30833-12-6

Basic information

• Product Name: 8-Azabicyclo[3.2.1]octane-8-carboxylic acid, 3-hydroxy-, ethyl ester, (3-endo)-
• CAS NO: 30833-12-6
• Molecular Formula: C10H17NO3
• Molecular Weight: 199.25
• Mol File: 30833-12-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 8-Azabicyclo[3.2.1]octane-8-carboxylic acid, 3-hydroxy-, ethyl ester, (3-endo)-(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Azabicyclo[3.2.1]octane-8-carboxylic acid, 3-hydroxy-, ethyl ester, (3-endo)-(30833-12-6)
• EPA Substance Registry System: 8-Azabicyclo[3.2.1]octane-8-carboxylic acid, 3-hydroxy-, ethyl ester, (3-endo)-(30833-12-6)

Safety Data

• Hazardous Substances Data: 30833-12-6(Hazardous Substances Data)

Upstream product

• 235092-07-6 ethyl 3-endo-3-(phenylthiooxy)-8-azabicyclo[3.3.1]octane-8-carboxylate 

Downstream Products

• 14383-51-8 (endo)-8-Azabicyclo[3.2.1]octan-3-ol Hydrochloride 
• 235092-07-6 ethyl 3-endo-3-(phenylthiooxy)-8-azabicyclo[3.3.1]octane-8-carboxylate 

Relevant articles and documents

Synthesis of scopin acetate and 6,7-didehydrohyoscyamin. Intramolecular phenylsulfenylation of a nonactivated methylene group of ethyl N-demethyl-3-O-(phenylthio)tropine-N-carboxylate

The synthesis of scopin acetate (6b) and 6,7-didehydrohyoscyamine (17) was achieved by using tropine (5) as the starting compound. Formal (phenylthio)-radical transfer to the nonactivated 6-position of ethyl N-demethyl-3-O-(phenylthio)tropine-N-carboxylate (9) by irradiation in the presence of hexabutyldistannane is a key step of this synthetic approach, involving ethyl 6,7-didehydro-N-demethyltropine-N-carboxylate (15) as a synthetic intermediate (Schemes 3 and 5). The reaction of 9 with tributylstannane in the presence of ethyl acrylate, as a radicophilic olefin, involves Michael-type alkylation at C(6) of the tropine skeleton affording ethyl N-demethyl-N-(ethoxycarbonyl)tropine-6-propanoate (18) (Scheme 6).