(Z)-(5S)-11-ethylidene-7,8,9,10-tetrahydro-2-methoxy-7-methylene-5,9-methanocycloocta[b]pyridine-5(6H)carboxylic acid, (1R,2S)-2-phenylcyclohexyl ester

Base Information

Chemical Name:(Z)-(5S)-11-ethylidene-7,8,9,10-tetrahydro-2-methoxy-7-methylene-5,9-methanocycloocta[b]pyridine-5(6H)carboxylic acid, (1R,2S)-2-phenylcyclohexyl ester
CAS No.:283612-41-9
Molecular Formula:C₂₉H₃₃NO₃
Molecular Weight:443.586
Hs Code.:

(Z)-(5S)-11-ethylidene-7,8,9,10-tetrahydro-2-methoxy-7-methylene-5,9-methanocycloocta[b]pyridine-5(6H)carboxylic acid, (1R,2S)-2-phenylcyclohexyl ester

Synonyms:(Z)-(5S)-11-ethylidene-7,8,9,10-tetrahydro-2-methoxy-7-methylene-5,9-methanocycloocta[b]pyridine-5(6H)carboxylic acid, (1R,2S)-2-phenylcyclohexyl ester

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Chemical Property of (Z)-(5S)-11-ethylidene-7,8,9,10-tetrahydro-2-methoxy-7-methylene-5,9-methanocycloocta[b]pyridine-5(6H)carboxylic acid, (1R,2S)-2-phenylcyclohexyl ester

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Technology Process of (Z)-(5S)-11-ethylidene-7,8,9,10-tetrahydro-2-methoxy-7-methylene-5,9-methanocycloocta[b]pyridine-5(6H)carboxylic acid, (1R,2S)-2-phenylcyclohexyl ester

There total 14 articles about (Z)-(5S)-11-ethylidene-7,8,9,10-tetrahydro-2-methoxy-7-methylene-5,9-methanocycloocta[b]pyridine-5(6H)carboxylic acid, (1R,2S)-2-phenylcyclohexyl 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: 83.0%

: 258522-29-1
(5S)-11-ethylidene-7,8,9,10-tetrahydro-2-methoxy-7-methylene-5,9-methanocycloocta[b]pyridine-5(6H)-carboxylic acid, (1R,2S)-2-phenylcyclohexyl ester

: 283612-41-9
(Z)-(5S)-11-ethylidene-7,8,9,10-tetrahydro-2-methoxy-7-methylene-5,9-methanocycloocta[b]pyridine-5(6H)carboxylic acid, (1R,2S)-2-phenylcyclohexyl ester

Guidance literature:: With 2,2'-azobis(isobutyronitrile); thiophenol; In toluene; at 85 ℃; for 168h;
DOI:10.1016/S0040-4039(99)01874-2

Reference yield: 39.0%

: 1530-32-1
ethyltriphenylphosphonium bromide

: 258522-25-7
(5S)-7,8,9,10-tetrahydro-2-methoxy-7-methylene-11-oxo-5,9-methanocycloocta[b]pyridine-5(6H)carboxylic acid, (1R,2S)-2-phenylcyclohexyl ester

: 283612-41-9
(Z)-(5S)-11-ethylidene-7,8,9,10-tetrahydro-2-methoxy-7-methylene-5,9-methanocycloocta[b]pyridine-5(6H)carboxylic acid, (1R,2S)-2-phenylcyclohexyl ester

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 96h;
DOI:10.1016/S0040-4020(00)00227-1

Reference yield:

: 123435-97-2,130518-34-2
5,6,7,8-tetrahydro-2-methoxy-6-oxo-5-quinolinecarboxylic acid methyl ester

: 283612-41-9
(Z)-(5S)-11-ethylidene-7,8,9,10-tetrahydro-2-methoxy-7-methylene-5,9-methanocycloocta[b]pyridine-5(6H)carboxylic acid, (1R,2S)-2-phenylcyclohexyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 84 percent / p-toluenesulfonic acid monohydrate / benzene / 72 h / Heating

2: 75 percent / Pd(PPh₃)4; TMG / dioxane / 15 h / 20 °C

3: 39 percent / t-BuOK / tetrahydrofuran / 96 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium tert-butylate; toluene-4-sulfonic acid; N,N,N',N'-tetramethylguanidine; In tetrahydrofuran; 1,4-dioxane; benzene; 1: Esterification / 2: Addition / 3: Substitution;
DOI:10.1016/S0040-4020(00)00227-1