Fmoc-Lys(Boc)-OPfp

Base Information

• Chemical Name: Fmoc-Lys(Boc)-OPfp
• CAS No.: 86060-98-2
• Molecular Formula: C32H31F5N2O6
• Molecular Weight: 634.6
• Hs Code.: 2924 29 70
• European Community (EC) Number: 685-317-8
• DSSTox Substance ID: DTXSID20456808
• Nikkaji Number: J1.151.354I
• Wikidata: Q72478140
• Mol file: 86060-98-2.mol

Synonyms:Fmoc-Lys(Boc)-OPfp;86060-98-2;(2,3,4,5,6-pentafluorophenyl) (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-6-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoate;Fmoc-L-Lys(Boc)-OPfp;SCHEMBL1738653;DTXSID20456808;HLNVSYQQDWNJRI-QFIPXVFZSA-N;MFCD00065661;AKOS015895918;AKOS015922790;CS-W011420;AS-57023;2,3,4,4,5,5-HEXACHLOROBIPHENYL;F11067;A841544;N(alpha)-Fmoc-N(epsilon)-Boc-L-lysine pentafluorophenyl ester;(S)-Perfluorophenyl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-6-((tert-butoxycarbonyl)amino)hexanoate;2,3,4,5,6-pentafluorophenyl (2S)-6-{[(tert-butoxy)carbonyl]amino}-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)hexanoate;N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-epsilon-t-butyl-oxycarbonyl-L-lysinepentafluorphenyl ester (Fmoc-L-Lys(Boc)-OPfp)

Chemical Property of Fmoc-Lys(Boc)-OPfp

Chemical Property:

• Vapor Pressure: 5.64E-21mmHg at 25°C
• Melting Point: 135-145°C
• Refractive Index: 1.542
• Boiling Point: 726.7 °C at 760 mmHg
• PKA: 10.27±0.46(Predicted)
• Flash Point: 393.3 °C
• PSA: 102.96000
• Density: 1.324 g/cm³
• LogP: 7.67160
• Storage Temp.: −20°C
• XLogP3: 6.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 14
• Exact Mass: 634.21022752
• Heavy Atom Count: 45
• Complexity: 979

Purity/Quality:

99%+, ^*data from raw suppliers

Fmoc-Lys(Boc)-OPfp ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCCCC(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)OC(=O)NCCCC[C@@H](C(=O)OC1=C(C(=C(C(=C1F)F)F)F)F)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
• Uses: Fmoc-Lys(Boc)-OPfp (CAS# 86060-98-2) is a lysine derivative used in the preparation of motilin-like peptides with gastrointestinal motility-stimulating activity.

Technology Process of Fmoc-Lys(Boc)-OPfp

There total 5 articles about Fmoc-Lys(Boc)-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: 98.0%

pentafluorophenyl trifloroacetate (14533-84-7) + Fmoc-Lys(tert-butoxycarbonyl) (71989-26-9) → Fmoc-L-Lys(Boc)-OPfp (86060-98-2)

Guidance literature:

With pyridine; In N,N-dimethyl-formamide; for 0.75h; Ambient temperature;

DOI:10.1016/S0040-4039(00)97976-0

Reference yield: 88.0%

Fmoc-Lys(tert-butoxycarbonyl) (71989-26-9) + pentafluorophenyl 4-nitrobenzenesulfonate (244633-31-6) → Fmoc-L-Lys(Boc)-OPfp (86060-98-2)

Guidance literature:

With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/S0040-4039(99)01178-8

Reference yield: 85.0%

2,3,4,5,6-pentafluorophenol (771-61-9) + Fmoc-Lys(tert-butoxycarbonyl) (71989-26-9) → Fmoc-L-Lys(Boc)-OPfp (86060-98-2)

Guidance literature:

With dicyclohexyl-carbodiimide; In ethyl acetate; 0 deg C, 1 h; r.t., 1 h;

DOI:10.1055/s-1983-30327

upstream raw materials:

2,3,4,5,6-pentafluorophenol

Fmoc-Lys(tert-butoxycarbonyl)

pentafluorophenyl trifloroacetate

(S)-2-amino-6-(tert-butoxycarbonylamino)hexanoic acid

Downstream raw materials:

thymopentin

3-[(S)-2-{(S)-6-Amino-2-[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propionylamino]-hexanoylamino}-3-(4-hydroxy-phenyl)-propionylamino]-propionic acid

3-[(S)-2-{(S)-6-Amino-2-[(R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propionylamino]-hexanoylamino}-3-(4-hydroxy-phenyl)-propionylamino]-propionic acid

C₇₄H₁₁₀N₂₀O₁₆S

Refernces

• 1、 Pudhom, Khanitha,Vilaivan, Tirayut. "Synthesis of aryl esters of protected amino acids from aryl sulfonates". . p. 5939 - 5942. Retrieved 2007/10/03.
• 2、 Schoen, Istvan,Kisfaludy, Lajos. "9-Fluorenylmethyl Pentafluorophenyl Carbonate as a Useful Reagent for the Preparation of N-9-Fluorenylmethyloxycarbonylamino Acids and their Pentafluorophenyl Esters". . p. 303 - 305. Retrieved 2007/10/02.