Fmoc-Gly-OPfp

Base Information

• Chemical Name: Fmoc-Gly-OPfp
• CAS No.: 86060-85-7
• Molecular Formula: C23H14F5NO4
• Molecular Weight: 463.36
• Hs Code.: 2924 29 70
• European Community (EC) Number: 685-331-4
• DSSTox Substance ID: DTXSID80369829
• Nikkaji Number: J1.151.343C
• Wikidata: Q72478433
• Mol file: 86060-85-7.mol

Synonyms:Fmoc-Gly-OPfp;86060-85-7;Fmoc-glycine pentafluorophenyl ester;(2,3,4,5,6-pentafluorophenyl) 2-(9H-fluoren-9-ylmethoxycarbonylamino)acetate;Glycine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, pentafluorophenyl ester;SCHEMBL3060297;DTXSID80369829;LBSDTBJWUJIFBO-UHFFFAOYSA-N;AMY22593;MFCD00037641;AKOS015853240;CS-W011555;FD21647;HY-W010839;Fmoc-Gly-OPfp, >=97.0% (HPLC);AS-49149;FT-0629878;A841543;Pentafluorophenyl N-[(9H-fluoren-9-ylmethoxy)carbonyl]glycinate;N-(9H-Fluorene-9-ylmethoxycarbonyl)glycine pentafluorophenyl ester;perfluorophenyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)acetate;N-alpha-(9-Fluorenylmethyloxycarbonyl)-L-glycine pentafluorphenol ester (Fmoc-L-Gly-OPfp)

Chemical Property of Fmoc-Gly-OPfp

Chemical Property:

• Appearance/Colour: white fluffy crystalline powder
• Vapor Pressure: 4.8E-13mmHg at 25°C
• Melting Point: 159-160 °C
• Refractive Index: 1.568
• Boiling Point: 570.9 °C at 760 mmHg
• Flash Point: 299.1 °C
• PSA: 64.63000
• Density: 1.458 g/cm³
• LogP: 5.21710
• Storage Temp.: 2-8°C
• XLogP3: 5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 7
• Exact Mass: 463.08429874
• Heavy Atom Count: 33
• Complexity: 676

Purity/Quality:

99% ^*data from raw suppliers

Fmoc-gly-opfp ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCC(=O)OC4=C(C(=C(C(=C4F)F)F)F)F

Technology Process of Fmoc-Gly-OPfp

There total 7 articles about Fmoc-Gly-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%

2,3,4,5,6-pentafluorophenol (771-61-9) + N-(fluoren-9-ylmethoxycarbonyl)glycine (29022-11-5) → Fmoc-Gly-OPfp (86060-85-7)

Guidance literature:

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

DOI:10.1055/s-1983-30327

Reference yield: 93.0%

2,3,4,5,6-pentafluorophenol (771-61-9) + 9H-fluoren-9-ylmethyl (2-chloro-2-oxoethyl)carbamate (103321-49-9) → Fmoc-Gly-OPfp (86060-85-7)

Guidance literature:

With pyridine; In tetrahydrofuran; at 4 ℃;

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

Reference yield: 87.0%

N-(fluoren-9-ylmethoxycarbonyl)glycine (29022-11-5) + pentafluorophenyl 4-nitrobenzenesulfonate (244633-31-6) → Fmoc-Gly-OPfp (86060-85-7)

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

upstream raw materials:

2,3,4,5,6-pentafluorophenol

N-(fluoren-9-ylmethoxycarbonyl)glycine

9H-fluoren-9-ylmethyl (2-chloro-2-oxoethyl)carbamate

pentafluorophenyl 4-nitrobenzenesulfonate

Downstream raw materials:

Fmoc-Gly-All-OMe

Fmoc-Gly-Phe-Ala-Ser(OBzl)-Gly-Glu(OBzl)-OBzl

Fmoc-Gly-Asp(OBzl)-Ala-Ser(OBzl)-Gly-Glu(OBzl)-OBzl

Fmoc-Gly-Gly-Phe-Ala-Ser(OBzl)-Gly-Glu(OBzl)-OBzl

Refernces

• 1、 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.
• 2、 Jacobsen, Mogens Havsteen,Buchardt, Ole,Engdahl, Tom,Holm, Arne. "A new facile one-pot preparation of pentafluorophenyl (Pfp) and 3,4-dihydro-4-oxo-1,2,3-benzotriazine-3-yl (Dhbt) esters of Fmoc amino acids". . p. 6199 - 6202. Retrieved 2007/10/02.