128625-52-5

Basic information

• Product Name: Benzotriazole-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate
• Synonyms: pybop?/td>;1H-BENZOTRIAZOL-1-YLOXYTRIPYRROLIDINOPHOSPHONIUM HEXAFLUOROPHOSPHATE;1H-BENZOTRIAZOL-1-YLOXYTRIS(DIMETHYLAMINO)PHOSPHONIUM HEXAFLUOROPHOSPHATE;BENZOTRIAZOLYL-N-OXYTRIS-(DIMETHYLAMINO-PHOSPHONIUM HEXAFLUOROPHOSPHATE);(BENZOTRIAZOL-1-YLOXY)TRIPYRROLIDINOPHOSPHONIUM HEXAFLUOROPHOSPHATE;BENZOTRIAZOL-1-YL-OXYTRIPYRROLIDINPHOSPHONIUM HEXAFLUOROPHOSPHATE;Benzotriazole-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate;BENZOTRIAZOLE-1-YL-OXY-TRIS-DIMETHYLAMINOPHOPHONIUM
• CAS NO: 128625-52-5
• Molecular Formula: C₁₈H₂₈N₆OP*F₆P
• Molecular Weight: 520.39
• EINECS: 260-279-1
• Product Categories: Peptide coupling agents;Amino Acid Derivatives;Peptide Coupling Reagents;Biochemistry;Condensation & Active Esterification;Coupling Reactions (Peptide Synthesis);Peptide Synthesis;Phosphonium Compounds;Synthetic Organic Chemistry;Peptide;Miscellaneous Reagents;Aromatics;peptides
• Mol File: 128625-52-5.mol

Chemical Properties

• Melting Point: 154-156 °C (dec.)(lit.)
• Appearance: White to off-white/Fine Crystalline Powder
• Density: 1.438 at 20℃
• Vapor Pressure: 0-0Pa at 20-50℃
• Storage Temp.: 2-8°C
• Solubility: methanol: 25 mg/mL, clear
• Sensitive: Moisture Sensitive
• BRN: 3584612
• CAS DataBase Reference: Benzotriazole-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate(CAS DataBase Reference)
• NIST Chemistry Reference: Benzotriazole-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate(128625-52-5)
• EPA Substance Registry System: Benzotriazole-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate(128625-52-5)

Safety Data

• Hazard Codes: Xi
• Statements: 37/38-44-36/37/38
• Safety Statements: 26-36-24/25-37/39
• RIDADR: UN 1325 4.1/PG 2
• WGK Germany: 3
• F: 8-10-21
• Hazardous Substances Data: 128625-52-5(Hazardous Substances Data)

Usage

Uses

Used in Peptide Synthesis:
Benzotriazole-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate is used as a coupling reagent for peptide synthesis without carcinogenic by-products, replacing the BOP reagent. It is especially suitable for solid-phase peptide synthesis and helps avoid racemization.
Used in Pharmaceutical Industry:
Benzotriazole-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate is used as a reagent for the synthesis of single labeled oligonucleotides that fluoresce upon matched hybridization, generation of endocrine disruptor chemical binders, and cycloaddition to template-assembled multivalent peptide conjugates.
Used in Chemical Research:
Benzotriazole-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate is used as a reagent for carboxylic acid esterification and participates in various chemical reactions in research settings.

InChI:InChI=1/C18H28N6OP.F6P/c1-2-10-18-17(9-1)19-20-24(18)25-26(21-11-3-4-12-21,22-13-5-6-14-22)23-15-7-8-16-23;1-7(2,3,4,5)6/h1-2,9-10H,3-8,11-16H2;/q2*-1

Upstream product

• 2592-95-2 benzotriazol-1-ol 
• 6415-07-2 tris(pyrrolidino)phosphine oxide 

Downstream Products

• 251976-97-3 1-Carbamoyl-1-ethoxy-2-[4-(2-{4-methylsulfonyloxyphenyl}ethoxy)phenyl]ethane 
• 343880-20-6 1-Carbamoyl-2-[4-(2-{4-tert-butyloxycarbonylaminophenyl}ethoxy)phenyl]-1-ethoxyethane 
• 294882-80-7 2S-acetylamino-N-(2-oxazol-2-yl-2-hydroxy-1S-phenethylethyl)-3-cyclohexylpropionamide 
• 195248-05-6 2-benzyloxycarbonylamino-2-methyl-N-[2,3,4,5-tetrahydro-2-oxo-1H-benzazepin-3(R)-yl]propanamide 
• 145457-70-1 3-benzyloxycarbonylamino-3-methyl-N[2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-3(R)-yl]butanamide 
• 916214-49-8 C₂₉H₂₄FN₇O₅ 
• 200353-70-4 1H-benzo[d][1,2,3]triazol-1-yl 4-methoxybenzoate 
• 6415-07-2 tris(pyrrolidino)phosphine oxide 
• 2592-95-2 benzotriazol-1-ol 

Relevant articles and documents

Synthesis and chemical constitution of diphenoxyphosphoryl derivatives and phosphonium salts as coupling reagents for peptide segment condensation

The reactions of diphenoxyphosphoryl chloride ((PhO)2P(O)Cl) and different chlorophosphonium salts ([R3PCl]X, R = (CH3)2N, pyrrolidine, X = PF6-, BF4-), respectively, with 7-aza-1-hydroxybenzotriazole (HOAt), 1-hydroxybenzotriazole (HOBt), hydroximinomalonitrile (HOxDCO), and ethyl hydroximinocyanoacetate (HOxO) are described. The structures of the new compounds, which are useful coupling reagents for epimerization-free peptide segment condensation, are discussed on the basis of their 1H, 13C, 31P NMR, and IR spectra. The reactions of (PhO)2P(O)Cl lead to mixtures of O- and N-phosphorylated isomers of varying ratios. Contrary, reactions of chlorophosphonium salts yield exclusively one isomer.

PyBOP: A NEW PEPTIDE COUPLING REAGENT DEVOID OF TOXIC BY-PRODUCT

PyBOP (benzotriazolyloxy-tris-phosphonium hexafluorophosphate), an analog of BOP where dimethylamino groups are replaced with pyrrolidino, is the only analog exhibiting equivalent properties in peptide bond formation.It can be used instead of BOP for the sake of safety.

Novel spiro compounds

Compounds of the general formula (I): wherein Ar1 represents optionally substituted aryl or heteroaryl; n represents 0 or 1; T, U, V, and W each independently represent nitrogen atom or optionally substituted methine group, where at least two of them represent the said methine group; X represents methine or hydroxy substituted methine; Y represents an optionally substituted imino or oxygen atom are described and claimed. These novel spiro compounds are useful as neuropeptide Y receptor antagonists and as agents for the treatment of various kinds of cardiovascular disorders, central nervous system disorders, metabolic diseases and the like.

Pyrazinone thrombin inhibitors

Compounds of the invention are useful in inhibiting thrombin and associated thrombotic occlusions having the following structure: or a pharmaceutically acceptable salt thereof, wherein A is