218608-96-9

Basic information

• Product Name: BOC-(R)-3-AMINO-4-(4-CHLORO-PHENYL)-BUTYRIC ACID
• Synonyms: N-T-BUTOXYCARBONYL-(R)-3-AMINO-4-(4-CHLOROPHENYL)-BUTANOIC ACID;(R)-3-(BOC-AMINO)-4-(4-CHLOROPHENYL)BUTYRIC ACID;(R)-3-TERT-BUTOXYCARBONYLAMINO-4-(4-CHLORO-PHENYL)-BUTYRIC ACID;N-BETA-T-BUTOXYCARBONYL-D-BETA-HOMO(4-CHLOROPHENYL)ALANINE;RARECHEM AK PT B072;(R)-BOC-4-CHLORO-BETA-HOMOPHE-OH;BOC-(R)-3-AMINO-4-(4-CHLOROPHENYL)BUTANOIC ACID;BOC-(R)-3-AMINO-4-(4-CHLORO-PHENYL)-BUTYRIC ACID
• CAS NO: 218608-96-9
• Molecular Formula: C₁₅H₂₀ClNO₄
• Molecular Weight: 313.78
• Product Categories: 3-Amino-4-phenylbutyric Acid Analogs;3-Amino-4-phenylbutanoic Acid Analogs;B-Amino
• Mol File: 218608-96-9.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 470 °C at 760 mmHg
• Flash Point: 238 °C
• Appearance: /
• Density: 1.22 g/cm³
• Vapor Pressure: 1.23E-09mmHg at 25°C
• Refractive Index: 1.534
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4.40±0.10(Predicted)
• CAS DataBase Reference: BOC-(R)-3-AMINO-4-(4-CHLORO-PHENYL)-BUTYRIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-(R)-3-AMINO-4-(4-CHLORO-PHENYL)-BUTYRIC ACID(218608-96-9)
• EPA Substance Registry System: BOC-(R)-3-AMINO-4-(4-CHLORO-PHENYL)-BUTYRIC ACID(218608-96-9)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• F: 10
• HazardClass: IRRITANT
• Hazardous Substances Data: 218608-96-9(Hazardous Substances Data)

Usage

General Description

BOC-(R)-3-AMINO-4-(4-CHLORO-PHENYL)-BUTYRIC ACID, also known as (R)-3-Amino-4-(4-chlorophenyl)butanoic acid, is a chemical compound with the molecular formula C14H16ClNO2. It is a derivative of the amino acid GABA (gamma-aminobutyric acid) and is commonly used in pharmaceutical research and development. BOC-(R)-3-AMINO-4-(4-CHLORO-PHENYL)-BUTYRIC ACID has potential applications in the synthesis of various pharmaceuticals and bioactive compounds, particularly those targeting the central nervous system. BOC-(R)-3-AMINO-4-(4-CHLORO-PHENYL)-BUTYRIC ACID is a valuable tool for medicinal chemists and researchers studying the structure-activity relationships of GABA analogs and related molecules.

InChI:InChI=1/C15H20ClNO4/c1-15(2,3)21-14(20)17-12(9-13(18)19)8-10-4-6-11(16)7-5-10/h4-7,12H,8-9H2,1-3H3,(H,17,20)(H,18,19)/t12-/m1/s1

Upstream product

• 57292-44-1 N-Boc-D-(4-Cl)Phe-OH 

Downstream Products

• 1365884-14-5 tert-butyl (2R)-4-(3-(1H-benzo[d]imidazol-2-yl)piperidin-1-yl)-1-(4-chlorophenyl)-4-oxobutan-2-ylcarbamate 
• 1365884-16-7 tert-butyl (2R)-1-(4-chlorophenyl)-4-(3-(1-(3-methoxypropyl)-1H-benzo[d]imidazol-2-yl)piperidin-1-yl)-4-oxobutan-2-ylcarbamate 
• 1365884-15-6 (3R)-1-(3-(1H-Benzo[d]imidazol-2-yl)piperidin-1-yl)-3-amino-4-(4-chlorophenyl)butan-1-one trifluoroacetate 

Relevant articles and documents

Synthesis method of chiral N-Boc-3-amino-4-aryl-butyric acid

The invention relates to a synthesis method of chiral N-Boc-3-amino-4-aryl-butyric acid. The method is as below: 1, conducting a cross metathesis reaction, an asymmetric conjugate addition reaction and an oxidation reaction on starting materials including an allyl aromatic compound and crotonaldehyde by a continuous reaction one-pot method to synthesize an N-Boc-3-aryl methyl-5-oxo isoxazole intermediate; or conducting an asymmetric conjugate addition reaction and an oxidation reaction on a starting material (E)-4-aryl-2-crotonaldehyde by a continuous reaction one-pot method to synthesize an N-Boc-3-aryl methyl-5-oxo isoxazole intermediate; and 2, subjecting (3R)-N-Boc-3-aryl methyl-5-oxo isoxazole intermediate by high-pressure hydrogenation to directly prepare the chiral N-Boc-3-amino-4-aryl-butyric acid. The synthesis method provided by the invention has the advantages of simple operation, mild reaction conditions, target product yield reaching 60-69%, and ee value of the target product reaching as high as 96%. The synthetic route has industrialization prospect.