(1S,4S,6S)-6-[3-((E)-2-Methoxycarbonyl-vinyl)-1-methyl-1H-indol-2-yl]-2-aza-bicyclo[2.2.2]oct-7-ene-2,6-dicarboxylic acid 2-benzyl ester 6-methyl ester

Base Information

Chemical Name:(1S,4S,6S)-6-[3-((E)-2-Methoxycarbonyl-vinyl)-1-methyl-1H-indol-2-yl]-2-aza-bicyclo[2.2.2]oct-7-ene-2,6-dicarboxylic acid 2-benzyl ester 6-methyl ester
CAS No.:133372-65-3
Molecular Formula:C₃₀H₃₀N₂O₆
Molecular Weight:514.578
Hs Code.:

(1S,4S,6S)-6-[3-((E)-2-Methoxycarbonyl-vinyl)-1-methyl-1H-indol-2-yl]-2-aza-bicyclo[2.2.2]oct-7-ene-2,6-dicarboxylic acid 2-benzyl ester 6-methyl ester

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Chemical Property of (1S,4S,6S)-6-[3-((E)-2-Methoxycarbonyl-vinyl)-1-methyl-1H-indol-2-yl]-2-aza-bicyclo[2.2.2]oct-7-ene-2,6-dicarboxylic acid 2-benzyl ester 6-methyl ester

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Technology Process of (1S,4S,6S)-6-[3-((E)-2-Methoxycarbonyl-vinyl)-1-methyl-1H-indol-2-yl]-2-aza-bicyclo[2.2.2]oct-7-ene-2,6-dicarboxylic acid 2-benzyl ester 6-methyl ester

There total 3 articles about (1S,4S,6S)-6-[3-((E)-2-Methoxycarbonyl-vinyl)-1-methyl-1H-indol-2-yl]-2-aza-bicyclo[2.2.2]oct-7-ene-2,6-dicarboxylic acid 2-benzyl ester 6-methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 55.0%

: 133372-63-1
(1S,4S,6S)-6-(3-Iodo-1-methyl-1H-indol-2-yl)-2-aza-bicyclo[2.2.2]oct-7-ene-2,6-dicarboxylic acid 2-benzyl ester 6-methyl ester

: 292638-85-8,9003-21-8,96-33-3
acrylic acid methyl ester

: 133372-65-3
(1S,4S,6S)-6-[3-((E)-2-Methoxycarbonyl-vinyl)-1-methyl-1H-indol-2-yl]-2-aza-bicyclo[2.2.2]oct-7-ene-2,6-dicarboxylic acid 2-benzyl ester 6-methyl ester

Guidance literature:: palladium diacetate;
DOI:10.1021/jo00311a022

Reference yield:

: 79328-94-2
(1R,4R,6R)-6-(1H-Indol-2-yl)-2-aza-bicyclo[2.2.2]oct-7-ene-2,6-dicarboxylic acid 2-benzyl ester 6-methyl ester

: 133372-65-3
(1S,4S,6S)-6-[3-((E)-2-Methoxycarbonyl-vinyl)-1-methyl-1H-indol-2-yl]-2-aza-bicyclo[2.2.2]oct-7-ene-2,6-dicarboxylic acid 2-benzyl ester 6-methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: N-iodosuccinimide / acetone / 0.25 h / Ambient temperature

2: 1) NaH / 1) THF, 2) r.t., 8 h

3: 55 percent / palladium acetate

With N-iodo-succinimide; sodium hydride; palladium diacetate; In acetone;
DOI:10.1021/jo00311a022

Reference yield:

: 133372-62-0
(1S,4S,6S)-6-(3-Iodo-1H-indol-2-yl)-2-aza-bicyclo[2.2.2]oct-7-ene-2,6-dicarboxylic acid 2-benzyl ester 6-methyl ester

: 133372-65-3
(1S,4S,6S)-6-[3-((E)-2-Methoxycarbonyl-vinyl)-1-methyl-1H-indol-2-yl]-2-aza-bicyclo[2.2.2]oct-7-ene-2,6-dicarboxylic acid 2-benzyl ester 6-methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1) NaH / 1) THF, 2) r.t., 8 h

2: 55 percent / palladium acetate

With sodium hydride; palladium diacetate;
DOI:10.1021/jo00311a022