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HomeProduct name listFMoc-α-Me-Lys(Boc)-OH

FMoc-α-Me-Lys(Boc)-OH

FMoc-α-Me-Lys(Boc)-OH Structural

What is FMoc-α-Me-Lys(Boc)-OH?

Chemical properties

White to off-white powder.

The Uses of FMoc-α-Me-Lys(Boc)-OH

(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.

The Uses of FMoc-α-Me-Lys(Boc)-OH

(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.

Synthesis

Benzyl (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.

Properties of FMoc-α-Me-Lys(Boc)-OH

Boiling point: 687.9±55.0 °C(Predicted)
Density  1.196±0.06 g/cm3(Predicted)
storage temp.  2-8°C
form  powder
pka 3.92±0.41(Predicted)
color  white

Safety information for FMoc-α-Me-Lys(Boc)-OH

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
H336:Specific target organ toxicity,single exposure; Narcotic effects
H351:Carcinogenicity
H373:Specific target organ toxicity, repeated exposure
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P281:Use personal protective equipment as required.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for FMoc-α-Me-Lys(Boc)-OH

InChIKey MYQXEVZHWDILHG-MHZLTWQESA-N
SMILES C(O)(=O)[C@](C)(CCCCNC(OC(C)(C)C)=O)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O

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