163893-32-1

Basic information

• Product Name: (4S,5R)-2-Oxo-5-phenyl-2λ⁴-[1,3,2]dioxathiolane-4-carboxylic acid ethyl ester
• Synonyms: (4S,5R)-2-Oxo-5-phenyl-2λ⁴-[1,3,2]dioxathiolane-4-carboxylic acid ethyl ester
• CAS NO: 163893-32-1
• Molecular Weight: 256.279
• Mol File: 163893-32-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (4S,5R)-2-Oxo-5-phenyl-2λ⁴-[1,3,2]dioxathiolane-4-carboxylic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (4S,5R)-2-Oxo-5-phenyl-2λ⁴-[1,3,2]dioxathiolane-4-carboxylic acid ethyl ester(163893-32-1)
• EPA Substance Registry System: (4S,5R)-2-Oxo-5-phenyl-2λ⁴-[1,3,2]dioxathiolane-4-carboxylic acid ethyl ester(163893-32-1)

Safety Data

• Hazardous Substances Data: 163893-32-1(Hazardous Substances Data)

Upstream product

• 108741-12-4 ethyl (2S,3R)-2,3-dihydroxy-3-phenylpropanoate 
• 4192-77-2 ethyl cinnamate 

Downstream Products

• 163893-33-2 ethyl (2R,3S)-3-azido-2-benzoyloxy-3-phenylpropionate 
• 153433-80-8 ethyl (2R,3S)-3-benzoylamino-2-hydroxy-3-phenylpropanoate 
• 153433-82-0 anti-(2S,3S)-(-)-N-benzoyl-3-phenylisoserine ethyl ester 
• 757232-69-2 (2R,3R)-ethyl 2-bromo-3-hydroxy-3-phenylpropanoate 
• 115794-66-6 trans-methyl 3-phenylglycidate 
• 163960-83-6 (4S,5R)-2,2-Dioxo-5-phenyl-2λ⁶-[1,3,2]dioxathiolane-4-carboxylic acid ethyl ester 
• 129939-61-3 (2S,3S)-3-Azido-2-hydroxy-3-phenyl ethyl propanoate 

Relevant articles and documents

Efficient synthesis of chiral α,β-epoxyesters via a cyclic sulfate intermediate

An efficient synthesis of chiral α,β-epoxyester 1 from chiral 2,3- dihydroxyester 2 has been developed. Ester 2 is converted to the corresponding cyclic surfate 3, which is opened with either LiBr in THF or Bu4NBr in acetone at rt to furnish 2-bromo-3-hydroxyester 4. Treatment of 4 with K2CO3 in methanol at low temperature gives α,β-epoxyester 1 in excellent overall yield and in the same ee as in the starting diol.