176538-77-5

Basic information

• Product Name: 2-((4S,5S)-2-Oxo-4-phenyl-2λ⁴-[1,3,2]dioxathian-5-yl)-isoindole-1,3-dione
• Synonyms: 2-((4S,5S)-2-Oxo-4-phenyl-2λ⁴-[1,3,2]dioxathian-5-yl)-isoindole-1,3-dione
• CAS NO: 176538-77-5
• Molecular Weight: 343.36
• Mol File: 176538-77-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-((4S,5S)-2-Oxo-4-phenyl-2λ⁴-[1,3,2]dioxathian-5-yl)-isoindole-1,3-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-((4S,5S)-2-Oxo-4-phenyl-2λ⁴-[1,3,2]dioxathian-5-yl)-isoindole-1,3-dione(176538-77-5)
• EPA Substance Registry System: 2-((4S,5S)-2-Oxo-4-phenyl-2λ⁴-[1,3,2]dioxathian-5-yl)-isoindole-1,3-dione(176538-77-5)

Safety Data

• Hazardous Substances Data: 176538-77-5(Hazardous Substances Data)

Upstream product

• 85-44-9 phthalic anhydride 
• 28143-91-1 (1S,2S)-2-amino-1-phenyl-1,3-diol 
• 123537-84-8 (1S,2S)-1-phenyl-2-phthalimido-propane-1,3-diol 

Downstream Products

• 5267-64-1 (R)-2-amino-3-phenylpropanol 
• 152903-44-1 (+)-(R)-2-(1-benzyl-2-hydroxyethyl)-1H-isoindole-1,3(2H)-dione 

Relevant articles and documents

(1S,2S)-2-Amino-1-phenyl-1,3-propanediol, a spin off from chloramphenicol manufacture, as chiral synthon for (1S, 2S)-pseudoephedrine and (R)-phenylalaninol

(1S,2S)-2-Amino-1-phenyl-1,3-propanediol (3a), a discarded optically active material in one of the processes for the manufacture of chloramphenicol, has been transformed into (S,S)-pseudoephedrine (4) and (R)-phenylalaninol (5). The opposite selectivity of highly regioselective oxidative ring opening of the benzaldehyde acetal of (1S,2S)-2-phthalimido-1-phenyl-1,3-propanediol by NBS and highly regioselective ring opening of the cyclic sulphite of the same substrate by LiBr are the key steps in the transformations respectively.