4-Bromo-D-phenylalanine

Base Information

• Chemical Name: 4-Bromo-D-phenylalanine
• CAS No.: 62561-74-4
• Molecular Formula: C9H10BrNO2
• Molecular Weight: 244.088
• Hs Code.: 2922499990
• European Community (EC) Number: 818-023-7
• Nikkaji Number: J343C
• Mol file: 62561-74-4.mol

Synonyms:4-Bromo-D-phenylalanine;62561-74-4;(r)-2-amino-3-(4-bromophenyl)propanoic acid;H-D-Phe(4-Br)-OH;D-Phenylalanine, 4-bromo-;(2R)-2-amino-3-(4-bromophenyl)propanoic acid;P-BROMO-D-PHENYLALANINE;d-4-Bromophenylalanine;4-Bromo-D-Phe-OH;D-4-Br-Phe-OH;D-4-Bromo phenylalanine;MFCD01075126;(R)-2-AMINO-3-(4-BROMO-PHENYL)-PROPIONIC ACID;2-AMINO-3-(4-BROMO-PHENYL)-PROPIONIC ACID;SCHEMBL244718;PEMUHKUIQHFMTH-MRVPVSSYSA-N;AKOS016842809;AC-5857;AM82717;AS-11800;CS-0119906;D-4-Bromophenylalanine (H-D-Phe(4-Br)-OH);(R)-2-amino-3-(4-bromophenyl)propionic acid;EN300-217283;M03236;A847886;J-300376;Q-101614

Chemical Property of 4-Bromo-D-phenylalanine

Chemical Property:

• Boiling Point: 368.4 °C at 760 mmHg
• Flash Point: 176.6 °C
• PSA: 63.32000
• Density: 1.588 g/cm³
• LogP: 2.10380
• Storage Temp.: Store at RT.
• 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:

98%, ^*data from raw suppliers

4-Bromo-D-phenylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC(C(=O)O)N)Br
• Isomeric SMILES: C1=CC(=CC=C1C[C@H](C(=O)O)N)Br

Technology Process of 4-Bromo-D-phenylalanine

There total 15 articles about 4-Bromo-D-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: 69.0%

(Z)-3-(4-bromophenyl)-2-hydroxyacrylic acid (207910-92-7) → (2R)-2-amino-3-(4-bromophenyl)propanoic acid (62561-74-4)

Guidance literature:

With D-glucose; nicotinamide adenine dinucleotide phosphate; ammonium chloride; In methanol; at 20 ℃; for 24h; pH=9; enantioselective reaction; Microbiological reaction;

DOI:10.1002/adsc.201600682

Reference yield: 38.0%

p-bromo-DL-phenylalanine (14091-15-7) → (2R)-2-amino-3-(4-bromophenyl)propanoic acid (62561-74-4)

Guidance literature:

With sodium hydroxide; oxygen; 2-amino-2-hydroxymethyl-1,3-propanediol; In water; at 30 ℃; for 5h; pH=7.3; enantioselective reaction; Resolution of racemate; Enzymatic reaction;

DOI:10.1016/j.tetlet.2008.08.111

Reference yield:

3-(4-bromophenyl)-2-carbonylpropionic acid (38712-59-3) → (2R)-2-amino-3-(4-bromophenyl)propanoic acid (62561-74-4)

Guidance literature:

With glucose dehydrogenase; D-glucose; NADP; sodium carbonate; ammonium chloride; In methanol; at 20 ℃; for 24h; pH=9; Enzymatic reaction;

DOI:10.1021/acscatal.5b01132

upstream raw materials:

(2R,5R)-5-p-bromobenzyl-2-t-butyl-1-t-butyloxycarbonyl-3-methyl-4-imidazolidinone

p-bromo-DL-phenylalanine

1-bromomethyl-4-bromobenzene

trans-4-bromocinnamic acid

Downstream raw materials:

N-(N-benzoyl-L-tryptophanyl)-para-bromo-D-phenylalanine methyl ester

(R)-methyl 2-amino-3-(4-bromophenyl)propanoate