(1H-1,2,3-benzotriazol-1-yloxy)tris(pyrrolidin-1-yl)phosphanium; hexafluoro-λ5-phosphanuide

• ChemBase ID: 69349
• Molecular Formular: C18H28F6N6OP2
• Molecular Mass: 520.3924612
• Monoisotopic Mass: 520.17040213
• SMILES: [P+](N1CCCC1)(N1CCCC1)(N1CCCC1)On1nnc2c1cccc2.[P-](F)(F)(F)(F)(F)F
• Canonical SMILES: C1CCN(C1)[P+](N1CCCC1)(N1CCCC1)On1nnc2c1cccc2.F[P-](F)(F)(F)(F)F
• InChI: InChI=1S/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;/q+1;-1
• InChIKey: VIAFLMPQBHAMLI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1H-1,2,3-benzotriazol-1-yloxy)tris(pyrrolidin-1-yl)phosphanium; hexafluoro-λ^5-phosphanuide; (1H-1,2,3-benzotriazol-1-yloxy)tris(pyrrolidin-1-yl)phosphanium; hexafluoro-$l^{5}-phosphanuide
• IUPAC Traditional name: PyBOP; hexafluoro-λ^5-phosphanuide; PyBOP hexafluorophosphate; (1,2,3-benzotriazol-1-yloxy)tris(pyrrolidin-1-yl)phosphanium; hexafluoro-$l^{5}-phosphanuide
• Synonyms: PyBOP; ((1H-Benzo[d][1,2,3]triazol-1-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V); Benzotriazol-1-yl-oxytripyrrolidinphosphonium Hexafluorophosphate; PyBOP®; (Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate; PYBOP; 1H-Benzotriazol-1-yloxytripyrrolidinophosphonium hexafluorophosphate; 1H-Benzotriazol-1-yloxytri(1-pyrrolidinyl)phosphonium hexafluorophosphate; 1H-苯并三唑-1-基氧三吡咯烷基六氟磷酸盐; 1H-苯并三唑-1-氧基三(1-吡咯烷基)膦六氟磷酸盐

Database IDs

• CAS Number: 128625-52-5
• EC Number: 000-000-0
• MDL Number: MFCD00077411
• Beilstein Number: 3584612
• PubChem SID: 162035075; 24847818; 24863525
• PubChem CID: 2724699
• Chemspider ID: 2006820
• Wikipedia Title: PyBOP

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 0.6112976
• LogD (pH = 7.4): 0.61129856
• Log P: 0.6112986
• Molar Refractivity: 114.746 cm^3
• Polarizability: 42.034912 Å^3
• Polar Surface Area: 49.66 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Off-White Solid; White crystals
• Melting Point: ~150 °C; 150°C; 154-156 °C (dec.)(lit.); 154-156°C dec.; 155(dec.)°C; ca 155°C dec.

Safety Information

• Storage Warning: IRRITANT; Irritant; Moisture Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; R36/37/38
• Safety Statements: 26-36; 26-37; S26-S36
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• Main Hazard: Irritant
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (TLC); 95+%; 98%
• Grade: purum
• Linear Formula: C18H28N6OP · PF6

DETAILS

Apollo Scientific Ltd - PC1208

Peptide coupling reagent.

Sigma Aldrich - B3028

Application
BOP 偶联剂类似物，不产生致癌副产物 HMPA。1,2
法律信息
PyBOP 注册商标 Merck KGaA

Sigma Aldrich - 377848

Application
Analogue of the BOP coupling reagent which does not form carcinogenic HMPA as by-product.4,5
Reagent for: Synthesis of single labeled oligonucleotides that fluoresce upon matched hybridization1 Generation of endocrine disruptor chemical binders2 Cycloaddition to template-assembled multivalent peptide conjugates3
Packaging
1, 5 g in glass bottle
Legal Information
PyBOP is a registered trademark of Merck KGaA

Sigma Aldrich - 12805

Application
Analogue of the BOP coupling reagent which does not form carcinogenic HMPA as by-product.1,2
Legal Information
PyBOP is a registered trademark of Merck KGaA

REFERENCES

• Low racemization peptide coupling reagent (see Appendix 6), introduced by Castro, analogous to BOP Reagent (1H-Benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate, A16140) but avoiding the formation of the carcinogenic HMPA as a by-product: Tetrahedron Lett., 31, 205 (1990). For use in formation of mixed phosphonate diesters, see: J. Org. Chem., 60, 5214 (1995).