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

pka

3.92±0.41(Predicted)

form 

powder

color 

white

InChI

InChI=1S/C27H34N2O6/c1-26(2,3)35-24(32)28-16-10-9-15-27(4,23(30)31)29-25(33)34-17-22-20-13-7-5-11-18(20)19-12-6-8-14-21(19)22/h5-8,11-14,22H,9-10,15-17H2,1-4H3,(H,28,32)(H,29,33)(H,30,31)/t27-/m0/s1

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

Safety Information

Hazard Codes 

Xn

Risk Statements 

36/37/38-40-67

Safety Statements 

23-24/25-36/37

TSCA 

No

FMoc-α-Me-Lys(Boc)-OH Usage And Synthesis

Chemical Properties

White 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.

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.

FMoc-α-Me-Lys(Boc)-OH(1202003-49-3)Related Product Information

• Fmoc-α-Me-L-Dab(Boc)-OH
• Fmoc-α-Me-homoPhe-OH
• FMoc-α-Me-Trp(Boc)-OH
• (R)-N-FMoc-2-(6'-heptenyl)alanine
• (S)-N-FMoc-2-(2'--propynyl)alanine
• (S)-N-Fmoc-2-(3'-butenyl)alanine
• FMoc-α-Me-D-Pro-OH
• FMoc-α-Me-Asp(OtBu)-OH
• (S)-N-FMoc-2-(5'-pentenyl)alanine
• (S)-N-FMoc-2-(6'-heptenyl)alanine
• (S)-N-Fmoc-2-(2'-propylenyl)alanine
• FMoc-α-Me-D-Phe(2-F)-OH
• FMoc-α-Me-D-Orn(Boc)-OH
• Fmoc-α-methyl-L-Leucine
• FMOC-ALPHA-METHYL-L-PHE
• FMoc-α-Me-D-Lys(Boc)-OH
• FMoc-α-Me-Orn(Boc)-OH
• Fmoc-alpha-methyl-D-leucine