116735-70-7

Upstream product

• 100-39-0 benzyl bromide 
• 54783-72-1 ethyl (S)-2-(benzyloxy)propionate 
• 81445-44-5 (S)-2-(benzyloxy)propanal 
• 104-94-9 4-methoxy-aniline 

Downstream Products

• 146860-89-1 (3S,4R)-3-Benzyloxy-4-((S)-1-benzyloxy-ethyl)-1-(4-methoxy-phenyl)-azetidin-2-one 
• 146860-96-0 (2S,3R,4S)-3-Benzoylamino-2,4-bis-benzyloxy-pentanoic acid methyl ester 
• 146860-99-3 (2S,3R,4S)-2,4-Bis-benzyloxy-3-isocyano-pentanoic acid methyl ester 
• 146860-95-9 (2S,3R,4S)-2,4-Bis-benzyloxy-3-formylamino-pentanoic acid methyl ester 
• 146860-93-7 (2S,3R,4S)-3-Amino-2,4-bis-benzyloxy-pentanoic acid methyl ester 
• 146861-00-9 (2S,4S)-2,4-Bis-benzyloxy-pentanoic acid methyl ester 
• 146860-91-5 (3S,4R)-3-Benzyloxy-4-((S)-1-benzyloxy-ethyl)-azetidin-2-one 

Relevant academic research and scientific papers

Synergistic substrate and catalyst effects in the addition of trimethylsilyl cyanide to imines derived from lactic acid

Trimethylsilylcyanide was added to various imines derived from (2S)-ethyl lactate in the presence of Lewis acids to provide both syn- and anti- β-hydroxy-α-aminonitrile stereoisomers. Syn-products were found to be the major in most instances, however, ant

Decarboxylative Mannich reactions

p-Methoxyphenylimines obtained from enolizable aldehydes react in the absence of catalysts at room temperature with β-keto carboxylic acids through a decarboxylative Mannich reaction. The Mannich products were obtained with a high degree of anti selectivity. By use of chiral oxygen-containing aldehydes, operationally simple access to aminohydroxylated polyketide substructures is possible. The results of catalyst-free, decarboxylative Mannich reactions of enolizable imines are described. When the reaction is performed with imines obtained from chiral aldehydes, access to optically pure Mannich products is possible. Copyright

Synthesis of β-lactams by condensation of titanium enolates of 2-pyridylthioesters with imines. Influence of the imine structure on the trans/cis stereoselectivity

The condensation of the titanium enolates of C-2 alkyl substituted 2-pyridylthioesters with imines affords β-lactams in trans/cis ratios that largely depend on the structure of the C-imine residue. Bulky and non-chelating heteroatom-containing groups lead to the formation of trans β-lactams, while sterically non-requiring or chelating groups favour the formation of the cis-products. On the basis of NMR evidences a rationale is proposed to account for the observed stereoselectivity.

A New Entry to 1,3-Polyols, 2-Amino 1,3-Polyols, and β-(1-Hydroxyalkyl)isoserines Using Azetidinone Frameworks as Chiral Templates via Iterative Asymmetric Cycloaddition Reactions

A new entry to polyfunctional compounds based on an iterative asymmetric cycloaddition reaction of ketenes to O-protected α-hydroxy aldehyde derived imines is described for the first time.