FMoc-α-Me-Lys(Boc)-OH
- CAS NO.:1202003-49-3
- Empirical Formula: C27H34N2O6
- Molecular Weight: 482.57
- MDL number: MFCD17019258
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-04-27 16:27:43
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) |
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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