Reagents and Solvents
BOP 1-Benzotriazolyloxy-tris-dimethylamino-phosphonium hexafluorophosphate 
CDI Carbonyldiimidazole 
DBU Diazabicyclo[5.4.0]-undec-7-ene 
DCCI Dicyclohexylcarbodiimide (also DCC) 
DCHU Dicyclohexylurea (also DCU) 
DCM Dichloromethane 
DEAD Diethyl azodicarboxylate (DMAD=the dimethyl analogue) 
DIPCI Diisopropylcarbodiimide (also DIC) 
DIPEA Diisopropylethylamine (also DIEA) 
DMA Dimethylacetamide 
DMAP 4-Dimethylaminopyridine 
DMF Dimethylformamide 
DMS Dimethylsulphide 
DMSO Dimethylsulphoxide 
DPAA Diphenylphosphoryl azide 
EEDQ 2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline 
HATU 

This is the acronym for the ‘uronium’ coupling reagent derived from HOAt, which was originally thought to have the structure 8, the Hexafluorophosphate salt of the O-(7-Azabenzotriazol-lyl)-Tetramethyl Uronium cation.

graphic

In fact this reagent has the isomeric N-oxide structure 9 in the crystalline state, the unwieldy correct name of which does not conform logically with the acronym, but the acronym continues in use.

graphic

Similarly, the corresponding reagent derived from HOBt has the firmly attached label HBTU (the tetrafluoroborate salt is also used: TBTU), despite the fact that it is not actually a uronium salt.

 
HMP Hexamethylphosphoric triamide (also HMPA, HMPTA) 
HOAt 1-Hydroxy-7-azabenzotriazole 
HOBt 1-Hydroxybenzotriazole 
HOCt 1-Hydroxy-4-ethoxycarbonyl-1,2,3-triazole 
NDMBA N,N′-Dimethylbarbituric acid 
NMM N-Methylmorpholine 
PAM Phenylacetamidomethyl resin 
PEG Polyethylene glycol 
PtBOP 1-Benzotriazolyloxy-tris-pyrrolidinophosphonium hexafluorophosphate 
SDS Sodium dodecyl sulphate 
TBAF Tetrabutylammonium fluoride 
TBTU See remarks under HATU above 
TEA Triethylamine 
TFA Trifluoroacetic acid 
TFE Trifluoroethanol 
TFMSA Trifluoromethanesulphonic acid 
THF Tetrahydrofuran 
WSCI Water soluble carbodiimide: 1-ethyl-3-(3′-dimethylaminopropyl)-carbodiimide hydrochloride (also EDC) 
Reagents and Solvents
BOP 1-Benzotriazolyloxy-tris-dimethylamino-phosphonium hexafluorophosphate 
CDI Carbonyldiimidazole 
DBU Diazabicyclo[5.4.0]-undec-7-ene 
DCCI Dicyclohexylcarbodiimide (also DCC) 
DCHU Dicyclohexylurea (also DCU) 
DCM Dichloromethane 
DEAD Diethyl azodicarboxylate (DMAD=the dimethyl analogue) 
DIPCI Diisopropylcarbodiimide (also DIC) 
DIPEA Diisopropylethylamine (also DIEA) 
DMA Dimethylacetamide 
DMAP 4-Dimethylaminopyridine 
DMF Dimethylformamide 
DMS Dimethylsulphide 
DMSO Dimethylsulphoxide 
DPAA Diphenylphosphoryl azide 
EEDQ 2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline 
HATU 

This is the acronym for the ‘uronium’ coupling reagent derived from HOAt, which was originally thought to have the structure 8, the Hexafluorophosphate salt of the O-(7-Azabenzotriazol-lyl)-Tetramethyl Uronium cation.

graphic

In fact this reagent has the isomeric N-oxide structure 9 in the crystalline state, the unwieldy correct name of which does not conform logically with the acronym, but the acronym continues in use.

graphic

Similarly, the corresponding reagent derived from HOBt has the firmly attached label HBTU (the tetrafluoroborate salt is also used: TBTU), despite the fact that it is not actually a uronium salt.

 
HMP Hexamethylphosphoric triamide (also HMPA, HMPTA) 
HOAt 1-Hydroxy-7-azabenzotriazole 
HOBt 1-Hydroxybenzotriazole 
HOCt 1-Hydroxy-4-ethoxycarbonyl-1,2,3-triazole 
NDMBA N,N′-Dimethylbarbituric acid 
NMM N-Methylmorpholine 
PAM Phenylacetamidomethyl resin 
PEG Polyethylene glycol 
PtBOP 1-Benzotriazolyloxy-tris-pyrrolidinophosphonium hexafluorophosphate 
SDS Sodium dodecyl sulphate 
TBAF Tetrabutylammonium fluoride 
TBTU See remarks under HATU above 
TEA Triethylamine 
TFA Trifluoroacetic acid 
TFE Trifluoroethanol 
TFMSA Trifluoromethanesulphonic acid 
THF Tetrahydrofuran 
WSCI Water soluble carbodiimide: 1-ethyl-3-(3′-dimethylaminopropyl)-carbodiimide hydrochloride (also EDC) 
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