N-Formyl-dl-phenylalanine

Base Information

• Chemical Name: N-Formyl-dl-phenylalanine
• CAS No.: 13200-85-6
• Molecular Formula: C10H11NO3
• Molecular Weight: 193.202
• Hs Code.: 29224999
• NSC Number: 334342
• Nikkaji Number: J2.148.599C
• ChEMBL ID: CHEMBL134791
• Mol file: 13200-85-6.mol

Synonyms:N-Formyl-dl-phenylalanine;4289-95-6;2-formamido-3-phenylpropanoic acid;For-Phe-OH;Y7KES73LRH;NSC-334342;2-formamido-3-phenyl-propanoic acid;NSC334342;N-Formylphenylalanine #;n-formyl-dl-phenylalanin;UNII-Y7KES73LRH;ChemDiv3_000183;Cambridge id 5129860;Oprea1_613023;CBDivE_003101;DL-Phenylalanine, N-formyl-;MLS000530164;SCHEMBL697900;DL-N-FORMYLPHENYLALANINE;CHEMBL134791;NSTPXGARCQOSAU-UHFFFAOYSA-N;HMS1473I07;HMS2351G15;EINECS 236-166-8;MFCD00063281;STL573552;AKOS001483060;AKOS016845951;NSC 334342;IDI1_019501;NCGC00177598-01;AS-58521;SMR000135141;CS-0149804;F0126;FT-0635210;FT-0636831;FT-0658135;D81277;AB00451167-08;A806348;A826054;SR-01000388916;SR-01000388916-1

Chemical Property of N-Formyl-dl-phenylalanine

Chemical Property:

• Vapor Pressure: 7.11E-09mmHg at 25°C
• Melting Point: 165°C
• Refractive Index: 74 ° (C=4, EtOH)
• Boiling Point: 449.7 °C at 760 mmHg
• Flash Point: 225.8 °C
• PSA: 66.40000
• Density: 1.235g/cm³
• LogP: 1.45510
• Storage Temp.: −20°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 193.07389321
• Heavy Atom Count: 14
• Complexity: 200

Purity/Quality:

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

N-Formyl-L-phenylalanine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(C(=O)O)NC=O

Technology Process of N-Formyl-dl-phenylalanine

There total 15 articles about N-Formyl-dl-phenylalanine 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%

formic acid (64-18-6) + L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → N-formyl-L-phenylalanine (13200-85-6)

Guidance literature:

With acetic anhydride; at 0 - 20 ℃;

DOI:10.1039/c7ob01715d

Reference yield: 97.0%

N-formyl-L-phenylalanine-methylester (2311-21-9) → N-formyl-L-phenylalanine (13200-85-6)

Guidance literature:

With sodium thiosulfate; magnesium iodide; In 2-methyltetrahydrofuran; at 120 ℃; for 0.5h; chemoselective reaction; Microwave irradiation; Inert atmosphere;

DOI:10.1002/bip.22908

Reference yield: 92.0%

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) + formamide (77287-34-4,77287-35-5,60100-09-6) → N-formyl-L-phenylalanine (13200-85-6)

Guidance literature:

With sodium methylate; In tetrahydrofuran; methanol; at 60 - 70 ℃; for 12h;

DOI:10.1016/j.tetlet.2012.12.009

upstream raw materials:

(2R)-2-aminobutan-1-ol

N-formyl-phenylalanine

(S)-1-phenyl-ethylamine

(1S)-endo-fenchylamine

Downstream raw materials:

N-(N-formyl-phenylalanyl)-glycine anilide

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

N-formyl-L-phenylalanine cyanomethyl ester

N-formyl-L-phenylalanylglycine ethyl ester

Refernces

• 1、 du Vigneaud et al.. "". . . Retrieved 1958.
• 2、 Bereczki, Laura,Palovics, Emese,Bombicz, Petra,Pokol, Gyoergy,Fogassy, Elemer,Marthi, Katalin. "Optical resolution of N-formylphenylalanine succeeds by crystal growth rate differences of diastereomeric salts". . p. 260 - 264. Retrieved 2007.
• 3、 Serafini, Marta,Griglio, Alessia,Viarengo, Sara,Aprile, Silvio,Pirali, Tracey. "An aryne-based three-component access to α-aroylamino amides". . p. 6604 - 6612. Retrieved 2017/08/16.
• 4、 Berthet, Mathéo,Martinez, Jean,Parrot, Isabelle. "MgI2-chemoselective cleavage for removal of amino acid protecting groups: A fresh vision for peptide synthesis". . . Retrieved 2017/03/30.