Cas no 86060-92-6 (Fmoc-Phe-OPfp)

Fmoc-Phe-OPfp structure
Fmoc-Phe-OPfp structure
Product Name:Fmoc-Phe-OPfp
CAS No:86060-92-6
MF:C30H20F5NO4
MW:553.476125717163
CID:720774
PubChem ID:57650970
Update Time:2024-10-26

Fmoc-Phe-OPfp Chemical and Physical Properties

Names and Identifiers

    • L-Phenylalanine,N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, 2,3,4,5,6-pentafluorophenyl ester
    • Fmoc-Phe-OPfp
    • (2,3,4,5,6-pentafluorophenyl) (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenylpropanoate
    • FMOC-L-PHENYLALANINE PENTAFLUOROPHENYL ESTER
    • H-Phe-pNA
    • Fmoc-D-Phe-OPfp
    • Fmoc-L-Phe-OPfp
    • Fmoc-Phe pentafluorophenyl ester
    • Fmoc-phenylalanine pentafluorophenyl ester
    • Fmoc-Phe-OC6F5
    • N-(9-Fluorenylmethoxycarbonyl)-L-phenylalanine pentafluorophenyl ester
    • L-Phenylalanine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, pentafluorophenyl ester (9CI)
    • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-phenylalanine 2,3,4,5,6-pentafluorophenyl ester (ACI)
    • N-(9-Fluorenylmethoxycarbonyl)phenylalanine pentafluorophenyl ester
    • HY-W013090
    • AKOS015902559
    • F11065
    • N-alpha-(9-Fluorenylmethyloxycarbonyl)-L-phenylalanine pentafluorphenyl ester (Fmoc-L-Phe-OPfp)
    • N-alpha-(9-Fluorenylmethyloxycarbonyl)-L-phenylalanine pentafluorphenyl ester
    • 2,3,4,5,6-PENTAFLUOROPHENYL (2S)-2-{[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]AMINO}-3-PHENYLPROPANOATE
    • Fmoc-Phe-OPfp, >=96.0%
    • DTXSID60369827
    • DS-16174
    • SCHEMBL1738291
    • MFCD00065669
    • 86060-92-6
    • (S)-perfluorophenyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-phenylpropanoate
    • N-FMOC-L-phenylalanine pentafluorophenyl ester
    • CS-W013806
    • MDL: MFCD00065669
    • Inchi: 1S/C30H20F5NO4/c31-23-24(32)26(34)28(27(35)25(23)33)40-29(37)22(14-16-8-2-1-3-9-16)36-30(38)39-15-21-19-12-6-4-10-17(19)18-11-5-7-13-20(18)21/h1-13,21-22H,14-15H2,(H,36,38)/t22-/m0/s1
    • InChI Key: WKHPSOMXNCTXPK-QFIPXVFZSA-N
    • SMILES: C(C1C2=CC=CC=C2C2C=CC=CC1=2)OC(=O)N[C@H](C(=O)OC1C(F)=C(F)C(F)=C(F)C=1F)CC1C=CC=CC=1

Computed Properties

  • Exact Mass: 553.13100
  • Monoisotopic Mass: 553.131
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 40
  • Rotatable Bond Count: 10
  • Complexity: 837
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 64.6A^2
  • XLogP3: 7

Experimental Properties

  • Color/Form: White powder
  • Density: 1.3990
  • Melting Point: 149-151?°C (lit.)
  • Boiling Point: 674.8±55.0 °C at 760 mmHg
  • Flash Point: 361.9±31.5 °C
  • Refractive Index: 1.588
  • PSA: 64.63000
  • LogP: 6.82840
  • Solubility: Not determined

Fmoc-Phe-OPfp Pricemore >>

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Fmoc-Phe-OPfp Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: 4-Methylmorpholine ,  9-Fluorenylmethyl chloroformate ;  10 min, -15 °C
1.2 Solvents: Tetrahydrofuran ;  -15 °C → rt
Reference
9-Fluorenylmethyl chloroformate (Fmoc-Cl) as a useful reagent for the synthesis of pentafluorophenyl, 2,4,5-trichlorophenyl, pentachlorophenyl, p-nitrophenyl, o-nitrophenyl and succinimidyl esters of Nα-urethane protected amino acids
Tantry, Subramanyam J.; Babu, Vommina V. Suresh, Letters in Peptide Science, 2004, 10(5-6), 655-662

Production Method 2

Reaction Conditions
Reference
Preparation of pentafluorophenyl esters of Fmoc protected amino acids with pentafluorophenyl trifluoroacetate
Green, Michael; Berman, Judd, Tetrahedron Letters, 1990, 31(41), 5851-2

Production Method 3

Reaction Conditions
1.1 Reagents: Pyridine
Reference
Bis(pentafluorophenyl) sulfite as a new reagent for the preparation of pentafluorophenyl (activated) esters of N-protected amino acids
Il'ina, A. V.; Davidovich, Yu. A.; Rogoshin, S. V., Izvestiya Akademii Nauk SSSR, 1988, (12), 2816-18

Production Method 4

Reaction Conditions
1.1 Reagents: Dicyclohexylcarbodiimide Solvents: Ethyl acetate ;  2 h, 0 °C
Reference
Pentafluorophenol
Jones, Keith; DeAmicis, Carl, e-EROS Encyclopedia of Reagents for Organic Synthesis, 2009, 1, 1-9

Production Method 5

Reaction Conditions
1.1 Reagents: Dicyclohexylcarbodiimide Solvents: Ethyl acetate
Reference
9-Fluorenylmethyl pentafluorophenyl carbonate as a useful reagent for the preparation of N-[(9-fluorenylmethoxy)carbonyl] amino acids and their pentafluorophenyl esters
Schon, Istvan; Kisfaludy, Lajos, Synthesis, 1986, (4), 303-5

Fmoc-Phe-OPfp Raw materials

Fmoc-Phe-OPfp Preparation Products

Fmoc-Phe-OPfp Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:86060-92-6)Fmoc-Phe-OPfp
Order Number:A863326
Stock Status:in Stock
Quantity:100g/25g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 08:40
Price ($):526.0/165.0
Recommended suppliers
Amadis Chemical Company Limited
(CAS:86060-92-6)Fmoc-Phe-OPfp
A863326
Purity:99%/99%
Quantity:100g/25g
Price ($):526.0/165.0
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