FMoc-α-Me-Lys(Boc)-OH

FMoc-α-Me-Lys(Boc)-OH
  • CAS No.:1202003-49-3
Other grades of this product :
FMoc-α-Me-Lys(Boc)-OH Basic information
Product Name:FMoc-α-Me-Lys(Boc)-OH
Synonyms:(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-((tert-butoxycarbonyl)amino)-2-methylhexanoic acid;N6-[(1,1-Dimethylethoxy)carbonyl]-N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-2-methyl-L-lysine;(S)-N-ALPHA-FMOC-N-EPSILON-BOC-ALPHA-METHYLLYSINE;(S)-NΑ-FMOC-NΩ-BOC-Α-METHYLLYSINE;(S)-Na-Fmoc-NW-Boc-α-Methyllysine;Fmoc-alpha-Me-L-Lys(Boc)-OH;(2S)-6-{[(tert-butoxy)carbonyl]amino}-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-2-methylhexanoic acid;(9H-Fluoren-9-yl)MethOxy]Carbonyl Alpha-Methyl-Lys(Boc)-OH
CAS:1202003-49-3
MF:C27H34N2O6
MW:482.57
EINECS:
Product Categories:α-Methyl Amino Acids
Mol File:1202003-49-3.mol
FMoc-α-Me-Lys(Boc)-OH Chemical Properties
Boiling point 687.9±55.0 °C(Predicted)
density 1.196±0.06 g/cm3(Predicted)
storage temp. 2-8°C
pka3.92±0.41(Predicted)
form powder
color white
Safety Information
Hazard Codes Xn
Risk Statements 36/37/38-40-67
Safety Statements 23-24/25-36/37
TSCA No
MSDS Information
FMoc-α-Me-Lys(Boc)-OH Usage And Synthesis
Chemical PropertiesWhite to off-white powder.
Uses(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-((tert-butoxycarbonyl)amino)-2-methylhexanoic acid is a reagent in the preparation/biological evaluation of a vapreotide analogs containing (S)?-?α-?methyl-?lysine.
Uses(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-((tert-butoxycarbonyl)amino)-2-methylhexanoic acid is a reagent in the preparation/biological evaluation of a vapreotide analogs containing (S)-α-methyl-lysine.
SynthesisBenzyl (2R,3S)-(?)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate (4) was successively alkylated with methyl iodide and 1,4-diiodobutane using a base. In each alkylation step anti-alkylated product formed exclusively. The iodo group was displaced with azide, which served as a precursor for the side-chain amino function. Catalytic hydrogenation with concomitant cleavage of the chiral auxiliary afforded (L)-α-Me-Lys-OH (9) in a total of four steps in good yield. (L)-Fmoc-α-Me-Lys(Boc)-OH (16) was obtained from 9 via regioselective benzyloxycarbonylation. Alternately, (L)-Fmoc-α-Me-Lys(Boc)-OH (16) was obtained via Staudinger reduction of azide (8) in a total of six steps in good yield.

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