(E)-{(1S,3S,5R,6S)-3-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-6-yl}-3-(3,4,5-trimethoxyphenyl)acrylate

Base Information

Chemical Name:(E)-{(1S,3S,5R,6S)-3-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-6-yl}-3-(3,4,5-trimethoxyphenyl)acrylate
CAS No.:1083169-29-2
Molecular Formula:C₂₀H₂₇NO₆
Molecular Weight:377.437
Hs Code.:

Synonyms:(E)-{(1S,3S,5R,6S)-3-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-6-yl}-3-(3,4,5-trimethoxyphenyl)acrylate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)-{(1S,3S,5R,6S)-3-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-6-yl}-3-(3,4,5-trimethoxyphenyl)acrylate

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Technology Process of (E)-{(1S,3S,5R,6S)-3-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-6-yl}-3-(3,4,5-trimethoxyphenyl)acrylate

There total 9 articles about (E)-{(1S,3S,5R,6S)-3-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-6-yl}-3-(3,4,5-trimethoxyphenyl)acrylate 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:

: 10263-19-1,89652-61-9
(E)-3-(3,4,5-trimethoxyphenyl)acryloyl chloride

: 4839-11-6
(3R,6R)-tropane-3α,6β-diol

: 1083169-29-2
(E)-{(1S,3S,5R,6S)-3-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-6-yl}-3-(3,4,5-trimethoxyphenyl)acrylate

Guidance literature:: With triethylamine; In toluene; Reflux;
DOI:10.1039/c3cc43665a

Reference yield:

: C₂₆H₄₁NO₆Si

: 1083169-29-2
(E)-{(1S,3S,5R,6S)-3-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-6-yl}-3-(3,4,5-trimethoxyphenyl)acrylate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 48h; Molecular sieve; Inert atmosphere; Darkness;
DOI:10.1055/s-2008-1078255

Reference yield:

: 1448179-66-5
(1S,5R,6S)-6-(tert-butyldimethylsilyloxy)-1-chloro-8-methyl-8-azabicyclo[3.2.1]octan-3-one

: 1083169-29-2
(E)-{(1S,3S,5R,6S)-3-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-6-yl}-3-(3,4,5-trimethoxyphenyl)acrylate

Guidance literature:: Multi-step reaction with 4 steps

1: tri-n-butyl-tin hydride; 1,1'-azobis(1-cyanocyclohexanenitrile) / toluene / 5 h / 85 °C

2: hydrogen; platinum(IV) oxide / ethanol / 30 h / 20 °C / 38002.6 Torr

3: toluene-4-sulfonic acid / acetone / 2 h / 50 °C

4: triethylamine / toluene / Reflux

With platinum(IV) oxide; hydrogen; tri-n-butyl-tin hydride; toluene-4-sulfonic acid; triethylamine; 1,1'-azobis(1-cyanocyclohexanenitrile); In ethanol; acetone; toluene;
DOI:10.1039/c3cc43665a