106742-79-4

Basic information

• Product Name: Ethyl (2'RS,3SR)-2-(3,4-Dimethoxyphenyl)-1'-(4-toluenesulfonyl)spiro<3H-indole-3,3'-pyrrolidine>-2'-carboxylate
• Synonyms: Ethyl (2'RS,3SR)-2-(3,4-Dimethoxyphenyl)-1'-(4-toluenesulfonyl)spiro<3H-indole-3,3'-pyrrolidine>-2'-carboxylate
• CAS NO: 106742-79-4
• Molecular Weight: 534.633
• Mol File: 106742-79-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Ethyl (2'RS,3SR)-2-(3,4-Dimethoxyphenyl)-1'-(4-toluenesulfonyl)spiro<3H-indole-3,3'-pyrrolidine>-2'-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl (2'RS,3SR)-2-(3,4-Dimethoxyphenyl)-1'-(4-toluenesulfonyl)spiro<3H-indole-3,3'-pyrrolidine>-2'-carboxylate(106742-79-4)
• EPA Substance Registry System: Ethyl (2'RS,3SR)-2-(3,4-Dimethoxyphenyl)-1'-(4-toluenesulfonyl)spiro<3H-indole-3,3'-pyrrolidine>-2'-carboxylate(106742-79-4)

Safety Data

• Hazardous Substances Data: 106742-79-4(Hazardous Substances Data)

Upstream product

• 94209-09-3 [2-(3,4-dimethoxy-phenyl)-indol-3-yl]-acetonitrile 
• 95134-29-5 {2-[2-(3,4-dimethoxy-phenyl)-indol-3-yl]-ethylimino}-acetic acid ethyl ester 
• 98-59-9 p-toluenesulfonyl chloride 
• 924-44-7 glyoxylic acid ethyl ester 
• 95426-76-9 2-[2-(3,4-dimethoxyphenyl)-1H-indol-3-yl]-ethylamine 

Downstream Products

• 106503-65-5 (2RS,3RS,2'Ξ)-2-(3,4-dimethoxy-phenyl)-1'-(toluene-4-sulfonyl)-spiro[indoline-3,3'-pyrrolidine]-2'-carboxylic acid ethyl ester 

Relevant articles and documents

48. Diastereoselective Spirocyclization of C-(Alkyloxycarbonyl)formimines of 2-Substituted 1H-Indole-3-ethanamines (= Tryptamines): Basic Studies

C-(Alkoxycarbonyl)formimines of type 15-18 were derived from the 2-substituted tryptamines 2, 9, 10, and 11 and transformed with tosyl chloride into tricyclic 3-spiroindoles of types 19-22 (Scheme 3).The influence of the homochiral alkoxy moieties A-D on the stereochemical outcome of this reaction was studied.Good-to-excellent diastereoselectivities were observed with the (-)-8-(phenylmenth-3-yl)oxy group (B) as homochiral auxiliary.The structures of the tricycles 4, (2'R,3S)-19B, and (2'S,3R)-20C were established by X-ray analysis, the structures of the others by NOE and CD studies, and by chemical correlation.Possibilities to explain the steric course of the spirocyclizations are discussed.