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Home > Encyclopedia > N6-[(1,1-Dimethylethoxy)carbonyl]-N2-[(phenylmethoxy)carbonyl]-L-lysine

N6-[(1,1-Dimethylethoxy)carbonyl]-N2-[(phenylmethoxy)carbonyl]-L-lysine

N6-[(1,1-Dimethylethoxy)carbonyl]-N2-[(phenylmethoxy)carbonyl]-L-lysine structure

N6-[(1,1-Dimethylethoxy)carbonyl]-N2-[(phenylmethoxy)carbonyl]-L-lysine 

structure
  • CAS No:

    2389-60-8

  • Formula:

    C19H28N2O6

  • Chemical Name:

    N6-[(1,1-Dimethylethoxy)carbonyl]-N2-[(phenylmethoxy)carbonyl]-L-lysine

  • Synonyms:

    L-Lysine,N6-[(1,1-dimethylethoxy)carbonyl]-N2-[(phenylmethoxy)carbonyl]-;Lysine,N2,N6-dicarboxy-,N2-benzyl N6-tert-butyl ester,L-;N6-[(1,1-Dimethylethoxy)carbonyl]-N2-[(phenylmethoxy)carbonyl]-L-lysine;Nε-[(tert-Butoxy)carbonyl]-Nα--[(benzyloxy)carbonyl]-L-lysine;N2-Benzyloxycarbonyl-N6-tert-butoxycarbonyl-L-lysine;Z-Lys(Boc)-OH;Cbz-Lys(Boc)-OH;NSC 164047;(S)-2-(Benzyloxycarbonylamino)-6-(tert-butoxycarbonylamino)hexanoic acid;N-α-Benzyloxycarbonyl-N-ε-tert-butoxycarbonyl-L-lysine;Cbz-L-Lys(Boc)-OH;(2S)-6-[(2-Methylpropan-2-yl)oxycarbonylamino]-2-(phenylmethoxycarbonylamino)hexanoic acid;53665-57-9

  • Categories:

    Biochemical Engineering  >  Amino Acids and Derivatives

Description

White crystals

N6-[(1,1-Dimethylethoxy)carbonyl]-N2-[(phenylmethoxy)carbonyl]-L-lysine Basic Attributes

380.44

380.44

219-223-1

164047

2924299090

Characteristics

114

2.8

White Powder.

1.1±0.1 g/cm3

63-70°C

587ºC at 760 mmHg

203.5±27.3 °C

1.485

soluble in DMF (0.5 mmol/ml).

2-8°C

1.26E-14mmHg at 25°C

N6-[(1,1-Dimethylethoxy)carbonyl]-N2-[(phenylmethoxy)carbonyl]-L-lysine Use and Manufacturing

N-α-Cbz-(S)-Lysine (5g, 17.85mmol) was dissolved in a mixture of THF (5OmL) and water (5OmL). To this sodium bicarbonate (3g, 35.5mmol, 2eq) and a solution OfBoCa. Synthesis of Compound 1 (NBoc-Cbz Lysine) N-?-Cbz-(S)-Lysine (5 g, 17.85 mmol) was dissolved in a mixture of THF (50 mL) and water (50 mL). To this sodium bicarbonate (3 g, 35.5 mmol, 2 eq) and a solution of Boc2O (9 g, 41 mmol, 2.3 eq) in THF (50 mL). After stirring at room temperature overnight, the THF was removed under reduced pressure and the resulting aqueous solution was neutralized with 2N HCl. This was extracted with ethyl acetate and the combined organic layers were washed with brine. The organic layer was dried with sodium sulfate and concentrated to a clear oil. Removal of excess Boc2O by Kugelrhor distillation resulted in a thick clear oil weighing 6.8 g, 100percent. 1H NMR (CDCl3) ' 11.6 (s, 1H), 7.32 (s, 5H), 6.36 (s, 1H), 5.75 (d, 1H, J=8), 5.09 (s, 2H), 4.37 (m, 1H), 3.06 (m, 2H), 1.78 (m, 2H), 1.53 (s, 4H), 1.42 (s, 9H). 13C NMR (CDCl3) ' 174.8, 155.4, 135.4, 127.6, 127.3, 127.2, 78.6, 66.1, 52.9, 39.2, 31.0, 28.6, 27.5, 26.6, 21.4Example 6. Synthesis of Lysine Teroxazole Intermediate 309; A lysine teroxazole intermediate that can be used to prepare compounds of the invention can be prepared as follows

Computed Properties

Molecular Weight:380.4
XLogP3:2.8
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:12
Exact Mass:380.19473662
Monoisotopic Mass:380.19473662
Topological Polar Surface Area:114
Heavy Atom Count:27
Complexity:483
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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