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55757-60-3

55757-60-3 Structure

55757-60-3 Structure
IdentificationMore
[Name]

BOC-LYS(AC)-OH HCL
[CAS]

55757-60-3
[Synonyms]

BOC-L-LYSINE METHYL ESTER HYDROCHLORIDE
BOC-LYS(AC)-OH HCL
BOC-LYS-OME HCL
BOC-LYS-OM.HCL
boc-lys-omeCl
Boc-lys-omeydrochloride
Boc-Lys-OMe•
N2-[(1,1-DIMETHYLETHOXY)CARBONYL]-L-LYSINE METHYL ESTER HCL
N-tert-Butoxycarbonyl-L-lysine methyl ester hydrochloride
[Molecular Formula]

C13H25ClN2O5
[MDL Number]

MFCD07368663
[Molecular Weight]

324.8
[MOL File]

55757-60-3.mol
Chemical PropertiesBack Directory
[Boiling point ]

374.7±37.0 °C(Predicted)
[density ]

1.056±0.06 g/cm3(Predicted)
[storage temp. ]

Store at 0°C
[pka]

11.16±0.46(Predicted)
[Appearance]

colorless oil or crystal
[CAS DataBase Reference]

55757-60-3(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Hazard InformationBack Directory
[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]

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

73548-77-3

BOC-LYS(AC)-OH HCL

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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