2,3,4,5,6-Pentadeutero-L-phenylalanine

Base Information

• Chemical Name: 2,3,4,5,6-Pentadeutero-L-phenylalanine
• CAS No.: 56253-90-8
• Molecular Formula: C9H6D5NO2
• Molecular Weight: 170.152
• UNII: IG69NF7L6D
• DSSTox Substance ID: DTXSID101315572
• Nikkaji Number: J1.138.807H
• Mol file: 56253-90-8.mol

Synonyms:L-Phenyl-d5-alanine;56253-90-8;L-Phenylalanine-d5;2,3,4,5,6-Pentadeutero-L-phenylalanine;(2H5)Phenylalanine;UNII-IG69NF7L6D;IG69NF7L6D;L-(2,3,4,5,6-2H5)Phenylalanine;(2S)-2-amino-3-(2,3,4,5,6-pentadeuteriophenyl)propanoic acid;CHEBI:192084;DTXSID101315572;HY-N0215S12;MS-22928;L-PHENYLALANINE-2,3,4,5,6-D5;CS-0376470;J1.138.807H;(2,3,4,5,6-2H5)-L-PHENYLALANINE;D98700;(2S)-2-amino-3-[(2,3,4,5,6-?H?)phenyl]propanoic acid

Chemical Property of 2,3,4,5,6-Pentadeutero-L-phenylalanine

Chemical Property:

• Melting Point: 270-275 °C (dec. )(lit.)
• Boiling Point: 307.5 °C at 760 mmHg
• Flash Point: 139.8 °C
• PSA: 63.32000
• Density: 1.238 g/cm³
• LogP: 1.34130
• Storage Temp.: Refrigerator
• Solubility.: Water (Slightly)
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 170.110362323
• Heavy Atom Count: 12
• Complexity: 153

Purity/Quality:

99% ^*data from raw suppliers

L-Phenylalanine-d5 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(C(=O)O)N
• Isomeric SMILES: [2H]C1=C(C(=C(C(=C1[2H])[2H])C[C@@H](C(=O)O)N)[2H])[2H]
• Uses: Labeled L-Phenylalanine is an essential amino acid. L-Phenylalanine is biologically converted into L-tyrosine, another one of the DNA-encoded amino acids, which in turn is converted to L-DOPA and furt her converted into dopamine, norepinephrine, and epinephrine. L-Phenylalanine is produced for medical, feed, and nutritional applications such as in the preparation of Aspartame. Labeled L-Phenylalanine is an essential amino acid. L-Phenylalanine is biologically converted into L-tyrosine, another one of the DNA-encoded amino acids, which in turn is converted to L-DOPA and further converted into dopamine, norepinephrine, and epinephrine. L-Phenylalanine is produced for medical, feed, and nutritional applications such as in the preparation of Aspartame.

Technology Process of 2,3,4,5,6-Pentadeutero-L-phenylalanine

There total 1 articles about 2,3,4,5,6-Pentadeutero-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:

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → L-(δ1,δ2,ε1,ε2,ζ-2H5)-phenylalanine (56253-90-8,362049-55-6,54793-54-3)

Guidance literature:

With diclazuril; sulfuric acid-d2; Yield given. Multistep reaction; 1) D₂O, 2) 50 deg C, 72 h; the deuteration was repeated twice;

DOI:10.1016/0022-2860(91)87146-9

Reference yield: 97.0%

L-(δ1,δ2,ε1,ε2,ζ-2H5)-phenylalanine (56253-90-8,362049-55-6,54793-54-3) → 2-(2,3,4,5,6-pentadeuteriophenyl)acetonitrile (70026-36-7)

Guidance literature:

With pyridine; trichloroisocyanuric acid; In methanol; at 20 ℃; for 0.5h;

DOI:10.1002/jlcr.3591

Reference yield: 90.0%

acetic acid tert-butyl ester (540-88-5) + L-(δ1,δ2,ε1,ε2,ζ-2H5)-phenylalanine (56253-90-8,362049-55-6,54793-54-3) → tert-butyl L-d5-phenylalaninate (1177315-89-7)

Guidance literature:

With perchloric acid; at 0 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1055/s-0028-1088076

upstream raw materials:

L-phenylalanine

Downstream raw materials:

C₁₈H₁₈⁽²⁾H₅N₂O₄

tert-butyl L-d5-phenylalaninate

2-(2,3,4,5,6-pentadeuteriophenyl)acetonitrile

[2,3,4,5,6‐D₅]phenylethyl amine

Refernces