Boc-4-bromo-D-phenylalanine

Base Information

• Chemical Name: Boc-4-bromo-D-phenylalanine
• CAS No.: 79561-82-3
• Molecular Formula: C₁₄H₁₈BrNO₄
• Molecular Weight: 344.205
• Hs Code.: 2924297099
• European Community (EC) Number: 810-153-2
• DSSTox Substance ID: DTXSID60427239
• Nikkaji Number: J3.457.618A
• Wikidata: Q72448748
• Mol file: 79561-82-3.mol

Synonyms:79561-82-3;Boc-4-bromo-D-phenylalanine;Boc-D-4-Bromophenylalanine;Boc-D-phe(4-Br)-OH;(R)-3-(4-Bromophenyl)-2-((tert-butoxycarbonyl)amino)propanoic acid;BOC-D-4-BR-PHE-OH;N-Boc-4-bromo-D-phenylalanine;(2R)-3-(4-bromophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic Acid;D-Phenylalanine, 4-bromo-N-[(1,1-dimethylethoxy)carbonyl]-;4-bromo-N-(tert-butoxycarbonyl)-D-phenylalanine;BOC-P-BROMO-D-PHE-OH;MFCD00270359;BOC-4'-BROMO-D-PHE;SCHEMBL763600;DTXSID60427239;ULNOXUAEIPUJMK-LLVKDONJSA-N;(2R)-3-(4-bromophenyl)-2-{[(tert-butoxy)carbonyl]amino}propanoic acid;AKOS016842794;AC-9637;AM82718;CS-W002588;HY-W002588;AS-14658;PD196408;B3945;N-tert-Butoxycarbonyl-D-4-Bromo Phenylalanine;EN300-331797;Boc-D-Phe(4-Br)-OH, >=98.0% (HPLC);N-(tert-Butoxycarbonyl)-4-bromo-D-phenylalanine;J-300378;Q-101617;(R)-3-(4-BROMOPHENYL)-2-(BOC-AMINO)PROPANOIC ACID;(R)-3-(4-Bromophenyl)-2-t-butoxycarbonylaminopropionic Acid;(R)-3-(4-Bromophenyl)-2-(tert-butyloxycarbonylamino)propionic acid;(R)-3-(4-BROMO-PHENYL)-2-TERT-BUTOXYCARBONYLAMINO-PROPIONIC ACID;(R)-3-(4-BROMOPHENYL)-2-(TERT-BUTOXYCARBONYLAMINO)PROPANOIC ACID

Chemical Property of Boc-4-bromo-D-phenylalanine

Chemical Property:

• Appearance/Colour: off-white crystalline powder
• Vapor Pressure: 7.71E-10mmHg at 25°C
• Melting Point: 112.5oC
• Refractive Index: 1.6500 (estimate)
• Boiling Point: 475.3 °C at 760 mmHg
• PKA: 3.83±0.10(Predicted)
• Flash Point: 241.2 °C
• PSA: 75.63000
• Density: 1.405 g/cm3
• LogP: 3.36040
• Storage Temp.: Store at RT.
• Solubility.: soluble in Methanol
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 343.04192
• Heavy Atom Count: 20
• Complexity: 346

Purity/Quality:

99% ^*data from raw suppliers

Boc-D-Phe(4-Br)-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CC=C(C=C1)Br)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H](CC1=CC=C(C=C1)Br)C(=O)O

Technology Process of Boc-4-bromo-D-phenylalanine

There total 11 articles about Boc-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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + (2R)-2-amino-3-(4-bromophenyl)propanoic acid (62561-74-4) → (2R)-3-(4-bromophenyl)-2-[[(tert-butoxy)carbonyl]amino]propanoic acid (79561-82-3)

Guidance literature:

(2R)-2-amino-3-(4-bromophenyl)propanoic acid; With sodium hydroxide; In water; acetonitrile; at 0 ℃; for 0.5h;

di-tert-butyl dicarbonate; In water; acetonitrile; at 0 - 23 ℃; Concentration; Temperature; Time;

Reference yield: 96.9%

di-tert-butyl dicarbonate (24424-99-5) + H-p-BrPhe-OH (24250-84-8) → 4-bromo-N-{[(1,1-dimethylethyl)oxy]carbonyl}-L-phenylalanine (62129-39-9,79561-82-3)

Guidance literature:

With potassium carbonate; In methanol; water; at 20 ℃;

Reference yield: 87.0%

di-tert-butyl dicarbonate (24424-99-5) + p-bromo-DL-phenylalanine (14091-15-7) → N-(tert-Butyloxycarbonyl)-4-bromo-DL-phenylalanine (132153-48-1,79561-82-3)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; at 20 ℃; Cooling with ice;

DOI:10.1016/j.jorganchem.2015.01.020

upstream raw materials:

di-tert-butyl dicarbonate

p-bromo-DL-phenylalanine

4-bromophenylalanine-hydrochloride

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

Downstream raw materials:

(2R)-3-(biphenyl-4-yl)-2-[(tert-butoxycarbonyl)amino]propanoic acid

Boc-Bip(4-Ph)-OH

[(S)-1-(4-bromobenzyl)-2-(2,2-dimethyl-4,6-dioxo-[1,3]dioxan-5-yl)ethyl]carbamic acid t-butyl ester