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PyBOP information


PyBOP
Ball-and-stick model of the component ions of PyBOP
Names
IUPAC name
(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate
Other names
PyBOP
Identifiers
CAS Number
  • 128625-52-5 ☒N
3D model (JSmol)
  • Interactive image
ChemSpider
  • 2006820 checkY
ECHA InfoCard 100.125.168 Edit this at Wikidata
PubChem CID
  • 2724699
UNII
  • Y6KQR4GY6T checkY
CompTox Dashboard (EPA)
  • DTXSID40369209 Edit this at Wikidata
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 checkY
    Key: VIAFLMPQBHAMLI-UHFFFAOYSA-N checkY
  • 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;/q+1;-1
    Key: VIAFLMPQBHAMLI-UHFFFAOYAY
SMILES
  • F[P-](F)(F)(F)(F)F.n4nn(O[P+](N1CCCC1)(N2CCCC2)N3CCCC3)c5ccccc45
Properties
Chemical formula
C18H28F6N6OP2
Molar mass 520.401 g·mol−1
Appearance White crystals
Melting point 150 °C (302 °F; 423 K)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Irritant
GHS labelling:[1][2][citation needed]
Pictograms
GHS07: Exclamation mark
Signal word
Warning
Hazard statements
H315, H319, H335
Precautionary statements
P261, P305+P351+P338
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

PyBOP (benzotriazol-1-yloxytripyrrolidinophosphonium hexafluorophosphate) is a peptide coupling reagent used in solid phase peptide synthesis. It is used as a substitute for the BOP reagent - avoiding the formation of the carcinogenic waste product HMPA.[3]

  1. ^ Sigma-Aldrich Co., product no. {{{id}}}.
  2. ^ GHS: Sigma-Aldrich377848
  3. ^ Coste, J.; Le-Nguyen, D.; Castro, B. (1990). "PyBOP®: A new peptide coupling reagent devoid of toxic by-product". Tetrahedron Letters. 31 (2): 205. doi:10.1016/S0040-4039(00)94371-5.

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PyBOP

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PyBOP (benzotriazol-1-yloxytripyrrolidinophosphonium hexafluorophosphate) is a peptide coupling reagent used in solid phase peptide synthesis. It is used...

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Peptide synthesis

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differ only in the choice of anion. Phosphonium reagents include PyBOP (HOBt) and PyAOP (HOAt).[citation needed] These reagents form the same active ester...

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BOP reagent

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the reduction of carboxylic acids, using the BOP reagent with NaBH4 resulted in high percent yields. PyBOP, a related reagent "(Benzotriazol-1-yloxy)t...

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PyAOP reagent

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HOBt derivates, PyAOP (and HOAt in general) are more reactive due to the additional nitrogen. HOAt reagent HOBt reagent BOP reagent PyBOP Albericio, F.;...

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Amide

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RC(O)NR'2 + RCO2H Peptide synthesis use coupling agents such as HATU, HOBt, or PyBOP. The hydrolysis of nitriles is conducted on an industrial scale to produce...

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HBTU

Last Update:

displaces the benzotriazole N-oxide to form the desired amide. EDC HATU BOP reagent PyBOP PyAOP reagent CID 2733084 from PubChem "2-(1h-Benzotriazole-1-yl)-1...

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DEPBT

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during SPPS, though the approach was regarded as 'costly and tedious'. BOP PyBOP Li, Haitao; Jiang, Xiaohui; Ye, Yun-hua; Fan, Chongxu; Romoff, Todd; Goodman...

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Phosphonium coupling

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tautomerizable heterocycle is activated with a phosphonium salt (PyBroP, PyBOP, BroP, or BOP), and subsequent functionalization with either a nucleophile...

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Retosiban

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amide Retosiban 8 by activating the acid with the peptide coupling reagent PyBOP (benzotriazol-1-yloxytripyrrolidinophosphonium hexafluorophosphate) followed...

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Bayesian optimization

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for Optimizing the Hyperparameters of Machine Learning Algorithms. Proc. SciPy 2013. Chris Thornton, Frank Hutter, Holger H. Hoos, Kevin Leyton-Brown: Auto-WEKA:...

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Leland Sklar discography

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(1977) Pistol Packin' Mama (1982) Pistol Packin' Mama/Spin of the Wheel (1998) Py Bäckman — P20Y10 (2010) Russ Ballard — At The Third Stroke (1978) Barefoot...

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Selenium

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[ReOSe(2-pySe)3]; see Cargnelutti, Roberta; Lang, Ernesto S.; Piquini, Paulo; Abram, Ulrich (2014). "Synthesis and structure of [ReOSe(2-Se-py)3]: A rhenium(V)...

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Yi Syllables

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ꁐ YI SYLLABLE PYT pyt U+A051 ꁑ YI SYLLABLE PYX pyx U+A052 ꁒ YI SYLLABLE PY py U+A053 ꁓ YI SYLLABLE PYP pyp U+A054 ꁔ YI SYLLABLE PYRX pyrx U+A055 ꁕ YI...

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List of rock instrumentals

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material released under their name is instrumental. The Meters (1969) Look-Ka Py Py (1969) Struttin' (1970) Cabbage Alley (1972) Rejuvenation (1974) Fire on...

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AM404

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propylindoles UR-144 XLR-11 Others 2F-QMPSB 4-HTMPIPO 4CN-CUMYL-BUT7AICA 5F-PY-PICA 5F-PY-PINACA 5F-3-pyridinoylindole 5F-ADB-P7AICA 5F-CUMYL-P7AICA 5F-CUMYL-PEGACLONE...

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Structural alignment software

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2002 FAST FAST Alignment and Search Tool Cα Pair nil server J. Zhu 2004 C-BOP Coordinate-Based Organization of Proteins N/A Multi nil server E. Sandelin...

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