| Identification | More | [Name]
N-CARBOBENZOXY-EPSILON-AMINOCAPROIC ACID | [CAS]
1947-00-8 | [Synonyms]
6-(CARBOBENZYLOXYAMINO)CAPROIC ACID
LABOTEST-BB LT00455711
N-BENZYLOXYCARBONYL-6-AMINOCAPROIC ACID
N-BENZYLOXYCARBONYL-6-AMINOHEXANOIC ACID
N-CARBOBENZOXY-EPSILON-AMINOCAPROIC ACID
N-CBZ-6-AMINOCAPROIC ACID
N-CBZ-6-AMINOHEXANOIC ACID
N-EPSILON-CARBOBENZOXY-6-AMINOCAPROIC ACID
N-EPSILON-CBZ-EPSILON-AMINOCAPROIC ACID
N-GAMMA-CARBOBENZOXY-6-AMINOHEXANOIC ACID
Z-6-ACA-OH
Z-6-AMINOCAPROIC ACID
Z-6-AMINOHEXANOIC ACID
Z-ACP(6)-OH
Z-ACP-OH
Z-AHX(6)-OH
Z-(CH2)5-OH
Z-EPSILON-ACP-OH
Z-EPSILONAHX-OH
Z-EPSILON-AMINOCAPROIC ACID | [EINECS(EC#)]
217-748-0 | [Molecular Formula]
C14H19NO4 | [MDL Number]
MFCD00004423 | [Molecular Weight]
265.3 | [MOL File]
1947-00-8.mol |
| Chemical Properties | Back Directory | [Appearance]
White Solid | [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) | [Fp ]
>230 °F
| [storage temp. ]
−20°C
| [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
4.76±0.10(Predicted) | [color ]
White to Off-White | [BRN ]
2288508 | [Major Application]
peptide synthesis | [InChI]
1S/C14H19NO4/c16-13(17)9-5-2-6-10-15-14(18)19-11-12-7-3-1-4-8-12/h1,3-4,7-8H,2,5-6,9-11H2,(H,15,18)(H,16,17) | [InChIKey]
RXQDBVWDABAAHL-UHFFFAOYSA-N | [SMILES]
OC(=O)CCCCCNC(=O)OCc1ccccc1 | [CAS DataBase Reference]
1947-00-8(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [HS Code ]
2924.29.7790 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [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 |
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