193155-55-4

Basic information

• Product Name: 1,3-Propanediol, 2-ethyl-2-phenyl-, monobenzoate, (2S)-
• CAS NO: 193155-55-4
• Molecular Formula: C18H20O3
• Molecular Weight: 284.355
• Mol File: 193155-55-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1,3-Propanediol, 2-ethyl-2-phenyl-, monobenzoate, (2S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Propanediol, 2-ethyl-2-phenyl-, monobenzoate, (2S)-(193155-55-4)
• EPA Substance Registry System: 1,3-Propanediol, 2-ethyl-2-phenyl-, monobenzoate, (2S)-(193155-55-4)

Safety Data

• Hazardous Substances Data: 193155-55-4(Hazardous Substances Data)

Upstream product

• 24765-56-8 2-ethyl-2-phenylpropane-1,3-diol 
• 98-88-4 benzoyl chloride 
• 38425-59-1 (1-ethoxy)vinyl benzoate 

Downstream Products

• 28968-38-9 (R)-2-hydroxymethyl-2-phenylbutanoic acid 

Relevant articles and documents

Lipase-catalyzed asymmetric desymmetrization of prochiral 2,2-disubstituted 1,3-propanediols using 1-ethoxyvinyl benzoate

The lipase-catalyzed asymmetric desymmetrization of the prochiral 2,2-disubstituted 1,3-propanediols was studied using various types of 1-ethoxyvinyl esters (1a-i). Although 1a-e with aliphatic acyl groups were not sufficient, use of the benzoate (1f) in combination with Candida rugosa lipases converted acyclic diols (2, 6) and cyclic diols (11-14) to the optically active compounds (3f, 7f, 15f-18f), bearing a quaternary carbon center, with moderate-to-high optical yields. These products were fairly stable against racemization under acidic conditions.

Enzyme-catalyzed asymmetrization of 2,2-disubstituted 1,3-propanediols using 1-ethoxyvinyl esters

The lipase-catalyzed asymmetrization of the prochiral 2,2-disubstituted 1,3-propanediols 1, 6, and 9 was studied using various types of 1-ethoxyvinyl esters 2. Among them, the use of the benzoate 2f provided good chemical and optical yields of the products 3, 7, and 10 bearing chiral quaternary carbon centers which are fairly stable against racemization.