1026023-99-3

Basic information

• Product Name: (4R,5R)-bis(benzyloxycarbonyl)-2-chloro-1,3,2-dioxaphospholane
• Synonyms: (4R,5R)-bis(benzyloxycarbonyl)-2-chloro-1,3,2-dioxaphospholane
• CAS NO: 1026023-99-3
• Molecular Weight: 394.748
• Mol File: 1026023-99-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (4R,5R)-bis(benzyloxycarbonyl)-2-chloro-1,3,2-dioxaphospholane(CAS DataBase Reference)
• NIST Chemistry Reference: (4R,5R)-bis(benzyloxycarbonyl)-2-chloro-1,3,2-dioxaphospholane(1026023-99-3)
• EPA Substance Registry System: (4R,5R)-bis(benzyloxycarbonyl)-2-chloro-1,3,2-dioxaphospholane(1026023-99-3)

Safety Data

• Hazardous Substances Data: 1026023-99-3(Hazardous Substances Data)

Upstream product

• 622-00-4 dibenzyl (2R,3R)-2,3-dihydroxybutanedioate 

Relevant articles and documents

2-Chloro-(4R,5R)-bis[(1R,2S,5R)-menth-1-yloxycarbonyl]-1,3, 2-dioxaphospholane: A practical chiral pool-derived reagent for determining enantiomeric purity of alcohols

(Chemical Equation Presented) 2-Chloro-(4R,5R)-bis[(1R,2S,5R)-menth-1- yloxycarbonyl)]-1,3,2-dioxaphospholane is a practical reagent for reliably determining enantiomeric purity of chiral alcohols via 31P NMR spectroscopy. The compound is available as a crystalline solid on a 20 g scale from PCl3 and bis[(1R,2S,5R)-menth-1-yl] tartrate. It is comparatively inert toward spontaneous hydrolysis under conventional laboratory conditions but undergoes quantitative substitution of alkoxide for chloride if treated with a chiral alcohol. Nonequivalent 31P NMR signals of diastereomeric 2-alkoxy-1,3,2-dioxophospholanes were dispersed by ～1.4-0.1 ppm. The associated integral ratios reflected enantiomeric purities of preweighted samples of (R)- and (S)-1-phenylethanol, (+)- and (-)-menthol, and a set of primary, secondary, and tertiary alcohols with a precision of ±0.4-1.0%.