PyBOP

Base Information

• Chemical Name: PyBOP
• CAS No.: 128625-52-5
• Molecular Formula: C18H28N6OP^.PF6
• Molecular Weight: 520.398
• Hs Code.: 29339980
• European Community (EC) Number: 603-290-2
• DSSTox Substance ID: DTXSID40369209
• Wikipedia: PyBOP
• Wikidata: Q4383679
• Mol file: 128625-52-5.mol

Synonyms:PyBOP;128625-52-5;(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate;((1H-Benzo[d][1,2,3]triazol-1-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V);bopp;Benzotriazole-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate;MFCD00077411;Benzotriazol-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate;1H-Benzotriazol-1-yloxytripyrrolidinophosphonium Hexafluorophosphate;benzotriazol-1-yl-oxytripyrrolidinphosphonium hexafluorophosphate;1-Benzotriazolyloxytripyrrolidinylphosphonium hexafluorophosphate;Benzotriazol-1-yloxytripyrrolidinophosphonium hexafluorophosphate;benzotriazol-1-yloxy(tripyrrolidin-1-yl)phosphanium;hexafluorophosphate;(1h-benzo[d][1,2,3]triazol-1-yloxy)tripyrrolidin-1-ylphosphonium hexafluorophosphate(v);132701-58-7;SCHEMBL2507036;SCHEMBL21357427;DTXSID40369209;VIAFLMPQBHAMLI-UHFFFAOYSA-N;Benzotriazol-1-yloxytris(pyrrolidino)phosphonium hexafluorophosphate;benzotriazole-1-yl-oxy-tris-pyrrolidino-phosphonium hexafluorophosphate;AKOS001321233;AKOS024370950;BENZOTRIAZOL-1-YL-OXYTRIPYRROLIDINO-PHOSPHONIUM HEXAFLUOROPHOSPHATE;AM83854;CS-W018488;AC-19129;BP-21064;SY002194;B1774;FT-0622735;Q-200019;Q4383679;F0001-0399;Z147459174;Benzotriazol-1-yl-oxytripyrrolidinophosphonium hexafluorophosphat;(Benzotriazol-1-yl-oxy)tripyrrolidinophosphonium hexafluorophosphate;(Benzotriazol-1-yl-oxy)tripyrrolidinylphosphonium hexafluorophosphate;(benzotriazol-1-yloxy)-tripyrrolidinophosphonium hexafluorophosphate;(benzotriazol-1-yloxy)tripyrrolidino-phosphonium hexafluorophosphate;1-benzotriazolyloxy-tris(pyrrolidino)phosphonium hexafluorophosphate;1H-benzotriazol-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate;1H-benzotriazol-1-yloxy tripyrrolidinophosphonium hexafluorophosphate;1H-Benzotriazol-1-yloxytri-pyrrolidinophosphonium hexafluorophosphate;benzotriazol 1-yl-oxytri-pyrrolidinophosphonium hexafluorophosphate;benzotriazol-1-yl-oxy-tripyrrolidinophosphonium hexafluorophosphate;benzotriazol-1-yl-oxy-trispyrrolidino-phosphonium hexafluorophosphate;benzotriazol-1-yl-oxy-trispyrrolidinophosphonium hexafluorophosphate;benzotriazol-1-yl-oxytri-pyrrolidino phosphonium hexafluorophosphate;benzotriazol-1-yl-oxytri-pyrrolidinophos-phonium hexafluorophosphate;benzotriazol-1-yl-oxytri-pyrrolidinophosphonium hexafluorophosphate;benzotriazol-1-yl-oxytri-pyrrolidinophosphoniumhexafluorophosphate;benzotriazol-1-yloxy tripyrrolidinophosphonium hexafluorophosphate;benzotriazol-1-yloxy-tripyrrolidino-phosphonium hexafluorophosphate;benzotriazol-1-yloxy-tripyrrolidinophosphonium hexafluorophosphate;benzotriazol-1-yloxy-tris(pyrrolidino)phosphonium hexafluorophosphate;benzotriazol-1-yloxy-trispyrrolidinophosphonium hexafluorophosphate;Benzotriazol-1-yloxytripyrrolid inophosphonium hexafluorophosphate;benzotriazol-1-yloxytripyrrolidino-phosphonium hexafluorophosphate;benzotriazol-1-yloxytris(pyrrolidino)-phosphonium hexafluorophosphate;benzotriazol-1-yloxytris(pyrrolidino)phosphonium hexa-fluorophosphate;benzotriazol-1-yloxytrispyrrolidinophosphonium hexafluorophosphate;benzotriazole-1-yl-oxy-trispyrrolidinophosphonium hexafluorophosphate;benzotriazole-1-yl-oxytripyrrolidinylphosphonium hexafluorophosphate;benzotriazole-1-yloxy-tripyrrolidinophosphonium hexafluorophosphate;benzotriazole-1-yloxytris(pyrrolidino)phosphonium hexafluorophosphate;benzotriazole-1-yloxytrispyrrolidinophosphonium hexafluorophosphate;benzotriazole-1-yloxytrispyrrolidinophosphoniumhexafluorophosphate;hexafluorophosphate (benzotriazol-1-yloxy)tripyrrolidinophosphonium;(1H-benzotriazol-1-yloxy)(tripyrrolidin-1-yl)phosphonium hexafluorophosphate;(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate (BYBOP);(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate, 98%;1H-Benzotriazol-1-yloxytri(1-pyrrolidinyl)phosphonium hexafluorophosphate;benzotriazol-1-yl-oxy-tris(pyrrolidino)phosphonium hexafluorophosphate;benzotriazol-1-yl-oxy-tris-pyrro-lidinophosphonium hexafluorophosphate;benzotriazol-1-yl-oxy-tris-pyrrolidino-phosphonium hexafluorophosphate;benzotriazol-1-yloxy-tris (pyrrolidino)-phosphonium hexafluorophosphate;benzotriazol-1-yloxy-tris(pyrrolidino)-phosphonium hexafluorophosphate;benzotriazol-1-yloxy-tris(pyrrolidinyl)-phosphonium hexafluorophosphate;benzotriazol-1-yloxy-tris(pyrrolodinyl)-phosphonium hexafluorophosphate;benzotriazol-1-yloxy-tris-(pyrrolidino)-phosphonium hexafluorophosphate;benzotriazol-1-yloxytris-(pyrrolidino)-phosphonium hexafluorophosphate;benzotriazole-1-yl-oxy-tris-pyrrolidino -phosphonium hexafluorophosphate;benzotriazole-1-yl-oxy-tris-pyrrolidinophosphonium hexafluorophosphate;benzotriazole-1-yloxy-tris-pyrrolidino-phosphonium hexafluorophosphate;((1H-Benzo[d][1,2,3]triazol-1-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate;((1H-Benzo[d][1,2,3]triazol-1-yl)oxy)tri(pyrrolidin-1-yl)phosphoniumhexafluorophosphate(V);(1H-1,2,3-benzotriazol-1-yloxy) (tripyrrolidin-1-yl)phosphonium hexafluorophosphate;(1H-1,2,3-benzotriazol-1-yloxy)(tri-1-pyrrolidinyl)phosphonium hexafluorophosphate;(1H-1,2,3-benzotriazol-1-yloxy)(tripyrrolidin-1-yl)phosphonium hexafluorophosphate;(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate, >=97.0% (TLC);(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate, purum, >=97.0% (TLC);((1H-benzo[d][1,2,3]triazol-1-yl) oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V);(1H-1,2,3-benzotriazol-1-yloxy)tris(pyrrolidin-1-yl)phosphanium;hexafluoro-??-phosphanuide

