N-Benzyloxycarbonyl-6-aminohexanoic acid Chemical Properties

Melting point:

54-57 °C(lit.)

Boiling point:

408.52°C (rough estimate)

Density 

1.162±0.06 g/cm3 (20 ºC 760 Torr)

refractive index 

1.5110 (estimate)

Flash point:

>230 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

4.76±0.10(Predicted)

color 

White to Off-White

BRN 

2288508

CAS DataBase Reference

1947-00-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

HS Code 

2924.29.7790

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

N-Benzyloxycarbonyl-6-aminohexanoic acid Usage And Synthesis

Chemical Properties

White Solid

Uses

peptide synthesis

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

Benzyl chloroformate (1.63 mL, 11.45 mmol) was added slowly and dropwise to a stirred suspension of 6-aminohexanoic acid (1 g, 7.62 mmol) and K2CO3 (2.1 g, 15.2 mmol) in THF (20 mL). The reaction mixture was stirred at room temperature for 16 hours. Upon completion of the reaction, the reaction was quenched with ethyl acetate and deionized water. The aqueous phase was separated and the pH of the aqueous phase was adjusted to 2 with 4N HCl and subsequently extracted twice with ethyl acetate (10 mL). The organic phases were combined, dried with anhydrous Na2SO4, filtered and concentrated under reduced pressure. The resulting crude product of Cbz-6-aminohexanoic acid was used directly in the next reaction without further purification in 99% yield.

References

[1] Journal of Organic Chemistry, 2007, vol. 72, # 16, p. 6162 - 6170
[2] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 15, p. 3332 - 3336
[3] Israel Journal of Chemistry, 2000, vol. 40, # 3-4, p. 335 - 341
[4] Synthetic Communications, 2004, vol. 34, # 13, p. 2415 - 2424
[5] Chemistry - A European Journal, 2008, vol. 14, # 27, p. 8169 - 8176

N-Benzyloxycarbonyl-6-aminohexanoic acid(1947-00-8)Related Product Information

• Z-ABU-OH
• Cbz-Gly-Gly
• CBZ-L-ALANINOL
• Z-GLY-NH2
• N-Benzyloxycarbonyl-D-aspartic acid
• N-Cbz-L-Serine
• Z-BETA-ALA-ONP
• Z-BETA-ALA-OME
• Z-BETA-ALA-NH2
• N-(9-Fluorenylmethyloxycarbonyl)-N'-(2-chlorobenzyloxycarbonyl)-L-lysine
• H-LYS(Z)-OME HCL
• FMOC-D-LYS(Z)-OH
• Z-Lys(Z)-OH
• N6-Cbz-L-Lysine
• N-Benzyloxycarbonyl-6-aminohexanoic acid
• N-Boc-N'-(2-chlorobenzyloxycarbonyl)-L-lysine
• N-Boc-N'-Cbz-L-lysine
• N,N'-Dibenzyloxycarbonyl-D-lysine