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BOC-LYS(AC)-OH HCL

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BOC-LYS(AC)-OH HCL Basic information

Product Name:
BOC-LYS(AC)-OH HCL
Synonyms:
  • BOC-L-LYSINE METHYL ESTER HYDROCHLORIDE
  • BOC-LYS-OME HCL
  • BOC-LYS(AC)-OH HCL
  • BOC-LYS-OM.HCL
  • N2-[(1,1-DIMETHYLETHOXY)CARBONYL]-L-LYSINE METHYL ESTER HCL
  • N-tert-Butoxycarbonyl-L-lysine methyl ester hydrochloride
  • (S)-Boc-lysinemethylester
  • boc-lys-omeCl
CAS:
55757-60-3
MF:
C12H24N2O4
MW:
260.33
Product Categories:
  • Boc-Amino acid series
  • Lysine [Lys, K]
  • Boc-Amino Acids and Derivative
Mol File:
55757-60-3.mol
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BOC-LYS(AC)-OH HCL Chemical Properties

Boiling point:
374.7±37.0 °C(Predicted)
Density 
1.056±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
pka
11.16±0.46(Predicted)
Appearance
colorless oil or crystal
CAS DataBase Reference
55757-60-3(CAS DataBase Reference)
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BOC-LYS(AC)-OH HCL Usage And Synthesis

Chemical Properties

Colorless to light yellow oil

Uses

Boc-L-Lysine Methyl Ester is a reagent in the synthesis of myxochelin analogs as antimetastatic agents.

Synthesis

73548-77-3

55757-60-3

General procedure for the synthesis of (S)-6-amino-2-((tert-butoxycarbonyl)amino)hexanoic acid methyl ester from (S)-6-(((benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)hexanoic acid: intermediate 4 (839 mg, 2.1 mmol) was dissolved in methanol (15 mL). After addition of catalytic amount of Pd/C, the reaction was stirred under hydrogen atmosphere and room temperature for 40 min. The completion of the reaction was monitored by thin-layer chromatography (TLC, unfolding reagent ratio of ethyl acetate:hexane = 2:1). After completion of the reaction, the reaction solution was filtered through a diatomaceous earth pad. The filtrate was concentrated under reduced pressure to give Intermediate 5 (563 mg, quantitative yield) as a colorless oil, which can be used in subsequent reactions without further purification.

References

[1] Patent: US2015/80551, 2015, A1. Location in patent: Paragraph 0047
[2] Angewandte Chemie - International Edition, 2017, vol. 56, # 6, p. 1643 - 1647
[3] Angew. Chem., 2017, vol. 129, # 6, p. 1665 - 1669,5
[4] Tetrahedron, 1982, vol. 38, p. 697
[5] Chemistry - A European Journal, 2011, vol. 17, # 18, p. 5011 - 5018

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