| Identification | More | [Name]
(S)-N-BOC-4-Bromophenylalanine | [CAS]
62129-39-9 | [Synonyms]
BOC-4'-BROMO-L-PHE
BOC-4-BROMO-L-PHENYLALANINE
BOC-L-4-BROMOPHE
BOC-L-4-BROMOPHENYLALANINE
BOC-L-4-BROMOPHENYLALNINE
BOC-L-PHE(4-BR)-OH
BOC-P-BROMO-L-PHE-OH
BOC-P-BROMO-PHENYLALANINE
BOC-P-BROMO-PHE-OH
BOC-PHE(4-BR)-OH
BOC-PHE(P-BR)-OH
BOC-(S)-2-AMINO-3-(4'-BROMOPHENYL)PROPANOIC ACID
N-ALPHA-T-BUTOXYCARBONYL-L-4-BROMO-L-PHENYLALANINE
N-ALPHA-TERT-BUTYLOXYCARBONYL-4-BROMO-L-PHENYLALANINE
N-TERT-BUTOXYCARBONYL-4-BROMOPHENYL-L-ALANINE
RARECHEM BK PT 0044
(S)-3-(4-BROMO-PHENYL)-2-TERT-BUTOXYCARBONYLAMINO-PROPIONIC ACID
(S)-N-BOC-4-BROMOPHENYLALANINE
BOC-L-4-BROMOPHENYLALANINE 98%
N-tert-Butoxycarbonyl-L-Bromo Phenylalanine | [EINECS(EC#)]
1592732-453-0 | [Molecular Formula]
C14H18BrNO4 | [MDL Number]
MFCD00237571 | [Molecular Weight]
344.2 | [MOL File]
62129-39-9.mol |
| Chemical Properties | Back Directory | [Appearance]
off-white powder | [Melting point ]
118 °C | [Boiling point ]
475.3±40.0 °C(Predicted) | [density ]
1.5311 (rough estimate) | [refractive index ]
1.6500 (estimate) | [storage temp. ]
Store at RT. | [solubility ]
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | [form ]
Powder | [pka]
3.83±0.10(Predicted) | [color ]
Off-white to light brown | [Optical Rotation]
14.001°(C=0.0025g/mL, MEOH, 20°C, 589nm) | [Water Solubility ]
Slightly soluble in water. | [InChI]
InChI=1S/C14H18BrNO4/c1-14(2,3)20-13(19)16-11(12(17)18)8-9-4-6-10(15)7-5-9/h4-7,11H,8H2,1-3H3,(H,16,19)(H,17,18)/t11-/m0/s1 | [InChIKey]
ULNOXUAEIPUJMK-NSHDSACASA-N | [SMILES]
C(O)(=O)[C@H](CC1=CC=C(Br)C=C1)NC(OC(C)(C)C)=O | [CAS DataBase Reference]
62129-39-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Safety Statements ]
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3 | [HazardClass ]
IRRITANT | [HS Code ]
29223900 |
| Hazard Information | Back Directory | [Chemical Properties]
off-white powder | [Uses]
N-Boc-4-bromo-L-phenylalanine is used as pharmaceutical intermediate. | [reaction suitability]
reaction type: Boc solid-phase peptide synthesis | [Synthesis]
General procedure for the synthesis of (S)-3-(4-bromophenyl)-2-((tert-butoxycarbonyl)amino)propionic acid from di-tert-butyl dicarbonate and L-4-bromophenylalanine: To a mixed solution of (S)-2-amino-3-(4-bromophenyl)propionic acid (7.3 g, 30.0 mmol) in methanol (50 mL) and water (50 mL) was slowly added di-tert-butyl dicarbonate ( 6.9 g, 31.5 mmol). The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the solvent was removed by rotary evaporator. The residue was adjusted to pH=5 with dilute hydrochloric acid and then extracted with ethyl acetate (10 mL x 3). The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated to afford (S)-3-(4-bromophenyl)-2-((tert-butoxycarbonyl)amino)propionic acid in white solid form (10.0 g, 96.9% yield), which could be used in the subsequent reaction without further purification. | [References]
[1] Patent: WO2015/32943, 2015, A1. Location in patent: Page/Page column 26
[2] Patent: WO2012/119941, 2012, A1. Location in patent: Page/Page column 112
[3] ACS Catalysis, 2015, vol. 5, # 9, p. 5410 - 5413 |
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