Boc-4-bromo-DL-phenylalanine

Base Information

• Chemical Name: Boc-4-bromo-DL-phenylalanine
• CAS No.: 132153-48-1
• Molecular Formula: C14H18BrNO4
• Molecular Weight: 344.205
• European Community (EC) Number: 899-270-8
• Mol file: 132153-48-1.mol

Synonyms:132153-48-1;boc-4-bromo-dl-phenylalanine;Boc-DL-Phe(4-Br)-OH;(s)-n-boc-4-bromophenylalanine;4-Bromo-N-Boc-DL-phenylalanine;3-(4-bromophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid;DL-Phenylalanine, 4-broMo-N-[(1,1-diMethylethoxy)carbonyl]-;3-(4-BROMOPHENYL)-2-((TERT-BUTOXYCARBONYL)AMINO)PROPANOIC ACID;3-(4-bromophenyl)-2-{[(tert-butoxy)carbonyl]amino}propanoic acid;BOC-P-BROMO-D-PHE-OH;MFCD00270359;SCHEMBL26270;2-ETHOXYBENZOICANHYDRIDE;BCP28526;MFCD02682256;AKOS013465834;AB05427;AB05559;AC-29682;LS-14308;SY027825;SY032454;A9915;CS-0444461;FT-0640807;FT-0641727;FT-0697554;F52091;EN300-1177866;F2147-6554;3-(4-Bromophenyl)-2-((t-butoxycarbonyl)amino)propanoic acid (Boc-DL-Phe(4-Br)-OH)

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

Chemical Property:

• Boiling Point: 475.3±40.0 °C(Predicted)
• PKA: 3.83±0.10(Predicted)
• PSA: 79.12000
• Density: 1.405
• LogP: 3.17390
• Storage Temp.: 2-8°C
• 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-4-Bromo-DL-phenylalanine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CC=C(C=C1)Br)C(=O)O
• Uses: 4-Bromo-N-Boc-DL-phenylalanine is used as an analyte in reversed-phase HPLC using hydroxypropyl derivatized cyclodextrin stationary phase in a study that looks at the importance of enantiomeric purity in peptide synthesis.

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

There total 3 articles about Boc-4-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: 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

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + 4-bromophenylalanine-hydrochloride (108540-72-3,122839-59-2,122852-33-9) → N-(tert-Butyloxycarbonyl)-4-bromo-DL-phenylalanine (132153-48-1,79561-82-3)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; at 20 ℃;

Reference yield:

→ N-(tert-Butyloxycarbonyl)-4-bromo-DL-phenylalanine (132153-48-1,79561-82-3)

Guidance literature:

4-Bromphenylalanin;

upstream raw materials:

di-tert-butyl dicarbonate

p-bromo-DL-phenylalanine

4-bromophenylalanine-hydrochloride

Downstream raw materials:

(R)-tert-butyl 3-(4-bromophenyl)-1-(methoxy(methyl)amino)-1-oxopropan-2-ylcarbamate

C₂₀H₃₀BNO₆

N-(tert-Butyloxycarbonyl)-4-(diethoxyphosphono)-DL-phenylalanine methyl ester

4-Phosphono-DL-phenylalanine

Refernces

• 1、 Schulz, Ji?í,Císa?ová, Ivana,?těpni?ka, Petr. "Synthesis of an amidosulfonate-tagged biphenyl phosphine and its application in the Suzuki-Miyaura reaction affording biphenyl-substituted amino acids in water". . p. 65 - 72. Retrieved 2015/03/04.
• 2、 -. "NOVEL BIAROMATIC COMPOUNDS WHICH ACTIVATE PPARγ TYPE RECEPTORS, AND USE THEREOF IN COSMETIC OR PHARMACEUTICAL COMPOSITIONS". Page 69. . Retrieved 2008/06/13.