gamma-Amino-beta-phenylbutyric acid hydrochloride

Base Information

• Chemical Name: gamma-Amino-beta-phenylbutyric acid hydrochloride
• CAS No.: 3060-41-1
• Molecular Formula: C10H14ClNO2
• Molecular Weight: 215.68
• Hs Code.: 2922499990
• Mol file: 3060-41-1.mol

Synonyms:beta-Phenyl-GABA hydrochloride;UNII-625240H2LN;625240H2LN;gamma-Amino-beta-phenylbutyric acid hydrochloride;Benzenepropanoic acid, beta-(aminomethyl)-, hydrochloride;SCHEMBL20534791;AKOS005067821

Chemical Property of gamma-Amino-beta-phenylbutyric acid hydrochloride

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 7.09E-05mmHg at 25°C
• Melting Point: 194-201 °C
• Boiling Point: 327.8 °C at 760 mmHg
• Flash Point: 152.1 °C
• PSA: 63.32000
• Density: 1.161g/cm3
• LogP: 2.53340
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 215.0713064
• Heavy Atom Count: 14
• Complexity: 164

Purity/Quality:

99%, ^*data from raw suppliers

PhenibutHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(CC(=O)O)C[NH3+].[Cl-]
• Uses: Phenibut is a derivative of γ-Aminobutyric Acid (A602920); an important inhibitory neurotransmitter. Phenibut possesses neuroprotective activity.

Technology Process of gamma-Amino-beta-phenylbutyric acid hydrochloride

There total 23 articles about gamma-Amino-beta-phenylbutyric acid hydrochloride 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: 91.0%

C11H11N3O3 → (±)-3-carboxy-2-phenylpropan-1-aminium chloride (3060-41-1,52950-37-5)

Guidance literature:

C₁₁H₁₁N₃O₃; In tetrahydrofuran; at 60 ℃; for 3h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 1.5h; Inert atmosphere;

DOI:10.1002/chem.202003280

Reference yield: 90.0%

C17H19NO2*ClH → (±)-3-carboxy-2-phenylpropan-1-aminium chloride (3060-41-1,52950-37-5)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; under 760.051 Torr;

DOI:10.1021/acs.joc.5b00111

Reference yield: 88.0%

4-phenylpyrrolidin-2-one (1198-97-6) → (±)-3-carboxy-2-phenylpropan-1-aminium chloride (3060-41-1,52950-37-5)

Guidance literature:

With hydrogenchloride; water; for 12h; Reflux;

DOI:10.1039/c4nj01552e

upstream raw materials:

diethyl 2-(3-nitrophenylethyl)malonate

4-phenylpyrrolidin-2-one

phenylboronic acid

ethyl 3-phenyl-4-nitrobutanoate

Downstream raw materials:

4-((tert-butoxycarbonyl)amino)-3-phenylbutanoic acid

C₁₅H₂₁NO₃Si

2-oxo-4-phenyl-1-pyrrolidineacetic acid, ethyl ester

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide

Refernces

• 1、 -. "Preparation method for synthesizing 4-amino-3-phenylbutyric acid hydrochloride by one-pot method and product prepared by preparation method". Paragraph 0031-0060. . Retrieved 2020/07/21.
• 2、 Lima, Fabio,Grunenberg, Lars,Rahman, Husaini B. A.,Labes, Ricardo,Sedelmeier, Joerg,Ley, Steven V.. "Organic photocatalysis for the radical couplings of boronic acid derivatives in batch and flow". supporting information. p. 5606 - 5609. Retrieved 2018/06/04.