CHLOROAC-PRO-OH