155855-53-1

Basic information

• Product Name: (3aR,4S,6R,6aS)-6-(benzylamino)-2,2-dimethyltetrahydro-3ah-cyclopenta-[d][1,3]-dioxol-4-ol
• Synonyms: (3aR,4S,6R,6aS)-6-(benzylamino)-2,2-dimethyltetrahydro-3ah-cyclopenta-[d][1,3]-dioxol-4-ol
• CAS NO: 155855-53-1
• Molecular Weight: 263.337
• Mol File: 155855-53-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (3aR,4S,6R,6aS)-6-(benzylamino)-2,2-dimethyltetrahydro-3ah-cyclopenta-[d][1,3]-dioxol-4-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (3aR,4S,6R,6aS)-6-(benzylamino)-2,2-dimethyltetrahydro-3ah-cyclopenta-[d][1,3]-dioxol-4-ol(155855-53-1)
• EPA Substance Registry System: (3aR,4S,6R,6aS)-6-(benzylamino)-2,2-dimethyltetrahydro-3ah-cyclopenta-[d][1,3]-dioxol-4-ol(155855-53-1)

Safety Data

• Hazardous Substances Data: 155855-53-1(Hazardous Substances Data)

Upstream product

• 67-64-1 acetone 
• 542-92-7 cyclopenta-1,3-diene 
• 932-90-1 Benzaldoxime 
• 29601-98-7 N-benzylhydroxylamine hydrochloride 
• 4099-85-8 methyl 2,3-O-isopropylidene-D-ribofuranoside 
• 10257-32-6 D-ribose 
• 78341-96-5 (3aS,4S,6aR)-4-(bromomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole 
• 81026-76-8 ((3aR,4R,6aR)-6-methoxy-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl methanesulfonate 
• 4137-56-8 ((3aR,4R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl 4-methylbenzenesulfonate 
• 50600-40-3 (3aS,4S,6aR)-4-(iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole 
• 345898-95-5 (Z)-4,5-dideoxy-2,3-O-isopropylidene-D-erythro-4-pentose N-benzyl nitrone 
• 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 
• 345898-95-5 N-(((4S,5R)-2,2-dimethyl-5-vinyl-1 ,3-dioxolan-4-yl)methylene)-1-phenylmethanamine oxide 

Downstream Products

• 155899-66-4 (3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-ol 
• 1444301-59-0 (1S,2S,3R,5S)-3-(benzylamino)-5-(2-(benzyloxy)ethoxy)cyclopentane-1,2-diol 
• 1402150-32-6 (1S 2S,3R,5S)-3-[(5-amino-6-chloro-2-(propylthio)pyrimidin-4-yl)amino]-5-(2-hydroxyethoxy)cyclopentane-1,2-diol 
• 1354945-69-9 9-[(1’R,2’S,3’S,4’S)-2’,3’-dihydroxyl-4'-hydroxyethoxycyclopenta-1'-yl]-9H-2-thiopropyl-6-chloro-8-azepine 
• 1444301-50-1 (3aS,4R,6S,6aR)-N-benzyl-6-(2-(benzyloxy)ethoxy)-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-amine 
• 1444301-53-4 (3aS,4R,6S,6aR)-N-benzyl-6-((2-tert-butoxy)ethoxy)-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-amine 
• 274693-55-9 [3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol 
• 1451195-46-2 tert-butyl (3-((3aS,4R,6S,6aR)-6-(2-(tert-butoxy)ethoxy)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl)((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)carbamate 
• 274693-27-5 ticagrelor 

Relevant articles and documents

Preparation method of key intermediate A of ticagrelor

The invention discloses a preparation method of a key intermediate A of ticagrelor. The method comprises the following steps: (1) synthesis of an intermediate 9, (2) synthesis of an intermediate 10, and (3) synthesis of a key intermediate A. The synthesis of the intermediate 9 comprises the following steps: dropwise adding glacial acetic acid into a mixture of the intermediate 4, tetrahydrofuran and zinc powder at room temperature, stirring the mixture, keeping the temperature for 24 hours, neutralizing the reaction product with liquid caustic soda to neutrality, evaporating the solvent, and extracting, drying, filtering and concentrating the reaction product to obtain the intermediate 9. The invention discloses a preparation method of a key intermediate A of ticagrelor. On the basis of the existing preparation technology, through further improvement and optimization, the synthesis process is greatly shortened, the production cost is reduced, the safe and convenient preparation methodof the ticagrelor key intermediate A suitable for industrial large-scale production is provided, and the preparation method has good economic benefits and wide application prospects.

SYNTHESIS OF TRIAZOLOPYRIMIDINE COMPOUNDS

The present invention relates to the field of organic synthesis and describes the synthesis of specific intermediates suitable for the preparation of triazolopyrimidine compounds such as ticagrelor.

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.