p-Bromo-DL-phenylalanine

Base Information

• Chemical Name: p-Bromo-DL-phenylalanine
• CAS No.: 14091-15-7
• Molecular Formula: C9H10BrNO2
• Molecular Weight: 244.088
• Hs Code.: 29224985
• European Community (EC) Number: 237-941-3
• NSC Number: 12762
• DSSTox Substance ID: DTXSID30930942
• Nikkaji Number: J1.339.761I
• Metabolomics Workbench ID: 71580
• Mol file: 14091-15-7.mol

Synonyms:4-bromophenylalanine;4-bromophenylalanine, (DL)-isomer;4-bromophenylalanine, (L)-isomer;p-Br-Phe;p-Br-phenylalanine;para-bromophenylalanine

Chemical Property of p-Bromo-DL-phenylalanine

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 4.46E-06mmHg at 25°C
• Melting Point: 262-263 °C (dec.)(lit.)
• Refractive Index: 1.608
• Boiling Point: 368.406 °C at 760 mmHg
• PKA: 2.18±0.10(Predicted)
• Flash Point: 176.606 °C
• PSA: 63.32000
• Density: 1.589 g/cm³
• LogP: 2.10380
• Storage Temp.: 0-6°C
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 242.98949
• Heavy Atom Count: 13
• Complexity: 179

Purity/Quality:

4-Bromo-DL-phenylalanine 99+% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC(C(=O)O)N)Br

Technology Process of p-Bromo-DL-phenylalanine

There total 14 articles about p-Bromo-DL-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: 86.0%

ethyl 3-(4-bromophenyl)-2-(hydroxyimino)propionate (1353886-56-2) → p-bromo-DL-phenylalanine (14091-15-7)

Guidance literature:

With sodium tetrahydroborate; water; nickel; sodium hydroxide; In methanol; at 20 - 30 ℃;

DOI:10.1039/c1ob06471a

Reference yield:

(acetylamino)[(4-bromophenyl)methyl]malonic acid → p-bromo-DL-phenylalanine (14091-15-7)

Guidance literature:

With hydrogenchloride; In water; at 85 ℃; for 2h;

Reference yield:

diethyl (acetylamino)<(4-bromophenyl)methyl>propanedioate (71078-92-7) → p-bromo-DL-phenylalanine (14091-15-7)

Guidance literature:

With hydrogenchloride; In water; at 110 ℃; Microwave irradiation;

DOI:10.1021/acs.orglett.8b02791

upstream raw materials:

2-[(4-bromophenyl)methyl]propanedioic acid

hydrogenchloride

ammonia

1-bromomethyl-4-bromobenzene

Downstream raw materials:

N-trifluoroacetyl-p-bromo-DL-phenylalanine

4-bromo-N-(methoxycarbonyl)phenylalanine

H-Phe(4-Br)-OMe hydrochloride

C₉H₁₀BrNO₅S

Refernces

• 1、 Weise, Nicholas J.,Thapa, Prasansa,Ahmed, Syed T.,Heath, Rachel S.,Parmeggiani, Fabio,Turner, Nicholas J.,Flitsch, Sabine L.. "Bi-enzymatic Conversion of Cinnamic Acids to 2-Arylethylamines". . p. 995 - 998. Retrieved 2020/01/21.
• 2、 -. "Method for synthesizing 4-bromo-D-phenylalanine". Paragraph 0018; 0022-0023; 0027. . Retrieved 2020/03/14.