223396-44-9

Basic information

• Product Name: meso 3,4-cis-isopropylidenedioxy-1-hydroxypyrrolidine
• Synonyms: meso 3,4-cis-isopropylidenedioxy-1-hydroxypyrrolidine
• CAS NO: 223396-44-9
• Molecular Weight: 159.185
• Mol File: 223396-44-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: meso 3,4-cis-isopropylidenedioxy-1-hydroxypyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: meso 3,4-cis-isopropylidenedioxy-1-hydroxypyrrolidine(223396-44-9)
• EPA Substance Registry System: meso 3,4-cis-isopropylidenedioxy-1-hydroxypyrrolidine(223396-44-9)

Safety Data

• Hazardous Substances Data: 223396-44-9(Hazardous Substances Data)

Upstream product

• 108-94-1 cyclohexanone 
• 213598-45-9 3,4-isopropylidenedioxy-Δ¹-pyrroline-1-oxide 

Downstream Products

• 213598-45-9 3,4-isopropylidenedioxy-Δ¹-pyrroline-1-oxide 
• 152139-64-5 (meso)-3,4-isopropylidenedioxy-2,5-pyrrolidine hydrotosylate 
• 213598-50-6 (3S,4R)-3,4-O-isopropylidenedioxy-1-pyrroline-N-oxide 

Relevant articles and documents

A flexible enantioselective approach to 3,4-dihydroxyprolinol derivatives by SmI2-mediated reductive coupling of chiral nitrone with ketones/aldehydes

A flexible enantioselective approach to polyhydroxylated prolinol derivatives was described, which is based on the samarium diiodide-mediated reductive coupling of the chiral nitrone (3S,4R)-8, derived from d-isoascorbic acid with aldehydes/ketones. Thereby, polyhydroxyprolinol derivatives 9a-e and 9h-j were obtained from aromatic ketones and aliphatic aldehydes in good to excellent yields of 65-91%. These reductive hydroxyalkylations are highly diastereoselective in establishing the C-4 stereogenic center. By this way, the asymmetric syntheses of (-)-8a-epi-swainsonine (4) and (-)-8,8a-di-epi- swainsonine (5) have been achieved.