128677-94-1

Upstream product

• 128677-91-8 (4S)-3-(2'R,3'R)-2'-azido-3'-(phenylbutanoyl)-4-(phenylmethyl)-2-oxazolidinone 
• 128707-88-0 (4R)-3-(2'S,3'R)-2'-azido-3'-(phenylbutanoyl)-4-(phenylmethyl)-2-oxazolidinone 
• 160636-92-0 (R)-3-((2S,3R)-2-Azido-3-phenyl-butyryl)-4-phenyl-oxazolidin-2-one 
• 128677-87-2 (4S)-N-[(3S)-phenylbutanoyl]-4-phenylmethyl-1,3-oxazolidin-2-one 
• 128677-85-0 C₁₅H₂₀O₃ 
• 772-14-5 (R)-3-phenylbutyric acid 
• 197714-08-2 (2R,3R)-1-[(tert-butyldimethylsilyl)oxy]-3-phenyl-2-butanol 
• 121840-97-9 (2R,3R)-3-phenyl-butane-1,2-diol 
• 104196-23-8 (2S,3S)-2,3-epoxy-3-phenyl-1-propanol 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 128677-89-4 (R)-4-Benzyl-3-((S)-3-phenyl-butyryl)-oxazolidin-2-one 
• 143251-56-3 (R)-4-Benzyl-3-((2S,3R)-2-bromo-3-phenyl-butyryl)-oxazolidin-2-one 
• 4593-90-2 (S)-2-phenylbutanoic acid 
• 160636-91-9 (R)-3-((2R,3R)-2-Bromo-3-phenyl-butyryl)-4-phenyl-oxazolidin-2-one 

Downstream Products

• 25488-26-0 erythro-D-(2R,3R)-β-methylphenylalanine 
• 25488-27-1 threo-L-(2S,3R)-β-methylphenylalanine 
• 1377321-85-1 (2R,3R)-2-methyl-3-(((2S,3R)-2-((2E,4E)-4-methylhexa-2,4-dienamido)-3-phenylbutanoyl)oxy)butanoic acid 

Relevant academic research and scientific papers

First Total Synthesis of Jomthonic Acid A 1

A stereoselective total synthesis of jomthonic acid A is described. The key features of the synthetic strategy are a Sharpless asymmetric epoxidation, a Gilmann reagent-induced methylation, a Mitsunobu reaction, a Yamaguchi esterification, and an O -(benzotriazol-1-yl)- N, N, N ′, N ′-tetramethyluronium tetrafluoroborate (TBTU)-mediated amide coupling. Jomthonic acid A is an architecturally rare amino acid containing a β-methylphenylalanine residue and a 4-methyl-(2 E,4 E)-hexa-2,4-dienoate moiety. It shows antidiabetic and antiatherogenic activities when tested against mouse ST-13 preadiopocytes.

A new strategy for the synthesis of four individual isomers of β-methylphenylalanine

The application of an allylic strain effect in boron enolates and asymmetric Michael-like addition/electrophilic bromination reactions is reported for the asymmetric synthesis of the individual isomers of unusual constrained amino acids. For β-substituted

Exploration for Large-scale Stereoselective Synthesis of Unusual Amino Acids by using 4-Phenyoxazolidin-2-one as a New Chiral Resolution Reagent

Individual isomers of β-branched α-amino acids have been stereoselectively and asymmetrically synthesized in high yield by a new method which uses 4-phenyloxazolidin-2-one as a novel chiral resolution reagent acting simultaneously as the auxiliary.

Asymmetric synthesis of unusual amino acids: An efficient synthesis of optically pure isomers of β-methylphenylalanine

Substitution of the diastereotopic β-hydrogens of many α-amino acids provides an approach to the three dimensional topographic control of peptide structure. Asymmetric synthesis of the desired amino acids is needed to facilitate these studies. All four in

ASYMMETRIC SYNTHESIS OF UNUSUAL AMINO ACIDS: SYNTHESIS OF OPTICALLY PURE ISOMERS OF β-METHYLPHENYLALANINE

All the four individual isomers of β-methylphenylalanine have been synthesized in very high optical purities by utilizing in part the chiral imide enolate bromination methodology of Evans and co-workers.