| Identification | More | [Name]
N-alpha-(tert-Butoxycarbonyl)-L-lysine | [CAS]
13734-28-6 | [Synonyms]
BOC-L-LYSINE
BOC-L-LYSINE-OH
BOC-L-LYS-OH
BOC-LYSINE
BOC-LYS-OH
N-ALPHA-BOC-L-LYSINE
N-ALPHA-T-BOC-L-LYSINE
N-ALPHA-T-BUTOXYCARBONYL-L-LYSINE
NALPHA-(TERT-BUTOXYCARBONYL)-L-LYSINE
N-ALPHA-TERT-BUTYLOXYCARBONYL-L-LYSINE
Nα-(tert-Butoxycarbonyl)-L-lysine
Nα-Boc-L-lysine
N2-[(1,1-dimethylethoxy)carbonyl]-L-lysine
N-tert-Butoxycarbonyl-L-lysine
N-α-Boc-L-lysine
N-e-Boc-L-lysine
NA-T-BOC-L-LYSINE
N-TERT-BUTOXYCARBONYL LYSINE
NALPHA-BOC-1-LYSINE
BOC-LYS | [EINECS(EC#)]
237-303-4 | [Molecular Formula]
C11H22N2O4 | [MDL Number]
MFCD00038203 | [Molecular Weight]
246.3 | [MOL File]
13734-28-6.mol |
| Chemical Properties | Back Directory | [Appearance]
white to off-white powder | [Melting point ]
~205 °C (dec.)(lit.)
| [alpha ]
22 º (c=2, CH3OH) | [Boiling point ]
389.3°C (rough estimate) | [density ]
1.1313 (rough estimate) | [refractive index ]
21.5 ° (C=2, MeOH) | [storage temp. ]
2-8°C | [solubility ]
Acetic Acid (Slightly), Methanol (Slightly, Sonicated), Water (Slightly, Heated, | [form ]
Powder | [pka]
3.92±0.21(Predicted) | [color ]
White | [Optical Rotation]
[α]20/D +4.6±0.5°, c = 2% in H2O | [Water Solubility ]
Soluble in water. Slightly soluble in methanol. | [Detection Methods]
T,NMR,Rotation | [BRN ]
4252546 | [Sequence]
{Boc-Lys} | [InChI]
InChI=1S/C11H22N2O4/c1-11(2,3)17-10(16)13-8(9(14)15)6-4-5-7-12/h8H,4-7,12H2,1-3H3,(H,13,16)(H,14,15)/t8-/m0/s1 | [InChIKey]
DQUHYEDEGRNAFO-QMMMGPOBSA-N | [SMILES]
C(O)(=O)[C@H](CCCCN)NC(OC(C)(C)C)=O | [CAS DataBase Reference]
13734-28-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [HazardClass ]
IRRITANT | [HS Code ]
29241990 |
| Hazard Information | Back Directory | [Chemical Properties]
white to off-white powder | [Uses]
N-Boc-L-lysine is a protected analogue of a major amino acid participating in the binding of AcH to proteins. N-Boc-L-lysine as well as other t-butoxycarbonyl (Boc) amino acids can be converted to the
ir respective amino acids via cleavage of the urethane bond. | [Production Methods]
L-lysine was added to acetone and Et3N under stirring at 25 °C. After that, di-tert-butyl dicarbonate was added. After 4.5 h, decompression evaporates acetone, and the water layer is extracted with ethyl ether 3 times. The dilute HC1 was added to the aqueous layer to adjust pH 2-3. The crude product was purified to obtain Boc-Lys-OH.
 | [reaction suitability]
Boc solid-phase peptide synthesis | [References]
[1] Patent: CN102993200, 2016, B. Location in patent: Paragraph 0050; 0051; 0052
[2] Journal of Materials Chemistry B, 2014, vol. 2, # 42, p. 7351 - 7359
[3] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1995, vol. 34, # 1, p. 45 - 47
[4] Chinese Chemical Letters, 2012, vol. 23, # 3, p. 297 - 300
[5] Patent: CN103833623, 2016, B. Location in patent: Paragraph 0058; 0059; 0062 |
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