Fmoc-Asp(OtBu)-OPfp

Base Information

• Chemical Name: Fmoc-Asp(OtBu)-OPfp
• CAS No.: 86061-01-0
• Molecular Formula: C29H24F5NO6
• Molecular Weight: 577.505
• Hs Code.: 29242990
• European Community (EC) Number: 685-330-9
• DSSTox Substance ID: DTXSID50468373
• Nikkaji Number: J3.003.137G
• Wikidata: Q72478910
• Mol file: 86061-01-0.mol

Synonyms:Fmoc-Asp(OtBu)-OPfp;86061-01-0;4-O-tert-butyl 1-O-(2,3,4,5,6-pentafluorophenyl) (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)butanedioate;N-Fmoc-L-aspartic Acid 4-tert-Butyl Ester Pentafluorophenyl Ester;MFCD00037633;C29H24F5NO6;Fmoc-L-Asp(OtBu)-OPfp;DTXSID50468373;AC8387;AKOS015902754;Fmoc-Asp(OtBu)-OPfp, >=97.0%;N-alpha-Fmoc-L-aspartic acid beta-tert-butyl ester pentafluorophenyl ester;CS-W011446;HY-W010730;AS-75713;A841545;N-Fmoc-L-asparticAcid4-tert-ButylEsterPentafluorophenylEster;N-Fmoc-beta-tert-butyl-L-aspartic acid pentafluorophenyl ester;(S)-4-tert-butyl 1-perfluorophenyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)succinate;4-(tert-butyl)1-(perfluorophenyl)(((9H-fluoren-9-yl)methoxy)carbonyl)-L-aspartate;(S)-4-tert-Butyl 1-(perfluorophenyl) 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)succinate;N-alpha-(9-Fluorenylmethyloxycarbonyl)-L-aspartic acid beta-t-butyl ester pentafluorphenyl ester (Fmoc-L-Asp(OtBu)-OPfp);O4-tert-Butyl O1-(2,3,4,5,6-pentafluorophenyl) (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)butanedioate;O4-tert-butyl O1-(2,3,4,5,6-pentafluorophenyl) 2-(9H-fluoren-9-ylmethoxycarbonylamino)butanedioate

Chemical Property of Fmoc-Asp(OtBu)-OPfp

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 90-100°C
• Refractive Index: 1.547
• Boiling Point: 665.98 °C at 760 mmHg
• Flash Point: 356.572 °C
• PSA: 90.93000
• Density: 1.373 g/cm³
• LogP: 6.31750
• Storage Temp.: 2-8°C
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 11
• Exact Mass: 577.15237830
• Heavy Atom Count: 41
• Complexity: 911

Purity/Quality:

98%,99%, ^*data from raw suppliers

Fmoc-Asp(OtBu)-OPfp Novabiochem? ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)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)OC(=O)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-Asp(OtBu)-OPfp

There total 5 articles about Fmoc-Asp(OtBu)-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: 99.0%

pentafluorophenyl trifloroacetate (14533-84-7) + Fmoc-(tBu)Asp-OH (71989-14-5) → tert-butyl N-[(9H-fluoren-9-ylmethoxy)carbonyl]-1-pentafluorophenyl L-aspartate (86061-01-0,200335-75-7)

Guidance literature:

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

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

Reference yield: 92.0%

2,3,4,5,6-pentafluorophenol (771-61-9) + Fmoc-(tBu)Asp-OH (71989-14-5) → tert-butyl N-[(9H-fluoren-9-ylmethoxy)carbonyl]-1-pentafluorophenyl L-aspartate (86061-01-0,200335-75-7)

Guidance literature:

With dicyclohexyl-carbodiimide; In ethyl acetate; at 0 - 20 ℃; for 1h;

DOI:10.1016/S0957-4166(02)00212-4

Reference yield: 88.0%

2,3,4,5,6-pentafluorophenol (771-61-9) → tert-butyl N-[(9H-fluoren-9-ylmethoxy)carbonyl]-1-pentafluorophenyl L-aspartate (86061-01-0,200335-75-7)

Guidance literature:

Fmoc-(tBu)Asp-OH; With 4-methyl-morpholine; 4‐(4,6‐dimethoxy‐1,3,5‐triazin‐2‐yl)‐4‐methylmorpholinium toluene‐4‐sulfonate; In acetonitrile; at 0 ℃; for 2h;

2,3,4,5,6-pentafluorophenol; In acetonitrile; at 0 - 20 ℃; for 20h;

upstream raw materials:

2,3,4,5,6-pentafluorophenol

Fmoc-(tBu)Asp-OH

pentafluorophenyl trifloroacetate

(9-fluorenyl)methyl pentafluorophenyl carbonate

Downstream raw materials:

Fmoc-Asp(t-Bu)-Phe-NH₂

thymopentin

Fmoc-Asp(tBu)-Ser(tBu)-Lys(Z)-OMe

(S)-tert-butyl 3-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-hydroxybutanoate

Refernces

• 1、 Kaminski, Zbigniew J.,Kolesinska, Beata,Kolesinska, Justyna,Sabatino, Giuseppina,Chelli, Mario,Rovero, Paolo,Blaszczyk, Michal,Glowka, Marek L.,Papini, Anna Maria. "N-triazinylammonium tetrafluoroborates. A new generation of efficient coupling reagents useful for peptide synthesis". . p. 16912 - 16920. Retrieved 2007/10/03.
• 2、 Jasseron,Contino-Pepin,Maurizis,Rapp,Pucci. "In vitro and in vivo evaluations of THAM derived telomers bearing RGD and Ara-C for tumour neovasculature targeting". . p. 825 - 836. Retrieved 2007/10/03.