124286-80-2

Basic information

• Product Name: 1,1-dimethylethyl (+/-)-6-ethyl-2-(phenylmethyl)-2-azabicyclo<4.2.0>octane-8-carboxylate
• Synonyms: 1,1-dimethylethyl (+/-)-6-ethyl-2-(phenylmethyl)-2-azabicyclo<4.2.0>octane-8-carboxylate
• CAS NO: 124286-80-2
• Molecular Weight: 329.483
• Mol File: 124286-80-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1,1-dimethylethyl (+/-)-6-ethyl-2-(phenylmethyl)-2-azabicyclo<4.2.0>octane-8-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-dimethylethyl (+/-)-6-ethyl-2-(phenylmethyl)-2-azabicyclo<4.2.0>octane-8-carboxylate(124286-80-2)
• EPA Substance Registry System: 1,1-dimethylethyl (+/-)-6-ethyl-2-(phenylmethyl)-2-azabicyclo<4.2.0>octane-8-carboxylate(124286-80-2)

Safety Data

• Hazardous Substances Data: 124286-80-2(Hazardous Substances Data)

Upstream product

• 19716-82-6 1-(phenylmethyl)-3-ethyl-1,4,5,6-tetrahydropyridine 
• 1663-39-4 tert-Butyl acrylate 

Downstream Products

• 124286-79-9 1,1-dimethylethyl (+/-)-3-(2'-cyano-3'-ethyl-1'-(phenylmethyl)hexahydropyridin-3'-yl)propanoate 
• 124286-83-5 1,1-dimethylethyl cis (+/-)-7-amino-4a-ethyl-2,3,4,4a,5,7a-hexahydro-1-(phenylmethyl)-1H-1-pyrindine-6-carboxylate 
• 124286-87-9 cis-(+/-)-1-(3-chlorophenyl)-3-(4'a-ethylhexahydrospiro<1,3-dioxolane-2,7'-<7H-1>pyrindin>-1'(2'H)-yl)-2-propanone 
• 124286-88-0 cis-(+/-)-1-(3-chlorophenyl)-7a-ethyl-6,7,7a,8,9,9b-hexahydro-3H-cyclopentaquinolizin-2(5H)-one 
• 124286-85-7 cis-(+/-)-4a-ethyloctahydro-1-(phenylmethyl)-7H-1-pyridin-7-one ethylene ketal 
• 124286-82-4 (+/-)-4a-ethyloctahydro-8-(phenylmethyl)-2H-pyrano<2,3-b>pyridin-2-one 
• 124286-84-6 cis-(+/-)-4a-ethyloctahydro-1-(phenylmethyl)-7H-1-pyridin-7-one 

Relevant articles and documents

Total Synthesis of (+/-)-Vallesamidine

This article reports full details of a project aimed at providing synthetic access to the 2,2,3-trialkylindoline alkaloids such as vallesamidine (4).The basic strategy was to preassemble the tricyclic portion containing the nonindolic nitrogen and to form the indoline ring at a late stage in the synthesis.An approach summarized in the retrosynthetic analysis summarized in Scheme III failed because enones 48 and 50 do not undergo 1,4-addition of nitrogen nucleophiles.However, the retrosynthesis summarized in Scheme X did lead to a sucessful synthesis of (+/-)-4.Thesynthesis requires seven steps from 2-ethylcylopentanone 54 -> 56 -> 66 -> 68 -> 71 -> 74 -> (+/-)-4> and delivers the alkaloid in 19percent overall yield.Pivotal steps in the synthesis are the lactam annelation process in which 56 reacts with o-nitrocinnamic acid to yield 66 and the NBS-mediated cyclization of amino lactam 68 to the pentacyclic bromo lactam 70.Four of seven steps involve the formation of skeletal (C-C or C-N) bonds and only three are functional-group transformations.