155855-55-3

Basic information

• Product Name: (3aR,4S,6R,6aS)-6-anililino-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-ol
• Synonyms: (3aR,4S,6R,6aS)-6-anililino-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-ol
• CAS NO: 155855-55-3
• Molecular Weight: 249.31
• Mol File: 155855-55-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (3aR,4S,6R,6aS)-6-anililino-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (3aR,4S,6R,6aS)-6-anililino-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-ol(155855-55-3)
• EPA Substance Registry System: (3aR,4S,6R,6aS)-6-anililino-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-ol(155855-55-3)

Safety Data

• Hazardous Substances Data: 155855-55-3(Hazardous Substances Data)

Upstream product

• 100-58-3 phenylmagnesium bromide 
• 190517-38-5 (1S,4R,5S,6R)-2,3-oxazabicyclo[2.2.1]heptane-5,6-dioxy-isopropylidene 
• 1026454-37-4 C₁₄H₁₇NO₃ 
• 190517-37-4 ((1S,4R)-7,7-Dimethyl-2-phenyl-bicyclo[2.2.1]hept-2-en-1-yl)-((1R,2S,6S,7S)-4,4-dimethyl-3,5,8-trioxa-9-aza-tricyclo[5.2.1.0^2,6]dec-9-yl)-methanone 
• 1053654-29-7 ((1S,4R,5S,6S)-5,6-Dihydroxy-2-oxa-3-aza-bicyclo[2.2.1]hept-3-yl)-((1S,4R)-7,7-dimethyl-2-phenyl-bicyclo[2.2.1]hept-2-en-1-yl)-methanone 
• 542-92-7 cyclopenta-1,3-diene 
• 155934-55-7 (4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolane-4-carbaldehyde 
• 38838-06-1 methyl 5-deoxy-5-iodo-2,3-isopropylidene-β-D-ribofuranoside 
• 1026454-37-4 C₁₄H₁₇NO₃ 
• 155855-52-0 (1R,2S,6S,7S)-4,4-dimethyl-9-phenyl-3,5,8-trioxa-9-aza-tricyclo[5.2.1.0^2,6]decane 

Downstream Products

• 115509-13-2 (3aR,6aR)-2,2-Dimethyl-3a,6a-dihydro-cyclopenta[1,3]dioxol-4-one 

Relevant articles and documents

An improved approach to chiral cyclopentenone building blocks. Total synthesis of pentenomycin I and neplanocin A

An improved approach to enantiomerically pure hydroxylated cyclopentenones is reported here, which involves intramolecular nitrone cycloaddition of sugar-derived chiral pent-4-enals and hex-5-en-ones-2 followed by N-O bond cleavage, quaternization of the amine thus produced, and finally oxidative elimination of the amino group. Synthesis of pentenomycin I and neplanocin A is described following this methodology.

Expeditoious Synthesis of Aminocyclopentitols from D-Ribose via Intramolecular Nitrone Cycloaddition

The synthesis of 4α-aminocyclopentane-1α,2β,3β-triol (a key-intermediate in the preparation of carbocyclic nucleosides) and its N-substituted derivatives, has been achieved by the intarmolecular nitrone cycloadditions of a γ-unsaturated aldehyde, easily accessible from D-ribose, followed by reductive N-O bond cleavage in the resulting bicyclic oxazanes.