3-Cyano-L-phenylalanine

Base Information

• Chemical Name: 3-Cyano-L-phenylalanine
• CAS No.: 57213-48-6
• Molecular Formula: C10H10N2O2
• Molecular Weight: 190.202
• Hs Code.: 29225090
• European Community (EC) Number: 677-867-2
• DSSTox Substance ID: DTXSID70972669
• Nikkaji Number: J1.980.993E
• Wikidata: Q27453702
• ChEMBL ID: CHEMBL1230101
• Mol file: 57213-48-6.mol

Synonyms:57213-48-6;L-3-Cyanophenylalanine;3-Cyano-L-phenylalanine;H-Phe(3-CN)-OH;(S)-2-amino-3-(3-cyanophenyl)propanoic acid;(2S)-2-amino-3-(3-cyanophenyl)propanoic acid;Phenylalanine, 3-cyano-;3-Cyanophenylalanine;l-3-cyano-phenylalanine;MFCD01860885;3-cyano-(S)-phenylalanine;SCHEMBL43812;CHEMBL1230101;DTXSID70972669;ZHUOMTMPTNZOJE-VIFPVBQESA-N;BCP11573;BBL102295;STL556094;AKOS016842270;AC-9067;CS-W015893;HY-W015177;DS-10624;AM20050220;A50118;EN300-1168235;J-016388;J-521627;Q27453702

Chemical Property of 3-Cyano-L-phenylalanine

Chemical Property:

• Appearance/Colour: white to slightly yellow powder
• Refractive Index: 1.6300 (estimate)
• Boiling Point: 382.496 °C at 760 mmHg
• PKA: 2.14±0.10(Predicted)
• Flash Point: 185.127 °C
• PSA: 87.11000
• Density: 1.282 g/cm³
• LogP: 1.21298
• Storage Temp.: Store at 0°C
• XLogP3: -1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 190.074227566
• Heavy Atom Count: 14
• Complexity: 256

Purity/Quality:

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

3-Cyano-L-phenylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 26-37/39-37/38

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)C#N)CC(C(=O)O)N
• Isomeric SMILES: C1=CC(=CC(=C1)C#N)C[C@@H](C(=O)O)N

Technology Process of 3-Cyano-L-phenylalanine

There total 5 articles about 3-Cyano-L-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: 35.0%

C19H26N2O4 → 3-cyano-(D,L)-phenylalanine (57213-48-6)

Guidance literature:

With methoxybenzene; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1021/acs.jmedchem.8b01007

Reference yield: 33.0%

N-acetyl-3-cyano-(D/L)-phenylalanine (367272-51-3) → 3-cyano-(D,L)-phenylalanine (57213-48-6)

Guidance literature:

With hydrogenchloride; sodium hydroxide; acylase I from Aspergillus melleus; In water; at 37 ℃; for 60h; pH=7.2; Enzymatic reaction;

Reference yield:

3-cyano-(R,S)-phenylalanine ethyl ester (169949-48-8) + α-chymotrypsin → 3-cyano-(D,L)-phenylalanine (57213-48-6)

Guidance literature:

In water; toluene;

upstream raw materials:

N-acetyl-3-cyano-(D/L)-phenylalanine

3-cyano-(R,S)-phenylalanine ethyl ester

m-(bromomethyl)benzonitrile

Downstream raw materials:

Nα-2,4,6-Triisopropylphenylsulfonyl-(L)-3-cyano-phenylalanine

WX-UK₁

3-[3-(N-hydroxycarbamimidoyl)-phenyl]-2-(2,4,6-triisopropyl-benzenesulfonylamino)-propionic acid

C₂₇H₃₇N₃O₆S