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| | N-Benzyloxycarbonyl-6-aminohexanoic acid Basic information |
| Product Name: | N-Benzyloxycarbonyl-6-aminohexanoic acid | | Synonyms: | N-BENZYLOXYCARBONYL-6-AMINOCAPROIC ACID;N-BENZYLOXYCARBONYL-6-AMINOHEXANOIC ACID;N-CARBOBENZOXY-EPSILON-AMINOCAPROIC ACID;N-GAMMA-CARBOBENZOXY-6-AMINOHEXANOIC ACID;N-EPSILON-CARBOBENZOXY-6-AMINOCAPROIC ACID;N-EPSILON-CBZ-EPSILON-AMINOCAPROIC ACID;N-CBZ-6-AMINOCAPROIC ACID;N-CBZ-6-AMINOHEXANOIC ACID | | CAS: | 1947-00-8 | | MF: | C14H19NO4 | | MW: | 265.3 | | EINECS: | 217-748-0 | | Product Categories: | Chemical Amines;Amines;Aromatics | | Mol File: | 1947-00-8.mol |  |
| | 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) | | Fp | >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 | | 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) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 3 | | HS Code | 2924.29.7790 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 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 Preparation Products And Raw materials |
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