287117-72-0

Basic information

• Product Name: (1S,2R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carboxylic acid-(2-hydroxy-cyclohex-3-enyl)-amide
• Synonyms: (1S,2R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carboxylic acid-(2-hydroxy-cyclohex-3-enyl)-amide
• CAS NO: 287117-72-0
• Molecular Weight: 354.47
• Mol File: 287117-72-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1S,2R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carboxylic acid-(2-hydroxy-cyclohex-3-enyl)-amide(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carboxylic acid-(2-hydroxy-cyclohex-3-enyl)-amide(287117-72-0)
• EPA Substance Registry System: (1S,2R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carboxylic acid-(2-hydroxy-cyclohex-3-enyl)-amide(287117-72-0)

Safety Data

• Hazardous Substances Data: 287117-72-0(Hazardous Substances Data)

Upstream product

• 287117-67-3 (1S,4R)-[5-(tert-butyl-dimethyl-silyloxy)-2-oxa-3-aza-bicyclo[2,2,2]oct-5-en-3-yl]-(3,3-dioxo-10,10-dimethyl-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-methanone 
• 188845-76-3 (7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^3,7]decane-4-hydroxamic acid 
• 108448-77-7 (+)-camphorsultam 
• 287117-69-5 (1R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carboxylic acid-(2-oxo-cyclohex-3-enyl)-amide 

Downstream Products

• 287117-79-7 (3aR,6R,7S,7aS)-3-tosyl-3a,4,5,6,7,7a-6-hydroxy-7-bromohexahydrobenzoxazolin-2-one 
• 287117-77-5 (3aR,7aS)-3-tosyl-3a,4,5,7a-tetrahydrobenzoxazolin-2-one 

Relevant articles and documents

A formal asymmetric synthesis of (-)-epibatidine using a highly diastereoselective hetero Diels-Alder reaction

A formal asymmetric synthesis of (-)-epibatidine is reported. The key step of the synthesis is a regio- and diastereoselective cycloaddition of silyloxycyclohexadiene with the acylnitroso dienophite derived from (+)- camphorsultam. The resulting cycloadduct was readily transformed into the N- protected-7-azabicycto[2.2.1]heptan-2-one derivative which has previously been transformed into(-)-epibatidine. (C) 2000 Elsevier Science.