Chemical Property of PyBOP

Chemical Property:

• Appearance/Colour: off-white solid
• Vapor Pressure: 0-0Pa at 20-50℃
• Melting Point: 154-156 °C (dec.)(lit.)
• PSA: 76.84000
• Density: 1.438 at 20℃
• LogP: 6.02100
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: methanol: 25 mg/mL, clear
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 5
• Exact Mass: 520.17040251
• Heavy Atom Count: 33
• Complexity: 500

Purity/Quality:

99% ^*data from raw suppliers

Benzotriazol-1-yl-oxytripyrrolidinphosphoniumHexafluorophosphate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 37/38-44-36/37/38
• Safety Statements: 26-36-24/25-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCN(C1)[P+](N2CCCC2)(N3CCCC3)ON4C5=CC=CC=C5N=N4.F[P-](F)(F)(F)(F)F
• 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. 1H-Benzotriazol-1-yloxytri(1-pyrrolidinyl) phosphonium hexafluorophosphate is a peptide coupling reagent utilized in solid phase peptide synthesis. It is also used as a substitute for the (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP) reagent. Reagent for: Synthesis of single labeled oligonucleotides that fluoresce upon matched hybridization Generation of endocrine disruptor chemical binders Cycloaddition to template-assembled multivalent peptide conjugates

Technology Process of PyBOP

There total 4 articles about PyBOP which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

benzotriazol-1-ol (2592-95-2) + chlorotri(pyrrolidin-1-yl)phosphonium hexafluorophosphate → benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate (128625-52-5)

Guidance literature:

With TEA; In acetone; for 1h;

DOI:10.1080/10426500307942

Reference yield:

tris(pyrrolidino)phosphine oxide (6415-07-2) + benzotriazol-1-ol (2592-95-2) → benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate (128625-52-5)

Guidance literature:

With hexafluorophosphate anion; trichlorophosphate; Multistep reaction;

DOI:10.1016/S0040-4039(00)94371-5

Reference yield:

→ benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate (128625-52-5)

Guidance literature:

upstream raw materials:

tris(pyrrolidino)phosphine oxide

benzotriazol-1-ol

Downstream raw materials:

indan-1,2,3-trione hydrate

1-Carbamoyl-1-ethoxy-2-[4-(2-{4-methylsulfonyloxyphenyl}ethoxy)phenyl]ethane

1-Carbamoyl-2-[4-(2-{4-tert-butyloxycarbonylaminophenyl}ethoxy)phenyl]-1-ethoxyethane

(3R,4S)-3-benzyloxycarbonylamino-4-[(S)-3-(4-fluoro-benzyl)-piperidine-1-carbonyl]-piperidine-1-carboxylic acid t-butyl ester

Refernces

• 1、 Coste, J.,Le-Nguyen, D.,Castro, B.. "PyBOP: A NEW PEPTIDE COUPLING REAGENT DEVOID OF TOXIC BY-PRODUCT". . p. 205 - 208. Retrieved 1990.
• 2、 -. "Pyrazinone thrombin inhibitors". . . Retrieved 2008/06/13.