6-Amino-2-{[(tert-butoxy)carbonyl]amino}hexanoic acid

Base Information

• Chemical Name: 6-Amino-2-{[(tert-butoxy)carbonyl]amino}hexanoic acid
• CAS No.: 13734-28-6
• Molecular Formula: C11H22N2O4
• Molecular Weight: 246.307
• Hs Code.: 2924 19 00
• NSC Number: 343721
• Nikkaji Number: J1.775.904C
• Mol file: 13734-28-6.mol

Synonyms:N-alpha-Boc-L-lysine;6-amino-2-{[(tert-butoxy)carbonyl]amino}hexanoic acid;186706-75-2;N-Boc-L-Lysine;N2-Boc-L-lysine;MFCD00038203;MFCD00076956;NSC343721;n-epsilon-boc-l-lysine;SCHEMBL376450;DQUHYEDEGRNAFO-UHFFFAOYSA-N;6-amino-2-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid;STR06753;EINECS 237-303-4;N|A-(tert-Butoxycarbonyl)-D-lysine;AKOS032947683;AB01708;AB02921;NSC 343721;NSC-343721;SY029909;SY031519;FT-0636948;FT-0648841;N2-((1,1-Dimethylethoxy)carbonyl)-L-lysine;EN300-220160;A807239;6-amino-2-[(tert-butoxycarbonyl)amino]hexanoic acid;6-amino-2-{[(tert-butoxy)carbonyl]amino}hexanoicacid;(2S)-6-azaniumyl-2-(tert-butoxycarbonylamino)hexanoate;Boc-Lys-OH;(2S)-6-azaniumyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoate

Chemical Property of 6-Amino-2-{[(tert-butoxy)carbonyl]amino}hexanoic acid

Chemical Property:

• Appearance/Colour: white to off-white powder
• Vapor Pressure: 5.65E-08mmHg at 25°C
• Melting Point: ~205 °C
• Refractive Index: 21.5 ° (C=2, MeOH)
• Boiling Point: 410.5 °C at 760 mmHg
• PKA: 3.92±0.21(Predicted)
• Flash Point: 202 °C
• PSA: 101.65000
• Density: 1.113 g/cm³
• LogP: 2.18450
• Storage Temp.: 2-8°C
• Solubility.: Acetic Acid (Slightly), Methanol (Slightly, Sonicated), Water (Slightly, Heated,
• Water Solubility.: Soluble in water. Slightly soluble in methanol.
• XLogP3: -1.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 246.15795719
• Heavy Atom Count: 17
• Complexity: 261

Purity/Quality:

98% ^*data from raw suppliers

N-Boc-L-lysine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CCCCN)C(=O)O
• 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. 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 their respective amino acids via cleavage of the urethane bond. Boc-Lys-OH (Nα-Boc-L-lysine) can be used as a building block to synthesize:A heterotrifunctional peptide-based linker molecule applicable as a bio-labeling reagent.Lysine derivatives of azamacrocycle and anthraquinone.Boc-Lys(Bn4-DTPA)-OH, a precursor to synthesize diethylene triamine pentaacetic acid (DTPA) containing peptides.A ferrocene-amino acid conjugate which is used in developing chemical warfare agent (CWA) sensor.

Technology Process of 6-Amino-2-{[(tert-butoxy)carbonyl]amino}hexanoic acid

There total 28 articles about 6-Amino-2-{[(tert-butoxy)carbonyl]amino}hexanoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

L-lysine (56-87-1,3506-25-0) + di-tert-butyl dicarbonate (24424-99-5) → Boc-Lys-OH (13734-28-6)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; at 20 ℃; for 12h;

DOI:10.1039/d1ob00798j

Reference yield: 95.0%

Boc-Lys(Z)-OH (2389-45-9) → Boc-Lys-OH (13734-28-6)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In methanol; for 0.0833333h; Ambient temperature;

DOI:10.1055/s-1980-29275

Reference yield: 95.0%

Boc-(S)-Lys(2-Cl-Z)-OH (54613-99-9) → Boc-Lys-OH (13734-28-6)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In methanol; at 20 ℃; for 0.166667h;

upstream raw materials:

N-(tert-butyloxycarbonyl) azide

N₆-[(benzyloxy)carbonyl]-L-lysine

Boc-Lys(Z)-OH

N^α-tert-butoxycarbonyl-N^ε-tosyl-L-lysine

Downstream raw materials:

(S)-6-trifluoroacetylamino-2-(tert-butoxycarbonylamino)-hexanoic acid

(2S)-2-amino-6-[(carboxymethyl)amino]hexanoate

mannitol

N^α-Boc-N^ε-(1-deoxy-D-mannitol-1-yl)-L-lysine

Refernces

• 1、 Chattopadhaya, Souvik,Chan, Elaine W. S.,Yao, Shao Q.. "An affinity-based probe for the proteomic profiling of aspartic proteases". . p. 4053 - 4056. Retrieved 2005.
• 2、 -. "COMPOUND COMPRISING A NUCLEIC ACID AND A HALF-LIFE EXTENSION MOTIF". Paragraph 0758. . Retrieved 2021/06/04.
• 3、 Dunham, Noah P.,Chang, Wei-Chen,Mitchell, Andrew J.,Martinie, Ryan J.,Zhang, Bo,Bergman, Jonathan A.,Rajakovich, Lauren J.,Wang, Bo,Silakov, Alexey,Krebs, Carsten,Boal, Amie K.,Bollinger, J. Martin. "Two Distinct Mechanisms for C-C Desaturation by Iron(II)- and 2-(Oxo)glutarate-Dependent Oxygenases: Importance of α-Heteroatom Assistance". . p. 7116 - 7126. Retrieved 2018/05/15.