BOC-LYS(TFA)-OH

BOC-LYS(TFA)-OH Property

Melting point:

102-105 °C

Boiling point:

485.6±45.0 °C(Predicted)

Density 

1.254±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Store in freezer, under -20°C

solubility 

Soluble in DMSO.

form 

Powder

pka

3.97±0.21(Predicted)

color 

White

optical activity

-12.72°(C=0.87g/100mI, DMF, 20°C, 589nm)

Safety

WGK Germany 

3

F 

10-21

HazardClass 

IRRITANT

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

P321Specific treatment (see … on this label).

P363Wash contaminated clothing before reuse.

P405Store locked up.

P501Dispose of contents/container to..…

BOC-LYS(TFA)-OH Chemical Properties,Usage,Production

Chemical Properties

White powder

Uses

Boc-Lys(Tfa)-OH (cas# 16965-06-3) is a compound useful in organic synthesis.

Synthesis

The general procedure for the synthesis of N2-(tert-butoxycarbonyl)-N6-(2,2,2-trifluoroacetyl)-D-lysine from di-tert-butyl dicarbonate and trifluoroacetyl-lysine was as follows: trifluoroacetyl-lysine (3.63 g, 0.015 mol) was suspended in 40 ml of N,N-dimethylformamide (DMF), to which was added triethylamine (TEA, 3.03 g , 0.03 mol) and di-tert-butyl dicarbonate (3.6 g, 0.0165 mol). The reaction mixture was stirred at room temperature for 3 hours. After completion of the reaction, the mixture was diluted with water to three times the original volume and acidified with hydrochloric acid to pH 2. The product was extracted with ethyl acetate (EtOAc, 100 ml), the organic phase was washed with water and saturated brine sequentially and dried with anhydrous magnesium sulfate (MgSO4). The solvent was removed by distillation under reduced pressure to afford (S)-2-((tert-butoxycarbonyl)amino)-6-(2,2,2-trifluoroacetamido)hexanoic acid (4.7 g, 92% yield). The analytical data of the product (3) were in agreement with literature reports.

References

[1] Patent: WO2009/114809, 2009, A1. Location in patent: Page/Page column 7-8
[2] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 1, p. 255 - 258