2-(Dimethylamino)-3-phenylpropanoic acid

Base Information

• Chemical Name: 2-(Dimethylamino)-3-phenylpropanoic acid
• CAS No.: 17469-89-5
• Molecular Formula: C11H15NO2
• Molecular Weight: 193.246
• Hs Code.: 2922499990
• European Community (EC) Number: 820-785-0
• DSSTox Substance ID: DTXSID50938546
• Nikkaji Number: J2.896.870A
• ChEMBL ID: CHEMBL336528
• Mol file: 17469-89-5.mol

Synonyms:2-(dimethylamino)-3-phenylpropanoic acid;24268-81-3;Alanine, N,N-dimethyl-3-phenyl-, L-;N-Dimethylphenylalanin;SCHEMBL121727;CHEMBL336528;DTXSID50938546;AKOS008104922;2-(dimethylamino)-3-phenylpropanoicacid;KS-10410;SY105182;FT-0697828;EN300-60638;Z448003214;InChI=1/C11H15NO2/c1-12(2)10(11(13)14)8-9-6-4-3-5-7-9/h3-7,10H,8H2,1-2H3,(H,13,14

Chemical Property of 2-(Dimethylamino)-3-phenylpropanoic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 225-227 °C(lit.)
• Refractive Index: 1.544
• Boiling Point: 308.067 °C at 760 mmHg
• PKA: 2.24±0.11(Predicted)
• Flash Point: 140.114 °C
• PSA: 40.54000
• Density: 1.11 g/cm³
• LogP: 1.24390
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 186

Purity/Quality:

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

N,N-Dimethyl-L-phenylalanine 99% ^*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: CN(C)C(CC1=CC=CC=C1)C(=O)O
• Uses: N,N-Dimethyl-L-phenylalanine is commonly used to prepare Cu(II)-L-amino acid complex, which is a chiral mobile phase additive for the resolution of enantiomers. It can also be used in the total synthesis of (?)-paliurine E and almazole D.

Technology Process of 2-(Dimethylamino)-3-phenylpropanoic acid

There total 11 articles about 2-(Dimethylamino)-3-phenylpropanoic acid 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: 93.2%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → (2S)-2-(dimethylamino)-3-phenylpropanoic acid (17469-89-5)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 0 - 20 ℃; for 10h; Temperature;

Reference yield: 65.0%

formic acid (64-18-6) + L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → (2S)-2-(dimethylamino)-3-phenylpropanoic acid (17469-89-5)

Guidance literature:

With 4% Pd/C; hydrogen; In water; at 20 ℃; for 48h;

Reference yield:

frangufoline → L-leucine (61-90-5,21675-61-6,25248-98-0,70-45-1) + β-hydroxyleucine + (2S)-2-(dimethylamino)-3-phenylpropanoic acid (17469-89-5)

Guidance literature:

With hydrogenchloride; water; at 120 ℃; for 20h;

upstream raw materials:

formaldehyd

L-phenylalanine

DL-N,N-dimethylphenylalanine

formic acid

Downstream raw materials:

N_.N-Dimethyl-L-phenylalanin-N-oxid

(S)-2-Dimethylamino-3-phenyl-thiopropionic acid S-pyridin-2-yl ester

N,N-Dimethylphenylalanin-(pentafluorphenyl)ester

S-2-(Dimethylamino)-3-phenyl-1-propanol

Refernces

• 1、 -. "Compound for treating metabolic diseases as well as preparation method and application thereof". Paragraph 0098; 0126-0129. . Retrieved 2019/07/04.
• 2、 -. "Synthetic method of L-N,N-dimethylphenylalanine". Paragraph 0017-0024. . Retrieved 2019/01/08.