| Identification | More | [Name]
(S)-2,6-Bis-tert-butoxycarbonylaminohexanoic acid | [CAS]
2483-46-7 | [Synonyms]
BOC-L-LYS(BOC)
BOC-L-LYSINE(BOC)
BOC-LYS(BOC)
BOC-LYS(BOC)-OH
N-ALPHA,EPSILON-BIS-BOC-L-LYSINE
N-ALPHA,N-EPSILON-DI-T-BUTOXYCARBONYL-L-LYSINE
NA, NE-BIS-BOC-L-LYSINE
(S)-2,6-BIS-TERT-BUTOXYCARBONYLAMINO-HEXANOIC ACID
Na, Ne-Diboc-L-lysine
N2,N6-Bis-(tert-butoxycarbonyl)-L-lysine
N-tert-Butoxycarbonyl-Nε-Boc-L-lysine
N2,N6-Bis(tert-butoxycarbonyl)lysine
N2,N6-Bis(tert-butyloxycarbonyl)-L-lysine
N2,N6-Bis[(1,1-dimethylethoxy)carbonyl]-L-lysine
Nα,Nε-Bis(tert-butoxycarbonyl)-L-lysine
Nα,Nε-Bis-Boc-L-Lys-OH | [Molecular Formula]
C16H29NO6 | [MDL Number]
MFCD00038515 | [Molecular Weight]
331.4 | [MOL File]
2483-46-7.mol |
| Chemical Properties | Back Directory | [Appearance]
Clear Oil | [Boiling point ]
514.4±45.0 °C(Predicted) | [density ]
1.109±0.06 g/cm3(Predicted) | [storage temp. ]
Store at 0°C | [solubility ]
Soluble in chloroform, ether, ethyl acetate and methanol | [form ]
Low Melting Solid | [pka]
3.99±0.21(Predicted) | [color ]
White | [Optical Rotation]
-3.22°(C=5.00, MEOH) | [InChI]
InChI=1S/C16H30N2O6/c1-15(2,3)23-13(21)17-10-8-7-9-11(12(19)20)18-14(22)24-16(4,5)6/h11H,7-10H2,1-6H3,(H,17,21)(H,18,22)(H,19,20)/t11-/m0/s1 | [InChIKey]
FBVSXKMMQOZUNU-NSHDSACASA-N | [SMILES]
C(O)(=O)[C@H](CCCCNC(OC(C)(C)C)=O)NC(OC(C)(C)C)=O | [CAS DataBase Reference]
2483-46-7(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Chemical Properties]
Clear Oil | [Uses]
Nalpha, Nepsilon-Di-Boc-L-lysine is used as fine chemical intermediate, synthesis intermediates. | [Definition]
ChEBI: N2,N6-Bis{[(2-methyl-2-propanyl)oxy]carbonyl}lysine is an organooxygen compound and an organonitrogen compound. It is functionally related to an alpha-amino acid. | [Synthesis]
The general procedure for the synthesis of (S)-2,6-di-Boc-aminohexanoic acid from di-tert-butyl dicarbonate and L-lysine hydrochloride was as follows: first, L-lysine hydrochloride was dissolved in 50 mL of a solvent mixture of 1,4-dioxane and water (1:1, v/v), and the pH was adjusted to 10-11 by the dropwise addition of 1 M NaOH solution Next, the pH of L-lysine hydrochloride (2.0 g) was adjusted to 10-11 by slow addition through the addition funnel. Di-tert-butyl dicarbonate (6.0 g) dissolved in 20 mL of dioxane. The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the mixture was concentrated under reduced pressure and subsequently acidified with 4 M KHSO4 solution to pH=1-2. The acidified solution was extracted twice with ethyl acetate, the organic phases were combined and dried under reduced pressure to give a colorless liquid product in 100% yield. | [References]
[1] Patent: US2014/127138, 2014, A1. Location in patent: Paragraph 0321; 0322
[2] Patent: US2016/376618, 2016, A1. Location in patent: Paragraph 0206-0212
[3] Journal of Medicinal Chemistry, 2014, vol. 57, # 4, p. 1428 - 1436
[4] Patent: WO2014/97178, 2014, A1. Location in patent: Page/Page column 49
[5] New Journal of Chemistry, 2018, vol. 42, # 5, p. 3192 - 3195 |
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