700800-36-8

Upstream product

• 151133-04-9 tert-butyl (2S,3S)-3-amino-2-methyl-3-phenylpropanoate 
• 151214-60-7 tert-butyl (2S,3S,αR)-3-(N-benzyl-N-α-methylbenzylamino)-2-methyl-3-phenylpropionate 
• 151133-00-5 tert-butyl (3S,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-3-phenylpropanoate 
• 98831-01-7 (2E)-tert-butyl 2-methyl-3-phenylprop-2-enoate 
• 14990-09-1 tert-butyl cinnamate 
• 103-49-1 dibenzylamine 
• 235084-90-9 (4R,5S)-3-[(2S,3S)-3-(N-benzoyloxy-N-benzylamino)-2-methyl-3-phenylpropionyl]-4-methyl-5-phenyl-2-oxazolidinone 
• 77681-22-2 (Z)-N-benzylidenebenzylamine N-oxide 
• 605683-32-7 (2S,3S)-2-methyl-3-(4-methoxyphenylamino)-3-phenylpropan-1-ol 

Relevant academic research and scientific papers

PROCESS FOR THE DEPROTECTION OF PROTECTED AMINES

The present invention relates to a process for the deprotection of protected amine compounds, wherein the protected amine compound is contacted with an electrophilic oxidating agent that is optionally formed in situ, said electrophilic oxidating agent bei

PROCESS FOR THE DEPROTECTION OF PROTECTED AMINES

The present invention relates to a process for the deprotection of protected amine compounds, wherein the protected amine compound is contacted with an electrophilic oxidating agent that is optionally formed in situ, said electrophilic oxidating agent being selected from the group of I2, Br2, Cl2 and compounds comprising a halogen atom having a formal oxidation state of 1+, 3+, 5+ or 7+, provided that the electrophilic oxidating agent is not iodobenzene diacetate. The process can be conveniently employed in the synthesis of 1 ,3-amino alcohols, β-amino acids and heterocyclic compounds, in particular β-amino acids.

Asymmetric synthesis of β-amino acids by addition of chiral enolates to N-Acyloxyiminium ions and application for synthesis of optically active 5-substituted 8-methylindolizidines

(Equation Presented) N-Acyloxyiminium species generated from nitrones with acyl halides are highly reactive and can undergo reaction with soft nucleophiles such as enolates. Optically active β-amino acid derivatives can be prepared using chiral enolates bearing chiral auxiliary. The usefulness of the present method is demonstrated by the enantioselective synthesis of (5R,8R,8aS)-5-cyano-8-methylindolizidine ((-)-7), which is a common key intermediate for 5-substituted 8-methylindolizidines.

Asymmetric Syntheses of β-Phenylalanine, α-Methyl-β-phenylalanines and Derivatives

A strategy of highly stereoselective conjugate additions of lithium (R)-(α-methylbenzyl)benzylamide to tert-butyl cinnamate and its 2-methyl derivative combined with appropriate tandem or sequential electrophilic quenches allows the asymmetric syntheses of β-phenylalanyl (95percent enantiomeric excess) and homochiral (2R,3S)- and (2S,3S)-α-methyl-β-phenylalanine and the corresponding β-lactams (3R,4S)- and (3S,4S)-3-methyl-4-phenylazetidinones.