3-{6-{[(2-chloro-6-ethylphenyl)methyl] sulfanyl}-2H-spiro[1-benzofuran-3,4'-piperidine]-1'-yl}propanoic acid hydrochloride

Base Information

Chemical Name:3-{6-{[(2-chloro-6-ethylphenyl)methyl] sulfanyl}-2H-spiro[1-benzofuran-3,4'-piperidine]-1'-yl}propanoic acid hydrochloride
CAS No.:1355085-31-2
Molecular Formula:C₂₄H₂₈ClNO₃S*ClH
Molecular Weight:482.471
Hs Code.:

Synonyms:3-{6-{[(2-chloro-6-ethylphenyl)methyl] sulfanyl}-2H-spiro[1-benzofuran-3,4'-piperidine]-1'-yl}propanoic acid hydrochloride

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Chemical Property of 3-{6-{[(2-chloro-6-ethylphenyl)methyl] sulfanyl}-2H-spiro[1-benzofuran-3,4'-piperidine]-1'-yl}propanoic acid hydrochloride

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Technology Process of 3-{6-{[(2-chloro-6-ethylphenyl)methyl] sulfanyl}-2H-spiro[1-benzofuran-3,4'-piperidine]-1'-yl}propanoic acid hydrochloride

There total 13 articles about 3-{6-{[(2-chloro-6-ethylphenyl)methyl] sulfanyl}-2H-spiro[1-benzofuran-3,4'-piperidine]-1'-yl}propanoic acid hydrochloride 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: 87.0%

: C₂₈H₃₆ClNO₃S

: 1355085-31-2
3-{6-{[(2-chloro-6-ethylphenyl)methyl] sulfanyl}-2H-spiro[1-benzofuran-3,4'-piperidine]-1'-yl}propanoic acid hydrochloride

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; water; at 20 ℃; for 48h;
DOI:10.1016/j.bmcl.2017.12.018

Reference yield:

: C₁₉H₂₇NO₃S

: 1355085-31-2
3-{6-{[(2-chloro-6-ethylphenyl)methyl] sulfanyl}-2H-spiro[1-benzofuran-3,4'-piperidine]-1'-yl}propanoic acid hydrochloride

Guidance literature:: Multi-step reaction with 2 steps

1: ethanol / 0.83 h / 0 °C

2: hydrogenchloride / water; 1,4-dioxane / 48 h / 20 °C

With hydrogenchloride; In 1,4-dioxane; ethanol; water;
DOI:10.1016/j.bmcl.2017.12.018

Reference yield:

: 158984-76-0
1,2,3,6-tetrahydro-1-(phenylmethyl)-4-pyridinemethanol

: 1355085-31-2
3-{6-{[(2-chloro-6-ethylphenyl)methyl] sulfanyl}-2H-spiro[1-benzofuran-3,4'-piperidine]-1'-yl}propanoic acid hydrochloride

Guidance literature:: Multi-step reaction with 10 steps

1.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 0.18 h / 10 - 20 °C

2.1: tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) / benzene / 16 h / Inert atmosphere; Reflux

2.2: 1 h

3.1: hydrogen bromide; acetic acid / 24 h / Reflux

4.1: hydrogen; palladium(II) hydroxide; hydrogenchloride / water; methanol / 48 h / 20 °C

5.1: diisopropylamine / methanol / Reflux

6.1: dmap; triethylamine / chloroform / 16 h / 60 °C

7.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (R)-(-)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl di-t-butylphosphine / toluene / 24 h / 110 °C

8.1: sodium hydroxide / ethanol / 0.5 h / 20 °C

9.1: ethanol / 0.83 h / 0 °C

10.1: hydrogenchloride / water; 1,4-dioxane / 48 h / 20 °C

With hydrogenchloride; dmap; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (R)-(-)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl di-t-butylphosphine; 2,2'-azobis(isobutyronitrile); di-isopropyl azodicarboxylate; hydrogen bromide; hydrogen; tri-n-butyl-tin hydride; palladium(II) hydroxide; acetic acid; triethylamine; diisopropylamine; triphenylphosphine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; chloroform; water; toluene; benzene; 1.1: |Mitsunobu Displacement;
DOI:10.1016/j.bmcl.2017.12.018