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A combinatorial approach towards pharmaceutically relevant cyclic peptides
Springer, J.
Publication date
2008
Link to publication
Citation for published version (APA):
Springer, J. (2008). A combinatorial approach towards pharmaceutically relevant cyclic
peptides.
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List of Abbreviations
4CR 4-component reaction Ac acetyl All allyl Alloc allyloxycarbonyl Ar arylatm atmospheric pressure aq aqueous
BAL backbone amide linker Bn benzyl Boc tert-butoxycarbonyl B.p. boiling point br broad (spectral) Bu butyl t-Bu tert-butyl οC degrees Celcius calcd calculated Cbz benzyloxycarbonyl CC combinatorial chemistry COSY correlation spectroscopy
d doublet (in NMR) dd double doublet (in NMR)
DBU diazabicyclo[5.4.0]undec-7-ene DCC N,N-dicyclohexylcarbodiimide DCM dichloromethane DIBAL-H diisobutylaluminium hydride DIC N,N-diisopropylcarbodiimide DIPEA diisopropylethylamine DMAP 4-dimethylaminopyridine Dmb 2,4-dimethoxybenzyl DMF N,N-dimethylformamide DMSO dimethylsulfoxide DPPA diphenylphosphoryl azide dr diastereomeric ratio EDCI
1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride
ee enantiomeric excess
EI electron impact (in mass spectrometry Et ethyl equiv equivalent Fmoc 9-fluorenylmethoxycarbonyl g gram(s) h hour(s) HATU O-(7-azabenzotriazol-1-yl)-N,N,N’,N’-tetramethyluronium
HMBC heteronuclear multiple bond correlation HSQC heteronuclear single quantum coherance HOAt 1-hydroxy-7-azabenzotriazole HOBt 1-hydroxybenzotriazole HPLC high performance liquid
chromatography
HRMS high resolution mass spectrometry HTS high throughput screening Hz Hertz
IR infrared
J coupling constant (in NMR) L liter(s)
m multiplet (in NMR)
mCPBA meta-chloroperoxybenzoic acid
MeCN acetonitrile
MCR multicomponent reaction Me methyl
min minute(s) M.p. melting point (range) Ms mesylate
nd not determined
NMR nuclear magnetic resonance NOE nuclear Overhauser effect
NOESY nuclear Overhauser effect spectroscopy OMe methoxy
PE petroleum ether (40-60) PG protective group Ph phenyl
ppm parts per million Pr propyl
i-Pr isopopyl
pybox bis(oxazolidine)pyridine q quartet (in NMR)
List of abbreviations
s singlet (in NMR) t triplet (in NMR)
TBAF tetrabutylammonium fluoride TBDMS tert-butyldimethylsilyl
TBTA tribenzyltriazoleamine TEA triethylamine
Tf trifluoromethanesulfonyl TFA trifluoroacetic acid THF tetrahydrofuran TIC total ion count
TIPS tri(isopropyl)silyl TLC thin layer chromatography
tr retention time (in chromatography)
Ts para-toluenesulfonyl UV ultraviolet v volume xs excess
amino acids
Xaa any amino acid
Ach 1-aminocyclohexanecarboxylic acid Ahe (2S)-aminohept-6-enoic acid
Aib 1-aminoisobutyric acid Ala alanine
Aoa (2S)-aminooctanoic acid Apa (2S)-aminopentanoic acid Arg arginine
Asn asparagine Asp aspartic acid Cys cysteine Gln glutamine Glu glutamic acid Gly glycine His histidine Ile isoleucine Leu leucine Lys lysine Met methionine Phe phenylalanine Phg phenylglycine Pip pipecolic acid Pro proline Sar sarcosine Ser serine Thr threonine Trp tryptophan Tyr tyrosine Val valine
