| Identification | More | [Name]
Benzotriazole-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate | [CAS]
128625-52-5 | [Synonyms]
1H-BENZOTRIAZOL-1-YLOXYTRIPYRROLIDINOPHOSPHONIUM HEXAFLUOROPHOSPHATE
1H-BENZOTRIAZOL-1-YLOXYTRIS(DIMETHYLAMINO)PHOSPHONIUM HEXAFLUOROPHOSPHATE
(BENZOTRIAZOL-1-YLOXY)TRIPYRROLIDINOPHOSPHONIUM HEXAFLUOROPHOSPHATE
BENZOTRIAZOL-1-YL-OXYTRIPYRROLIDINPHOSPHONIUM HEXAFLUOROPHOSPHATE
BENZOTRIAZOL-1-YLOXYTRIS(DIMETHYLAMINO)PHOSPHONIUM HEXAFLUOROPHOSPHATE
BENZOTRIAZOL-1-YLOXYTRIS(PYRROLIDINO)PHOSPHONIUM HEXAFLUOROPHOSPHATE
Benzotriazole-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate
BENZOTRIAZOLE-1-YL-OXY-TRIS-DIMETHYLAMINOPHOPHONIUM
BENZOTRIAZOLE-1-YL-OXY-TRIS-(DIMETHYLAMINO)-PHOPHONIUM HEXAFLUOROPHOSPHATE
BENZOTRIAZOLE-1-YL-OXY-TRIS-(DIMETHYLAMINO)-PHOSPHONIUM
BENZOTRIAZOLE-1-YL-OXY-TRIS-(DIMETHYLAMINO)-PHOSPHONIUM HEXAFLUOROPHOSPHATE
BENZOTRIAZOLE-1-YL-OXY-TRIS-PYRROLIDINO-PHOSPHONIUM HEXAFLUOROPHOSPHATE
BENZOTRIAZOLE-1-YL-OXY-TRIS-PYRRORIDINO-PHOSPHONIUM HEXAFLUOROPHOSPHATE
BENZOTRIAZOLYL-N-OXYTRIS-(DIMETHYLAMINO-PHOSPHONIUM HEXAFLUOROPHOSPHATE)
BOP
BOPP
BOP REAGENT
CASTROS REAGENT
CASTRO'S REAGENT
HEXAFLUOROPHOSPHATE BOP | [EINECS(EC#)]
260-279-1 | [Molecular Formula]
C18H28F6N6OP2 | [MDL Number]
MFCD00011948 | [Molecular Weight]
520.39 | [MOL File]
128625-52-5.mol |
| Chemical Properties | Back Directory | [Appearance]
Off-White Solid | [Melting point ]
154-156 °C (dec.)(lit.)
| [density ]
1.438 at 20℃ | [vapor pressure ]
0-0Pa at 20-50℃ | [storage temp. ]
2-8°C
| [solubility ]
methanol: 25 mg/mL, clear
| [form ]
Fine Crystalline Powder | [color ]
White to off-white | [Sensitive ]
Moisture Sensitive | [Detection Methods]
NMR | [BRN ]
3584612 | [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]
BYCLGHOAELJLOF-UHFFFAOYSA-M | [SMILES]
[P+](ON1N=NC2C=CC=CC1=2)(N1CCCC1)(N1CCCC1)N1CCCC1.[P-](F)(F)(F)(F)(F)F | [LogP]
-0.3 at 26℃ and pH3.5-3.7 | [CAS DataBase Reference]
128625-52-5(CAS DataBase Reference) | [Storage Precautions]
Moisture sensitive;Light sensitive |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R37/38:Irritating to respiratory system and skin .
R44:Risk of explosion if heated under confinement.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S24/25:Avoid contact with skin and eyes .
S37/39:Wear suitable gloves and eye/face protection . | [RIDADR ]
UN 1325 4.1/PG 2
| [WGK Germany ]
3
| [F ]
8-10-21 | [Hazard Note ]
Irritant | [HS Code ]
29339900 |
| Hazard Information | Back Directory | [Chemical Properties]
Off-White Solid | [Uses]
One of the most convenient coupling reagents for peptide synthesis without carcinogenic by-products. It replaces BOP reagent. This is especially suitable for solid-phase peptide synthesis, avoids racemization. | [Definition]
PyBOP (benzotriazol-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate) coupling reagent was selected for the peptidic bond formation. This selection was because PyBOP is efficient and could generate less toxic byproducts. PyBOP is an efficient coupling reagent utilized in solid-phase peptide synthesis. It reacts similarly to BOP, but its byproduct is not highly carcinogenic. PyBOP was utilized in the solid-phase synthesis of the tetrapeptide H-Ile-Ala-Leu-Pro-OH on 2-chlorotrityl resin. In contrast to uronium-based coupling reagents, PyBOP does not form guanidinated byproducts when used in excess. This makes it useful in fragment condensation reactions and head-to-tail cyclizations[1].
| [General Description]
(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate (PyBOP) is an activator of carboxyl group commonly used in peptide synthesis. It also participates in the carboxylic acid esterification. It shows characteristics similar to benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP) and can be utilized as an alternative to BOP in peptide bond formation. | [References]
[1] Maharani, R. et al. “Good coupling performance of PyBOP in the solid-phase synthesis of tetrapeptide, OH-Pro-Leu-Ala-Ileu-NH2.” 2017. 0.
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