N-α-(9-Fluorenylmethoxycarbonyl)-β-(t-butyl)-L-alanine
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N-α-(9-Fluorenylmethoxycarbonyl)-β-(t-butyl)-L-alanine

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Fmoc-t-butyl-L-alanine is used in the synthesis of arylaminoethyl amides as noncovalent inhibitors of cathepsin S. It is also an intermediate used to prepare oxamyl dipeptide caspase inhibitors developed for the treatment of stroke.

Category
Fmoc-Amino Acids
Catalog number
BAT-005507
CAS number
139551-74-9
Molecular Formula
C22H25NO4
Molecular Weight
367.44
N-α-(9-Fluorenylmethoxycarbonyl)-β-(t-butyl)-L-alanine
IUPAC Name
(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4,4-dimethylpentanoic acid
Synonyms
Fmoc-Ala(tBu)-OH; Fmoc-Leu(Me)-OH; N-α-(9-Fluorenylmethoxycarbonyl)-γ-methyl-L-leucine; (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4,4-dimethylpentanoic acid; Fmoc-neopentylglycine; Fmoc-β-tBu-L-Ala-OH
Appearance
White to off-white solid
Purity
≥ 99.5% (Chiral HPLC)
Density
1.189±0.060 g/cm3
Storage
Store at 2-8 °C
InChI
InChI=1S/C22H25NO4/c1-22(2,3)12-19(20(24)25)23-21(26)27-13-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,18-19H,12-13H2,1-3H3,(H,23,26)(H,24,25)/t19-/m0/s1
InChI Key
RPLVCXKSSXJFDS-IBGZPJMESA-N
Canonical SMILES
CC(C)(C)CC(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
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