27038-09-1

Basic information

• Product Name: (2S)-2-amino-4-phenyl-1-butanol
• Synonyms: (2S)-2-amino-4-phenyl-1-butanol
• CAS NO: 27038-09-1
• Molecular Weight: 165.235
• Mol File: 27038-09-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (2S)-2-amino-4-phenyl-1-butanol(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-2-amino-4-phenyl-1-butanol(27038-09-1)
• EPA Substance Registry System: (2S)-2-amino-4-phenyl-1-butanol(27038-09-1)

Safety Data

• Hazardous Substances Data: 27038-09-1(Hazardous Substances Data)

Upstream product

• 46460-23-5 ethyl 2-amino-4-phenyl-(2S)-butyrate 
• 103-63-9 1-phenyl-2-bromoethane 
• 312521-45-2 (4S)-4-[(E)-2-phenylethenyl]-1,3-oxazolidin-2-one 
• 60425-49-2 (+)-α-amino-4-phenylbutyric acid methyl ester hydrochloride 
• 105382-09-0 L-(+)-homophenylalanine hydrochloride 
• 80887-22-5 2-Acetylamino-2-phenethyl-malonic acid monoethyl ester 
• 141289-30-7 N-acetyl-DL-homophenylalanine ethyl ester 
• 96613-91-1 (R)-2-Acetamido-4-phenylbutansaeure 
• 5463-92-3 2-acetylamino-2-phenylethylmalonic acid diethyl ester 

Downstream Products

• 1043922-42-4 (S)-4-(2-benzyl)-4,5-dihydrooxazol-2-ylamine 
• 1367367-64-3 (3S,7aR)-3-phenethyltetrahydropyrrolo[2,1-b]oxazol-5(6H)-one 
• 1367367-66-5 C₁₈H₂₃NO₂ 
• 1367367-63-2 (S)-1-(1-hydroxy-4-phenylbutan-2-yl)pyrrolidine-2,5-dione 
• 1260955-39-2 (S)-2-azido-4-phenylbutan-1-ol 
• 611210-31-2 (2S)-N-[(1S)-1-(1,3-dioxolan-2-yl)-3-phenylpropyl]-2-hydroxy-4-methylpentanamide 
• 611210-35-6 (2S)-N-[(1S)-1-(1,3-dioxolan-2-yl)-3-phenylpropyl]-2-hydroxy-3-methylbutanamide 
• 611210-18-5 (1S)-1-(1,3-dioxolan-2-yl)-3-phenylpropan-1-amine 
• 944836-30-0 (S)-2-(2-bromophenyl)-4-phenethyl-4,5-dihydrooxazole 
• 611209-87-1 N-(benzyloxycarbonyl)-homo-L-phenylalaninol 

Relevant articles and documents

Catalytic Hydrogenation of Chiral α-Amino and α-Hydroxy Esters at Room Temperature with Nishimura Catalyst without Racemization

The hydrogenation of carboxylic acid derivatives at room temperature was investigated. With a mixed Rh/Pt oxide (Nishimura catalyst), low to medium activity was observed for various α-amino and α-hydroxy esters. At 100 bar hydrogen pressure and 10% catalysts loading, high yields of the desired amino alcohols and diols were obtained without racemization. The most suitable α-substituents were NH2, NHR, and OH, whereas β-NH2 were less effective. Usually, aromatic rings were also hydrogenated, but with the free bases of amino acids as substrates, some selectivity was observed. No reaction was found for α-NR2, α-OR, and unfunctionalized esters; acids and amides were also not reduced under these conditions. A working hypothesis for the mode of action of the catalyst is presented.

Novel stereoselective synthesis of functionalized oxazolidinones from chiral aziridines

Enantiomerically pure N-(R)-α-methylbenzyl-4(R)-(chloromethyl)oxazolidinones (4R)-5a-k were synthesized in one step and high yields from various aziridine-2-methanols (S)-2a-k by intramolecular cyclization with phosgene. The α-methylbenzyl substituent on the nitrogen was easily cleaved to give both enanatiomers of 4-(chloromethyl)oxazolidinones (R)-7a and (S)-7a. (R)-7a was used for the efficient syntheses of (L)-homophenylalaninol analogues (S)-12a-j. We also applied the same methodology to prepare oxazolidinones 9a-c containing a heteroatom-substituted alkyl group at C-4 in high yields.

Aldehyde derivatives and their use as calpain inhibitors

Aldehyde derivatives with a specific calpain inhibiting activity and a platelet-aggregation inhibiting effect with formula (I) or formula (II): wherein R1 represents an aromatic hydrocarbon group, a heterocyclic group, or a group of-X-R3 in which X represents O,-S(O)m-(m = 0, 1, or 2), and R3 represents an aromatic hydrocarbon group, a heterocyclic group, or an alkyl group; Z represents R?-Y-or R?O-CH(R?)-in which Y represents a 3-to 7-membered nitrogen-containing saturated heterocyclic group, or a single cyclic saturated hydrocarbon group, R? represents an alkyl group, an alkenyl group, an alkynyl group, an acyl group, a sulfonyl group, an alkoxycarbonyl group, a carbamoyl group, or a thiocarbamoyl group, R? represents hydrogen, an alkyl group, or an aromatic hydrocarbon group, and R? represents an acyl group, a carbamoyl group, a thiocarbamoyl group, or an alkyl group; and n is an integer of 1 to 5. wherein R?, R?, R?, and R1? are defined in the specification.