L-2-Bromophenylalanine

Base Information

• Chemical Name: L-2-Bromophenylalanine
• CAS No.: 42538-40-9
• Molecular Formula: C9H10BrNO2
• Molecular Weight: 244.088
• Hs Code.: 2922499990
• Mol file: 42538-40-9.mol

Synonyms:2-Bromo-L-phenylalanine;o-Bromophenylalanine;H-Phe(2-Br)-OH;

Chemical Property of L-2-Bromophenylalanine

Chemical Property:

• Melting Point: 270 °C (dec.)
• Boiling Point: 363.188 °C at 760 mmHg
• PKA: 2.16±0.10(Predicted)
• Flash Point: 173.45 °C
• PSA: 63.32000
• Density: 1.589 g/cm³
• LogP: 2.10380
• Storage Temp.: Store at -15°C

Purity/Quality:

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

2-Bromo-L-phenylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of L-2-Bromophenylalanine

There total 12 articles about L-2-Bromophenylalanine 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: 82.0%

C34H30BrN3NiO3 → (S)-2-amino-3-(2-bromophenyl)propanoic acid (42538-40-9) + (S)-N-(2-benzoylphenyl)-1-benzylpyrrolidine-2-carboxamide (96293-17-3,105024-93-9,105112-33-2)

Guidance literature:

With hydrogenchloride; In methanol; at 70 ℃; for 0.75h; enantioselective reaction;

DOI:10.1021/jo501571j

Reference yield: 58.0%

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → (S)-2-amino-3-(2-bromophenyl)propanoic acid (42538-40-9) + H-p-BrPhe-OH (24250-84-8)

Guidance literature:

With bromoisocyanuric acid monosodium salt; sulfuric acid; at 0 ℃; for 2h;

DOI:10.1248/cpb.54.1715

Reference yield: 37.0%

2-amino-3-(2-bromophenyl)propanoic acid (1991-79-3) → (S)-2-amino-3-(2-bromophenyl)propanoic acid (42538-40-9)

Guidance literature:

With sodium hydroxide; oxygen; at 30 ℃; for 46h; pH=7.3; optical yield given as %ee; enantioselective reaction; aq. buffer; Enzymatic reaction;

DOI:10.1016/j.bmcl.2008.12.100

upstream raw materials:

L-phenylalanine

2-amino-3-(2-bromophenyl)propanoic acid

2-bromocinnamic acid

2-bromocinnamic acid

Downstream raw materials:

(S)-indoline-2-carboxylic acid

(S)-3-(2-bromophenyl)-2-hydroxypropionic acid

Z-L-Phe(2Br)

(S)-N-(9-phenylfluoren-9-yl)-o-bromophenylalanine

Refernces

• 1、 Parmeggiani, Fabio,Ahmed, Syed T.,Weise, Nicholas J.,Turner, Nicholas J.. "Telescopic one-pot condensation-hydroamination strategy for the synthesis of optically pure L-phenylalanines from benzaldehydes". . p. 7256 - 7262. Retrieved 2016/10/26.
• 2、 -. "Novel chiral open-chain pyridoxamine catalyst and synthesis method and application thereof". Paragraph 0175; 0176; 0177; 0178; 0201; 0202; 0203; 0204. . Retrieved 2017/01/19.