106886-17-3

Basic information

• Product Name: 2,3-O-isopropylidene-5-O-triphenylmethyl-D-ribono-1,4-lactone
• Synonyms: 2,3-O-isopropylidene-5-O-triphenylmethyl-D-ribono-1,4-lactone
• CAS NO: 106886-17-3
• Molecular Weight: 430.5
• Mol File: 106886-17-3.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2,3-O-isopropylidene-5-O-triphenylmethyl-D-ribono-1,4-lactone(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-O-isopropylidene-5-O-triphenylmethyl-D-ribono-1,4-lactone(106886-17-3)
• EPA Substance Registry System: 2,3-O-isopropylidene-5-O-triphenylmethyl-D-ribono-1,4-lactone(106886-17-3)

Safety Data

• Hazardous Substances Data: 106886-17-3(Hazardous Substances Data)

Upstream product

• 86563-14-6 methyl (2ξ)-3,6-anhydro-2-deoxy-2-bromo-4,5-O-isopropylidene-7-O-trityl-D-allo-heptonate 
• 56703-37-8 methyl 3,6-anhydro-2-acetyl-4,5-O-isopropylidene-7-O-trityl-D-glycero-D-allo and D-glycero-D-altro-heptonate 
• 83258-79-1 N-Hydroxy-2,3-O-isopropylidene-5-O-trityl-D-ribonimido-1,4-lactone 
• 5336-08-3 D-Ribono-1,4-lactone 
• 98-59-9 p-toluenesulfonyl chloride 
• 93295-84-2 ((3aS,4S,6R,6aR)-2,2-Dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-hydroxy-acetic acid methyl ester 
• 1165952-91-9 cyclohexa-1,3-diene 
• 54503-64-9 2,3-O-isopropylidene-5-O-trityl-D-ribofuranose 
• 30725-00-9 2,3-O-isopropylidene-D-ribonic-γ-lactone 
• 76-83-5 trityl chloride 

Downstream Products

• 88559-56-2 (3aR,6aR)-2,2-dimethyl-6-[(trityloxy)methyl]-3a,6a-dihydro-4H-cyclopenta[d][1,3]dioxol-4-one 
• 106886-19-5 {2-[(4R,5R)-5-((R)-1-Hydroxy-2-trityloxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-oxo-ethyl}-phosphonic acid diethyl ester 
• 106886-20-8 {2-[(4R,5S)-2,2-Dimethyl-5-(2-trityloxy-acetyl)-[1,3]dioxolan-4-yl]-2-oxo-ethyl}-phosphonic acid diethyl ester 
• 118436-96-7 1,5-anhydro-2,3-O-isopropylidene-1-C-phenyl-β-D-ribofuranose 
• 162635-55-4 1,4-anhydro-2,3-O-isopropylidene-5-O-(triphenylmethyl)-D-ribitol 
• 221380-05-8 1-deoxy-3,4-O-isopropylidene-6-O-trityl-D-erythro-hexo-2,5-diulose 
• 54503-64-9 2,2-dimethyl-6-(trityloxymethyl)tetrahydrofuro[3,4-d][1,3]dioxol-4-ol 
• 54503-65-0 2,2-dimethyl-6-(trityloxymethyl)tetrahydrofuro[3,4-d][1,3]dioxol-4-ol 
• 221380-07-0 1-deoxy-3,4-O-isopropylidene-6-O-trityl-α-D-psicofuranose 
• 84709-46-6 2,3-O-isopropylidene-5-O-(triphenylmethyl)-D-ribitol 
• 118436-97-8 (3aR,6R,6aR)-2,2-Dimethyl-4-phenyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ol 
• 106886-18-4 ((3aR,4R,6R,6aR)-4-Hydroxy-2,2-dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-phosphonic acid diethyl ester 
• 133635-20-8 (3aR,4R,6R,6aR)-4-(2,6-Difluoro-pyridin-3-yl)-2,2-dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ol 

Relevant articles and documents

Glycosylidene carbenes: Part 32: Reaction of glycosylidene diaziridines with acylating and sulfonylating agents

Acylation and sulfonylation of the N,N'-unsubstituted glucosylidenespirodiaziridines 1A/1B 95:5 with Ac2O, BzCl, FmocCl, TsCl, (naphthalen-2-yl)sulfonyl, and (2,4,6-triisopropylphenyl)sulfonyl chloride, and concomitant rearrangement gave the ac

Chiral 1,4-dicarbonyl-2,3-O-isopropylidene derivatives. Rapid racemization on standing

1,4-Dicarbonyl-2,3-chiral derivatives are useful synthetic precursors for the preparation of carbocyclic rings but, in many cases, losses of optical purity have been reported. 1-Deoxy-3,4-O-isopropylidene-6-O-trityl- D-erythro-hexo-2,5-diulose and 1-deoxy-3,4-O-isopropylidene-6-O-(tert- butyldiphenylsilyl)-D-erythro-hexo-2,5-diulose were synthesized from D- ribono-1,4-lactone. These compounds were selected to study the epimerizability of 2,3-O-isopropylidene-1,4-dicarbonyl derivatives. It was found that both compounds smoothly epimerize and partially racemize on standing.

Diastereoselective Diels-Alder Reactions with α-Chloronitroso Saccharides

The α-chloronitroso reagent 2 obtained from ribose via the lactone oxime 3 reacts with the dienes 6-10 at low temperature to give the chiral dihydrooxazines 11-16 in 63-96percent yield and >/=96percent enantiomeric excess.The reagents 1 and 2 which are ap