6321-86-4

Upstream product

• 139167-15-0 2-(tert-butylphenylsilyloxy)acetophenone 
• 185396-27-4 N-benzoyl-α-hydroxymethylphenylglycine 
• 851165-04-3 (S,S)-tert-butanesulfinic acid [2-(tert-butyldiphenylsilyloxy)-1-cyano-1-phenylethyl]amide 
• 188909-53-7 (2R)-3-hydroxy-2-(N-benzyloxyamino)-2-phenylpropionic acid 
• 185396-29-6 (+)-N-benzoyl-α-hydroxymethylphenylglycine 
• 851165-01-0 (R,R)-tert-butanesulfinic acid [2-(tert-butyldiphenylsilyloxy)-1-cyano-1-phenylethyl]amide 
• 185396-31-0 (-)-N-benzoyl-α-hydroxymethylphenylglycine 
• 851164-99-3 (R,Z)-N-[2-(tert-butyldiphenylsiloxy)-1-phenylethylidene]-2-methylpropane-2-sulfinamide 
• 50-00-0 formaldehyd 
• 77290-52-9 N-benzyliden-2-phenylglycine ethyl ester 
• 188909-37-7 O-Benzyl-N-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-phenyl-ethyl]-hydroxylamine 
• 188909-48-0 (4R)-3-benzyloxy-4-phenyl-4-((4R)-2,2-dimethyl-1,3-dioxolan-4-yl)-1,3-oxazolidin-2-one 
• 188909-50-4 (4R)-3-benzyloxy-4-phenyl-4-methoxycarbonyl-1,3-oxazolidin-2-one 
• 211188-24-8 (4R)-3-benzyloxy-4-phenyl-4-((1R)-1,2-dihydroxyethyl)-1,3-oxazolidin-2-one 

Relevant academic research and scientific papers

Diastereoselective synthesis of (S)- and (R)-α-phenylserine by a sulfinimine-mediated strecker reaction

A straightforward and efficient diastereoselective synthesis of (S)- and (R)-α-phenylserine is reported. The key step involves an asymmetric Strecker reaction of a chiral N-sulfinyl ketimine, which was obtained from the commercially available 2-hydroxyace

Stereoselective synthesis of α-substituted serines from protected erythrulose oximes

The additions of organolithium reagents to the C=N bond of several chiral oxime ethers derived from erythrulose afforded protected amino polyols with high diastereoselectivity. Four of the latter compounds have been convened into the α,α-disubstituted α-amino acids (R)-2-(-)-methylserine, (S)-2-(+)-methylserine, (R)-(+)-2-phenylserine and (R)-(-)-2-n-butylserine.

Diastereoselective additions of organolithium reagents to the C=N bond of protected erythrulose oxime ethers. Synthesis of enantiopure α,α-disubstituted α-aminoacids

The addition of organolithium reagents to the C=N bond of several erythrulose-derived chiral (E)- and (Z)-ketoxime ethers has been shown to be highly diastereoselective for the (E)-isomers. A chelated transition state has been proposed to explain this result. The addition products were converted into the two α,α-disubstituted α-aminoacids (R)-2-(-)-methylserine and (R)-(+)-2-phenylserine.

α-Hydroxymethylphenylglycine and α-hydroxymethylphenylalanine: Synthesis, resolution, and absolute configuration

Racemic α-hydroxymethylphenylglycine and α-hydroxymethylphenylalanine have been synthesized by selective hydroxymethylation of oxazolones derived from phenylglycine and phenylalanine, and resolved into enantiomers by fractional crystallization of their di