131202-40-9

Upstream product

• 951024-70-7 (E)-2-hydroxymethyl-3-phenyl-2-propenal 
• 120696-98-2 2-hydroxymethyl-3t-phenyl-acrylonitrile 
• 124957-42-2 Methyl (2E)-2-(acetoxymethyl)-3-phenylprop-2-enoate 
• 159763-37-8 (Z)-2-benzylidene-3-acetoxypropionate methyl ester 

Downstream Products

• 6811-98-9 (RS)-2-hydroxymethyl-3-phenylpropionic acid 
• 123802-80-2 (R)-2-hydroxymethyl-3-phenylpropionic acid 
• 131202-41-0 (E)-3-Phenylmethylene-2-oxetanone 

Relevant academic research and scientific papers

Synthesis of chiral α-benzyl-β2-hydroxy carboxylic acids through iridium-catalyzed asymmetric hydrogenation of α- oxymethylcinnamic acids

An asymmetric hydrogenation of α-oxymethylcinnamic acids was developed by using chiral spiro phosphine-oxazoline/iridium complexes as catalysts to prepare β2-hydroxycarboxylic acids with high reactivity (TON up to 2000) and excellent enantioselectivity (up to 99.5% ee). By using this highly efficient asymmetric hydrogenation as a key step, a concise total synthesis of natural product homoisoflavone (S)-(+)-4 was accomplished. An asymmetric hydrogenation of α-oxymethylcinnamic acids was developed to prepare β2-hydroxycarboxylic acids with high reactivity (TON up to 2000) and excellent enantioselectivity (up to 99.5% ee), which was applied to a concise total synthesis of a natural product homoisoflavone. Copyright

Method for producing optically active phenylpropionic acid derivative

Optically active N-(S-2-acetylthiomethyl-1-oxo-3-phenylpropyl)-glycine benzyl ester useful as an enkephalin inhibitory agent or ACE inhibitory agent can be produced at low cost in an industrial manner, by a method comprising subjecting optically active 2-hydroxymethyl-3-phenylpropionic acid and glycine benzyl ester to condensation to subsequently convert the hydroxyl group into an elimination group, and substituting the elimination group with an acetylthio group.

Synthesis and Structure of (E)-3-Phenylmethylene-2-oxetanone: Comments on the Stability of Methylene β-Lactones

A route to stereospecifically (E)-substituted methylene-2-oxetanones is exemplified by the preparation of the phenyl derivative 4, whose structure has been confirmed by a single crystal X-ray structure determination.The relative stability of the parent compound, 3-methylene-2-oxetanone (5) has been compared with that of the well-known 4-methylene-2-oxetanone (6) (ketene dimer), by use of calculations involving Gaussian 82 programs.