CAS 128779-47-5

Boc-4-phenyl-D-Phe-OH

Description:

Boc-4-phenyl-D-Phe-OH, also known as Boc-D-phenylalanine, is a protected amino acid commonly used in peptide synthesis. The "Boc" (tert-butyloxycarbonyl) group serves as a protective group for the amino functionality, allowing for selective reactions without interfering with the amine. The presence of the 4-phenyl group on the phenylalanine side chain contributes to the molecule's hydrophobic characteristics, influencing its solubility and interaction in biological systems. This compound is typically a white to off-white solid and is soluble in organic solvents like dichloromethane and dimethyl sulfoxide, but less soluble in water. Its structure allows for the introduction of chirality, making it valuable in the synthesis of biologically active peptides and pharmaceuticals. The compound's stability under standard laboratory conditions makes it a useful intermediate in organic synthesis. Additionally, Boc-4-phenyl-D-Phe-OH can be deprotected under acidic conditions to yield the free amino acid, which can then participate in further chemical reactions or biological applications.

Formula: C₂₀H₂₃NO₄

InChI: InChI=1/C20H23NO4/c1-20(2,3)25-19(24)21-17(18(22)23)16(14-10-6-4-7-11-14)15-12-8-5-9-13-15/h4-13,16-17H,1-3H3,(H,21,24)(H,22,23)/t17-/m1/s1

SMILES: CC(C)(C)OC(=N[C@H](C(c1ccccc1)c1ccccc1)C(=O)O)O

Synonyms:

• Boc-D-4,4-Biphenylalanine
• (2S)-3-biphenyl-4-yl-2-[(tert-butoxycarbonyl)amino]propanoic acid (non-preferred name)
• (2R)-3-biphenyl-4-yl-2-[(tert-butoxycarbonyl)amino]propanoic acid (non-preferred name)
• N-(tert-butoxycarbonyl)-beta-phenyl-D-phenylalanine
• Boc-D-4-Phenylphenylalanine
• (R)-3-([1,1'-biphenyl]-4-yl)-2-((tert-butoxycarbonyl)amino)propanoic acid
• BOC-4-PHENYL-D-PHENYLALANINE
• BOC-4-BIPHENYL-D-ALA
• (R)-3-(biphenyl-4-yl)-2-(tert-butoxycarbonylamino)propanoic acid
• D-TBOC-P-BIPHENYLALANINE
• BOC-BETA-(4-BIPHENYLYL)-D-ALA-OH
• BOC-D-BPH-OH
• 4-Phenyl-D-phenylalanine, N-BOC protected
• (R)-3-BIPHENYL-4-YL-2-TERT-BUTOXYCARBONYLAMINO-PROPIONIC ACID
• BOC-(R)-2-AMINO-3-(1,1'-BIPHENY-4-YL)PROPANOIC ACID
• BOC-P-PHENYL-D-PHE-OH
• BOC-D-PHE(4-PHENYL)-OH
• BOC-D-BIP(4,4')-OH
• BOC-4-PHENYL-D-PHE-OH
• (R)-N-ALPHA-TERT-BUTYLOXYCARBONYL-BIPHENYLALANINE
• BOC-3-(4-BIPHENYLYL)-D-ALANINE
• N-ALPHA-T-BUTOXYCARBONYL-D-4,4'-BIPHENYLALANINE
• BOC-D-BIP-OH
• N-ALPHA-T-BUTOXYCARBONYL-D-(4-PHENYL)PHENYLALANINE

N-Boc-3-(4-biphenylyl)-D-alanine, 95%

CAS: 128779-47-5

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Formula: C₂₀H₂₃NO₄

Purity: 95%

Molecular weight: 341.41

Ref: 02-H63494

[1,1'-Biphenyl]-4-propanoic acid, α-[[(1,1-dimethylethoxy)carbonyl]amino]-, (αR)-

CAS: 128779-47-5

Formula: C₂₀H₂₃NO₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 341.4009

Ref: IN-DA000YDR

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

CAS: 128779-47-5

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

Purity: 99%

Molecular weight: 341.40092g/mol

Ref: 54-OR14631

Sacubitril Impurity 55

CAS: 128779-47-5

Formula: C₂₀H₂₃NO₄

Molecular weight: 341.41

Ref: 4Z-S-072070

Boc-D-4,4-Biphenylalanine

CAS: 128779-47-5

Formula: C₂₀H₂₃NO₄

Purity: 95%

Color and Shape: Solid

Molecular weight: 341.407

Ref: 10-F078501

Boc-D-4,4'-biphenylalanine

Controlled Product

CAS: 128779-47-5

Applications Boc-D-4,4'-biphenylalanine is used as a reagent in the synthesis of pyrrolopyrimidine inhibitors of Akt as antitumor agents. Boc-D-4,4'-biphenylalanine is also used in the preparation of (-)-Bestatin-based inhibitors.
References Blake, J.F., et al.: Bioorg. Med. Chem. Lett., 20, 5607 (2010); Velmourougane, G., et al.: J. Med. Chem., 54, 1655 (2011)

Formula: C₂₀H₂₃NO₄

Color and Shape: Neat

Molecular weight: 341.4

Ref: TR-B642900

Sacubitril Impurity 30

CAS: 128779-47-5

Formula: C₂₀H₂₃NO₄

Molecular weight: 341.41

Ref: ST-EA-CP-S18043