Fmoc-L-aspartic acid β-4-[N-{1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl}amino]benzyl ester
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Fmoc-L-aspartic acid β-4-[N-{1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl}amino]benzyl ester

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The Dmab group can be cleaved selectively in the presence of tBu-based protected groups by treatment with 2% hydrazine in DMF, making this derivative an extremely useful tool for the preparation of cyclic peptides by FMOC SPPS.

Category
Fmoc-Amino Acids
Catalog number
BAT-003742
CAS number
269066-08-2
Molecular Formula
C39H42N2O8
Molecular Weight
666.70
Fmoc-L-aspartic acid β-4-[N-{1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl}amino]benzyl ester
IUPAC Name
(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-[[4-[[1-(2-hydroxy-4,4-dimethyl-6-oxocyclohexen-1-yl)-3-methylbutylidene]amino]phenyl]methoxy]-4-oxobutanoic acid
Synonyms
Fmoc-L-Asp(ODmab)-OH; Fmoc-Asp(ODmab)-OH; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-aspartic acid 4-[[4-[[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino]phenyl]methyl] ester
Appearance
White to yellow powder or off-white powder
Purity
≥ 99.5% (Chiral HPLC)
Density
1.264±0.06 g/cm3
Melting Point
142-147 °C
Boiling Point
841.0±65.0 °C
Storage
Store at -20 °C
InChI
InChI=1S/C39H42N2O8/c1-23(2)17-31(36-33(42)19-39(3,4)20-34(36)43)40-25-15-13-24(14-16-25)21-48-35(44)18-32(37(45)46)41-38(47)49-22-30-28-11-7-5-9-26(28)27-10-6-8-12-29(27)30/h5-16,23,30,32,40H,17-22H2,1-4H3,(H,41,47)(H,45,46)/t32-/m0/s1
InChI Key
FLMMHDDOOIGEPG-YTTGMZPUSA-N
Canonical SMILES
CC(C)CC(=C1C(=O)CC(CC1=O)(C)C)NC2=CC=C(C=C2)COC(=O)CC(C(=O)O)NC(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35
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