Fmoc-Phg-OH

Base Information

• Chemical Name: Fmoc-Phg-OH
• CAS No.: 102410-65-1
• Molecular Formula: C23H19NO4
• Molecular Weight: 373.408
• Hs Code.: 2924 29 70
• European Community (EC) Number: 630-405-3
• DSSTox Substance ID: DTXSID80428480
• Nikkaji Number: J1.037.204F
• Wikidata: Q72478788
• ChEMBL ID: CHEMBL356179
• Mol file: 102410-65-1.mol

Synonyms:Fmoc-Phg-OH;102410-65-1;Fmoc-L-phenylglycine;(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-phenylacetic acid;FMOC-(S)-PHENYLGLYCINE;(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-2-phenylacetic acid;N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-2-phenylglycine;N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-L-PHENYLGLYCINE;MFCD00155632;N-Fmoc-L-Phenylglycine;N-Fmoc-L-2-phenylglycine;SCHEMBL119848;CHEMBL356179;DTXSID80428480;PCJHOCNJLMFYCV-NRFANRHFSA-N;AKOS015924167;AM82655;CS-W019988;Fmoc-Phg-OH, >=98.0% (HPLC);AS-17598;HY-79130;F0669;EN300-81325;M03224;A800571;J-300366;(S)-[(9H-Fluoren-9-ylmethoxycarbonylamino)]-phenyl-acetic acid;(2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-2-phenylacetic acid;(s)-2-(((9h-fluoren-9-yl)methoxy)carbonylamino)-2-phenylacetic acid;Benzeneacetic acid, -[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-, (S)-;2-[9H-fluoren-9-yl(methoxycarbonyl)amino]-2-phenyl-acetic acid;Fmoc-L-Phenylglycine;Benzeneacetic acid, alpha-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-, (alphaS)-

Chemical Property of Fmoc-Phg-OH

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 175-180 °C
• Refractive Index: 81 ° (C=1, DMF)
• Boiling Point: 606.3 °C at 760 mmHg
• PKA: 3.39±0.10(Predicted)
• Flash Point: 320.5 °C
• PSA: 75.63000
• Density: 1.299 g/cm³
• LogP: 4.74190
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 373.13140809
• Heavy Atom Count: 28
• Complexity: 537

Purity/Quality:

99% ^*data from raw suppliers

Fmoc-L-Phenylglycine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
• Isomeric SMILES: C1=CC=C(C=C1)[C@@H](C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

Technology Process of Fmoc-Phg-OH

There total 8 articles about Fmoc-Phg-OH 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: 85.0%

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + L-α-phenylglycine (69-91-0,875-74-1,2835-06-5,2935-35-5) → N-(9-Fluorenylmethyloxy)carbonyl-L-phenylglycine (102410-65-1,111524-95-9,163883-97-4)

Guidance literature:

Reference yield: 83.1%

(S)-2-phenylglycine (2935-35-5) + (fluorenylmethoxy)carbonyl chloride (28920-43-6) → Fmoc-Phg-OH (102410-65-1,163883-97-4)

Guidance literature:

(S)-2-phenylglycine; With sodium carbonate; In water; for 0.166667h; Cooling with ice;

(fluorenylmethoxy)carbonyl chloride; In 1,4-dioxane; water; for 12h;

DOI:10.1002/chem.202103071

Reference yield: 82.0%

(S)-2-phenylglycine (2935-35-5) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → Fmoc-Phg-OH (102410-65-1,163883-97-4)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; water; at 5 - 20 ℃;

DOI:10.1039/c9ob00014c

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

L-α-phenylglycine

H-D-Abu-Pro-OBu^t*TosOH

Pic(3-OBzl)-Thr(Fmoc-Phg-)-N₂H₃*2*HCl

Downstream raw materials:

H-Phe-(2S,4R)-(4-OCO-NH-CH₂-CH₂-NH-Boc)-Pro-Phg-D-Trp(Boc)-Lys(Boc)-Tyr(Bzl)-OH

pentafluorophenyl L-α-[(9H-fluoren-9-ylmethoxycarbonyl)amino]-α-benzeneethanoate

Fmoc-L-Phg-NH₂

Fmoc-Phg-Phg-OMe

Refernces

• 1、 Islam, Md. Fokhrul,Adhikari, Suraj,Paik, Man-Jeong,Lee, Wonjae. "Determination of Chemical and Enantiomeric Purity of α-Amino Acids and their Methyl Esters as N-Fluorenylmethoxycarbonyl Derivatives Using Amylose-derived Chiral Stationary Phases". . p. 332 - 338. Retrieved 2019.
• 2、 Misra, Souvik,Mukherjee, Soumyajit,Ghosh, Anamika,Singh, Pijush,Mondal, Sanjoy,Ray, Debes,Bhattacharya, Gourav,Ganguly, Debabani,Ghosh, Alok,Aswal,Mahapatra, Ajit K.,Satpati, Biswarup,Nanda, Jayanta. "Single Amino-Acid Based Self-Assembled Biomaterials with Potent Antimicrobial Activity". . p. 16744 - 16753. Retrieved 2021/10/25.