51871-62-6

Basic information

• Product Name: (S)-3-(Boc-amino)-4-phenylbutyric acid
• Synonyms: N-beta-(t-Butyloxycarbonyl)-L-Homophenylalanine;(.BETA.S)-.BETA.-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-BENZENEBUTANOIC ACID;Boc-b-HoPhe-OH;(S)-3-(Boc-amino)-4-phenylbutyric acid, Boc-L-β-homophenylalanine;Benzenebutanoic acid, b-[[(1,1-diMethylethoxy)carbonyl]aMino]-,(;(S)-3-(tert-butoxycarbonylaMino)-4-phenylbutanoic acid;(S)-3-(BOC-AMino)-4-phenylbutanoic acid;-Homophe-OH
• CAS NO: 51871-62-6
• Molecular Formula: C₁₅H₂₁NO₄
• Molecular Weight: 279.33
• Product Categories: Amino Acid Derivatives;Benzotriazoles ,Triazoles;β-Homo Amino Acids;Beta amino acids
• Mol File: 51871-62-6.mol
• Article Data: 26

Chemical Properties

• Melting Point: 101-107 °C
• Boiling Point: 444.8°Cat760mmHg
• Flash Point: 222.8°C
• Appearance: /
• Density: 1.139
• Storage Temp.: Store at?0-5°C
• Solubility: soluble in Methanol
• PKA: 4.43±0.10(Predicted)
• BRN: 3060457
• CAS DataBase Reference: (S)-3-(Boc-amino)-4-phenylbutyric acid(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-(Boc-amino)-4-phenylbutyric acid(51871-62-6)
• EPA Substance Registry System: (S)-3-(Boc-amino)-4-phenylbutyric acid(51871-62-6)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 51871-62-6(Hazardous Substances Data)

Usage

Chemical Properties

White to off-white powder

Upstream product

• 1050443-38-3 tert-butyl (2S)-4,4,4-trichloro-3-hydroxy-1-phenylbutan-2-yl carbamate 
• 126301-19-7 (2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropyl methanesulfonate 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 66605-57-0 (S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol 
• 3182-95-4 L-Phenylalaninol 
• 24424-99-5 di-tert-butyl dicarbonate 
• 312311-58-3 (S)-3-tert-butoxycarbonylamino-4-phenylbutanamide 
• 172695-25-9 (S)-3-<(tert-butoxycarbonyl)amino>-4-phenylbutanenitrile 
• 67729-36-6 Boc-Phe-O-COO-isoBu 
• 374783-66-1 allyl (S)-3-[p-nitrobenzenesulfonyl]amino-4-phenylbutanoate 
• 374783-60-5 allyl (S)-3-amino-4-phenylbutanoate 
• 312311-67-4 (S)-3-(p-nitrobenzenesulfonyl)amino-4-phenylbutanoic acid 
• 374783-82-1 (S)-3-[p-nitrobenzenesulfonyl]amino-4-phenylbutanenitrile 
• 219738-95-1 (S)-N-(p-nitrobenzenesulfonyl)-2-benzylaziridine 

Downstream Products

• 60398-42-7 methyl (3S)-3-{[(tert-butoxy)carbonyl]amino}-4-phenylbutanoate 
• 289910-62-9 Boc-βhPhe-Pro-OMe 
• 288623-07-4 N-carboxy-(S)-3-amino-4-phenylbutyric acid anhydride 
• 267007-62-5 (3S)-3-{[(tert-butoxy)carbonyl](methyl)amino}-4-phenylbutanoic acid 
• 223595-66-2 methyl N-tert-butoxycarbonyl-(S)-β³-homophenylalanyl-N-allyl-(S)-β³-homophenylalaninate 
• 138165-77-2 (S)-3-amino-4-phenylbutanoic acid hydrochloride 
• 114645-20-4 (S)-3-amino-4-phenylbutanoic acid trifluoroacetate 
• 130944-47-7 3-[(tert-butoxycarbonyl)amino]-4-phenylbutanaldehyde 
• 115364-92-6 (S)-N-tert-butyloxycarbonyl-3-amino-4-phenyl-N'-(benzyloxy)butanamide 
• 1616684-69-5 tert-butyl (S)-4-(4-methylpiperazin-1-yl)-4-oxo-1-phenylbutan-2-ylcarbamate 
• 1169870-25-0 C₂₇H₃₇N₃O₆S 
• 1169870-26-1 C₂₅H₃₅N₃O₅S 

Relevant articles and documents

Synthesis of enantiomerically pure δ-benzylproline derivatives

The (2S,5R) stereoisomer of 5-benzylproline, i.e. the l-proline analogue that bears a δ-benzyl substituent cis to the carbonyl function, has been prepared in enantiomerically pure form and excellent global yield. The procedure involves the construction of

Protein-protein interface mimicry by an oxazoline piperidine-2,4-dione

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Antiplasmodial activity of new 4-aminoquinoline derivatives against chloroquine resistant strain

Emergence and spread of multidrug resistant strains of Plasmodium falciparum has severely limited the antimalarial chemotherapeutic options. In order to overcome the obstacle, a set of new side-chain modified 4-aminoquinolines were synthesized and screened against chloroquine-sensitive (3D7) and chloroquine-resistant (K1) strains of P. falciparum. The key feature of the designed molecules is the use of methylpiperazine linked α, β3- and γ-amino acids to generate novel side chain modified 4-aminoquinoline analogues. Among the evaluated compounds, 20c and 30 were found more potent than CQ against K1 and displayed a four-fold and a three-fold higher activity respectively, with a good selectivity index (SI = 5846 and 11,350). All synthesized compounds had resistance index between 1.06 and >14.13 as against 47.2 for chloroquine. Biophysical studies suggested that this series of compounds act on heme polymerization target.