| Identification | More | [Name]
N-Boc-N'-Cbz-L-lysine | [CAS]
2389-45-9 | [Synonyms]
BOC-L-LYSINE(CBZ)
BOC-L-LYS(Z)-OH
BOC-LYS(CBZ)-OH
BOC-LYSINE(Z)-OH
BOC-LYS(Z)
BOC-LYS(Z)-OH
BOC-N-EPSILON-Z-L-LYSINE
N-ALPHA-BOC-N-EPSILON-BENZYLOXYCARBONYL-L-LYSINE
NALPHA-BOC-NEPSILON-CBZ-L-LYSINE
NALPHA-BOC-NEPSILON-Z-L-LYSINE
N-ALPHA-T-BOC-N-EPSILON-BENZYLOXYCARBONYL-L-LYSINE
N-ALPHA-T-BOC-N-EPSILON-CBZ-L-LYSINE
N-ALPHA-T-BUTOXYCARBONYL-N-EPSILON-CARBOBENZOXY-L-LYSINE
N ALPHA-T-BUTOXYCARBONYL-N OMEGA-BENZYLOXYCARBONYL-L-LYSINE
N-ALPHA-T-BUTYLOXYCARBONYL-N-EPSILON-BENZYLOXYCARBONYL-L-LYSINE
NALPHA-(TERT-BUTOXYCARBONYL)-NEPSILON-CARBOBENZOXY-L-LYSINE
NALPHA-TERT-BUTOXYCARBONYL-NOMEGA-BENZYLOXYCARBONYL-L-LYSINE
N-ALPHA-TERT-BUTYLOXYCARBONYL-N-EPSILON-BENZYLOXYCARBONYL-L-LYSINE
NEPSILON-Z-NALPHA-BOC-L-LYSINE
n2-[(1,1-dimethylethoxy)carbonyl]-n6-[(phenylmethoxy)carbonyl]-l-lysin | [EINECS(EC#)]
219-221-0 | [Molecular Formula]
C19H28N2O6 | [MDL Number]
MFCD00065584 | [Molecular Weight]
380.44 | [MOL File]
2389-45-9.mol |
| Chemical Properties | Back Directory | [Melting point ]
75.0 to 79.0 °C | [Boiling point ]
587.0±50.0 °C(Predicted) | [density ]
1.176±0.06 g/cm3(Predicted) | [refractive index ]
-8 ° (C=2.5, AcOH) | [storage temp. ]
−20°C
| [solubility ]
almost transparency in Acetic acid | [form ]
powder to crystal | [pka]
3.99±0.21(Predicted) | [color ]
White to Almost white | [BRN ]
1917222 | [Major Application]
peptide synthesis | [InChI]
1S/C19H28N2O6/c1-19(2,3)27-18(25)21-15(16(22)23)11-7-8-12-20-17(24)26-13-14-9-5-4-6-10-14/h4-6,9-10,15H,7-8,11-13H2,1-3H3,(H,20,24)(H,21,25)(H,22,23)/t15-/m0/s1 | [InChIKey]
BDHUTRNYBGWPBL-HNNXBMFYSA-N | [SMILES]
C(O)(=O)[C@H](CCCCNC(OCC1=CC=CC=C1)=O)NC(OC(C)(C)C)=O | [CAS DataBase Reference]
2389-45-9(CAS DataBase Reference) | [EPA Substance Registry System]
N2-tert-Butoxycarbonyl-N6-benzyloxycarbonyl lysine (2389-45-9) |
| Hazard Information | Back Directory | [Uses]
Boc-Lys(Z)-OH, is used in the synthesis of Isodesmosine Chloride (I815050), which is a component of elastin. | [reaction suitability]
reaction type: Boc solid-phase peptide synthesis | [Synthesis]
The general procedure for the synthesis of N-Boc-N'-Cbz-L-lysine from N-alpha-Boc-L-lysine and phenylmethoxycarbonylsuccinimide was as follows: to a mixed solution of (2S)-6-amino-2-(tert-butoxycarbonylamino)hexanoic acid (100.00 g, 406.01 mmol, 1.00 equiv) and NaHCO3 (102.33 g 1.22 mol, 3.00 eq.) in a mixed solution of THF (1000 mL) and water (1000 mL) was slowly added CbzOSu (101.19 g, 406.01 mmol, 1.00 eq.) at 0 °C. Subsequently, the reaction mixture was stirred at 30 °C for 16 hours. Upon completion of the reaction, the pH of the reaction mixture was adjusted to 5-6 with 1N HCl and then extracted with ethyl acetate (600 mL x 3). The organic phases were combined, dried with anhydrous Na2SO4 and concentrated under reduced pressure to afford the target product (2S)-6-(benzyloxycarbonylamino)-2-(tert-butoxycarbonylamino)hexanoic acid (142.00 g, 373.26 mmol, 91.9% yield) as a yellow oil. | [References]
[1] Patent: US2016/96830, 2016, A1. Location in patent: Paragraph 0368-0369 |
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