CAS 33305-77-0

N-(tert-Butoxycarbonyl)-4-nitro-L-phenylalanine

Description:

N-(tert-Butoxycarbonyl)-4-nitro-L-phenylalanine, commonly referred to as Boc-4-nitro-L-phenylalanine, is an amino acid derivative characterized by the presence of a tert-butoxycarbonyl (Boc) protecting group on the amino group and a nitro group at the para position of the phenyl ring. This compound is typically used in peptide synthesis as a protected form of the amino acid L-phenylalanine, allowing for selective reactions without interfering with the amino group. The Boc group is stable under basic conditions but can be easily removed under acidic conditions, making it a valuable tool in organic synthesis. The nitro group contributes to the compound's polarity and can influence its reactivity and solubility in various solvents. Additionally, the presence of the phenyl ring provides aromatic characteristics, which can affect the compound's interactions in biological systems. Overall, Boc-4-nitro-L-phenylalanine serves as an important intermediate in the synthesis of peptides and other bioactive molecules.

Formula: C₁₄H₁₈N₂O₆

InChI: InChI=1S/C14H18N2O6/c1-14(2,3)22-13(19)15-11(12(17)18)8-9-4-6-10(7-5-9)16(20)21/h4-7,11H,8H2,1-3H3,(H,15,19)(H,17,18)/t11-/m0/s1

InChI key: InChIKey=XBQADBXCNQPHHY-NSHDSACASA-N

SMILES: C([C@H](NC(OC(C)(C)C)=O)C(O)=O)C1=CC=C(N(=O)=O)C=C1

Synonyms:

• (2S)-2-[(tert-Butoxycarbonyl)amino]-3-(4-nitrophenyl)propanoic acid
• (2S)-2-[(tert-Butoxycarbonyl)amino]-3-(4-nitrophenyl)propionic acid
• (S)-2-(tert-Butoxycarbonylamino)-3-(4-nitrophenyl)propanoic acid
• (S)-2-[(tert-Butoxycarbonyl)amino]-3-(4-nitrophenyl)propionic acid
• 2-(S)-[(tert-Butoxycarbonyl)amino]-3-(4-nitrophenyl)propionic acid
• <span class="text-smallcaps">L</span>-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-4-nitro-
• Alanine, N-carboxy-3-(p-nitrophenyl)-, N-tert-butyl ester, <span class="text-smallcaps">L</span>-
• BOC-L-4-Nitrophe
• Boc-L-4-Nitrophenylalanine
• Boc-Phe(4-NO2)-OH
• D-Phe.otBu.HCl
• N-(tert-Butoxycarbonyl)-4-nitro-<span class="text-smallcaps">L</span>-phenylalanine
• N-(tert-Butyloxycarbonyl)-p-nitro-<span class="text-smallcaps">L</span>-phenylalanine
• N-Boc-p-nitro-<span class="text-smallcaps">L</span>-phenylalanine
• N-[(1,1-Dimethylethoxy)carbonyl]-4-nitro-<span class="text-smallcaps">L</span>-phenylalanine
• N-tert-Butoxycarbonyl-p-nitro-<span class="text-smallcaps">L</span>-phenylalanine
• N-tert-Butoxycarbonyl-p-nitro-L-phenylalanine
• L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-4-nitro-
• N-[(1,1-Dimethylethoxy)carbonyl]-4-nitro-L-phenylalanine
• Alanine, N-carboxy-3-(p-nitrophenyl)-, N-tert-butyl ester, L-

N-Boc-4-nitro-L-phenylalanine, 95%

CAS: 33305-77-0

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: C₁₄H₁₈N₂O₆

Purity: 95%

Molecular weight: 310.31

Ref: 02-H51986

Boc-Phe(4-NO2)-OH

CAS: 33305-77-0

Formula: C₁₄H₁₈N₂O₆

Purity: 98%

Color and Shape: Solid

Molecular weight: 310.3025

Ref: IN-DA003OI4

4-Nitro-L-phenylalanine, N-BOC protected

CAS: 33305-77-0

4-Nitro-L-phenylalanine, N-BOC protected

Formula: C₁₄H₁₈N₂O₆

Purity: 98%

Color and Shape: beige solid

Molecular weight: 310.30g/mol

Ref: 54-OR14584

Boc-Phe(4-NO2)-OH

CAS: 33305-77-0

Formula: C₁₄H₁₈N₂O₆

Molecular weight: 310.31

Ref: 7W-GM3581

N-(tert-Butoxycarbonyl)-4-nitro-L-phenylalanine

CAS: 33305-77-0

Formula: C₁₄H₁₈N₂O₆

Purity: >98.0%(T)

Color and Shape: White to Light yellow to Light orange powder to crystal

Molecular weight: 310.31

Ref: 3B-B2232

BOC-4-Nitro-L-Phenylalanine extrapure, 98%

CAS: 33305-77-0

Formula: C₁₄H₁₈N₂O₆

Purity: min. 98%

Color and Shape: Yellowish brown, Crystalline powder, Clear

Molecular weight: 310.31

Ref: SR-14910

Boc-4-Nitro-phenylalanine

CAS: 33305-77-0

M03191 - Boc-4-Nitro-phenylalanine

Formula: C₁₄H₁₈N₂O₆

Purity: 98%

Color and Shape: Solid

Molecular weight: 310.306

Ref: 10-M03191

N-Boc-p-nitro-L-phenylalanine

Controlled Product

CAS: 33305-77-0

Applications N-Boc-p-nitro-L-phenylalanine is the N-Boc protected form of p-Nitro-L-phenylalanine (N502725, Hydrate) and is a useful synthetic intermediate in the synthesis of Hydroxymelphalan (H939850); an analog of Melphalan (M216900) which is an antineoplastic.
References Ross, W.C.J., et al.: Biochem. Pharmacol., 13, 969 (1964); Donelli, M.G., et al.: J. Pharm. Pharmacol., 18, 760 (1966), Furner, R.L., et al.: Cancer Treat. Rep., 64, 559 (1980)

Formula: C₁₄H₁₈N₂O₆

Color and Shape: Neat

Molecular weight: 310.3

Ref: TR-B658040