Fmoc-Leu-OPfp

Base Information

• Chemical Name: Fmoc-Leu-OPfp
• CAS No.: 86060-88-0
• Molecular Formula: C27H22F5NO4
• Molecular Weight: 519.468
• Hs Code.: 2924 29 70
• European Community (EC) Number: 685-325-1
• DSSTox Substance ID: DTXSID50544409
• Nikkaji Number: J2.404.287A
• Wikidata: Q72478522
• Mol file: 86060-88-0.mol

Synonyms:Fmoc-L-leucine pentafluorophenyl ester;

Chemical Property of Fmoc-Leu-OPfp

Chemical Property:

• Appearance/Colour: solid
• Melting Point: 101-115°C
• Refractive Index: 1.549
• Boiling Point: 596.3 °C at 760 mmHg
• PKA: 10.32±0.46(Predicted)
• Flash Point: 314.5 °C
• PSA: 64.63000
• Density: 1.35 g/cm³
• LogP: 6.63180
• Storage Temp.: 2-8°C
• XLogP3: 6.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 9
• Exact Mass: 519.14689899
• Heavy Atom Count: 37
• Complexity: 765

Purity/Quality:

97% ^*data from raw suppliers

Fmoc-leu-opfp ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)OC1=C(C(=C(C(=C1F)F)F)F)F)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
• Isomeric SMILES: CC(C)C[C@@H](C(=O)OC1=C(C(=C(C(=C1F)F)F)F)F)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

Technology Process of Fmoc-Leu-OPfp

There total 5 articles about Fmoc-Leu-OPfp 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: 93.0%

Fmoc-Leu-OH (35661-60-0) + bis(pentafluorophenyl)sulfite (96157-57-2) → N-(9-fluorenylmethoxycarbonyl)-L-leucine pentafluorophenyl ester (86060-88-0)

Guidance literature:

With pyridine; at 20 ℃;

DOI:10.1007/BF00952635

Reference yield:

Fmoc-Leu-OH (35661-60-0) → N-(9-fluorenylmethoxycarbonyl)-L-leucine pentafluorophenyl ester (86060-88-0)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂, pyridine / CH₂Cl₂ / Heating

2: 83 percent / pyridine / tetrahydrofuran / 4 °C

With pyridine; thionyl chloride; In tetrahydrofuran; dichloromethane;

DOI:10.1016/0040-4039(91)80788-8

Reference yield:

L-leucine (61-90-5,21675-61-6,25248-98-0,70-45-1) → N-(9-fluorenylmethoxycarbonyl)-L-leucine pentafluorophenyl ester (86060-88-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / NaHCO₃ / H₂O; acetone / Ambient temperature

2: dicyclohexylcarbodiimide / ethyl acetate / 2 h / 0 °C

With sodium hydrogencarbonate; dicyclohexyl-carbodiimide; In water; ethyl acetate; acetone;

upstream raw materials:

Fmoc-Leu-OH

bis(pentafluorophenyl)sulfite

2,3,4,5,6-pentafluorophenol

L-leucine

Downstream raw materials:

Lys-Asp-Ser-Phe-Val-Gly-Leu-Met-NH₂

(S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-methyl-pentanoylamino]-succinamic acid tert-butyl ester