Boc-Lys(Boc)-OH Chemical Properties

Boiling point:

514.4±45.0 °C(Predicted)

Density 

1.109±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Store in freezer, under -20°C

solubility 

Soluble in chloroform, ether, ethyl acetate and methanol

pka

3.99±0.21(Predicted)

form 

Low Melting Solid

color 

White

optical activity

-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)

Safety Information

Safety Statements 

24/25

HS Code 

29224999

Boc-Lys(Boc)-OH Usage And Synthesis

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

Boc-Lys(Boc)-OH(2483-46-7)Related Product Information

• N-Boc-N'-Cbz-L-lysine
• N-Boc-L-Phenylalaninol
• BOC-PYR-OET
• BOC-L-LEUCINOL
• Boc-Lys-OH
• 1,1'-Carbonyldiimidazole
• 6-Aminocaproic acid
• Carbonyl iron powder
• BOC-LYS(BOC)-OH DCHA
• N,N'-Di-Boc-L-lysine hydroxysuccinimide ester
• BOC-LYS(BOC)-ONP
• Na, Ne-bis-Boc-L-2-aminoadipamic Acid tert-Butyl Ester
• NA, NE-BIS-BOC-L-LYSINE TERT-BUTYL ESTER
• Boc-Lys(Boc)-OH
• L-LYSINE, N2,N6-BIS[(1,1-DIMETHYLETHOXY)CARBONYL]-N6-METHYL-
• (S)-N-ALPHA-N'-DI-T-BUTYLOXYCARBONYL-4-PIPERIDYLALANINE
• BOC-CIS-1,3-AMINO-1-CYCLOHEXANE CARBOXYLIC ACID