ethyl (S)-3-(4-((4-(spiro[indene-1,4'-piperidin]-1'-ylmethyl)benzyl)oxy)phenyl)hex-4-ynoate

Base Information

Chemical Name:ethyl (S)-3-(4-((4-(spiro[indene-1,4'-piperidin]-1'-ylmethyl)benzyl)oxy)phenyl)hex-4-ynoate
CAS No.:1292291-39-4
Molecular Formula:C₃₅H₃₇NO₃
Molecular Weight:519.684
Hs Code.:

Synonyms:ethyl (S)-3-(4-((4-(spiro[indene-1,4'-piperidin]-1'-ylmethyl)benzyl)oxy)phenyl)hex-4-ynoate

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Chemical Property of ethyl (S)-3-(4-((4-(spiro[indene-1,4'-piperidin]-1'-ylmethyl)benzyl)oxy)phenyl)hex-4-ynoate

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Technology Process of ethyl (S)-3-(4-((4-(spiro[indene-1,4'-piperidin]-1'-ylmethyl)benzyl)oxy)phenyl)hex-4-ynoate

There total 11 articles about ethyl (S)-3-(4-((4-(spiro[indene-1,4'-piperidin]-1'-ylmethyl)benzyl)oxy)phenyl)hex-4-ynoate 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:

: 137730-67-7
spiro(1H-indene-1,4'-piperidine) hydrochloride

: 1292291-39-4
ethyl (S)-3-(4-((4-(spiro[indene-1,4'-piperidin]-1'-ylmethyl)benzyl)oxy)phenyl)hex-4-ynoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydrogencarbonate / methanol; water; tetrahydrofuran / 0 - 20 °C / Large scale

1.2: 1 h / 45 °C / Large scale

2.1: lithium aluminium tetrahydride / tetrahydrofuran; 2-methyltetrahydrofuran / 10 - 20 °C / Large scale

3.1: triphenylphosphine; di-isopropyl azodicarboxylate / toluene / 1 h / 20 °C / Large scale

With lithium aluminium tetrahydride; di-isopropyl azodicarboxylate; sodium hydrogencarbonate; triphenylphosphine; In tetrahydrofuran; 2-methyltetrahydrofuran; methanol; water; toluene;
DOI:10.1021/acs.jmedchem.6b00892

Reference yield:

: 1292290-97-1
(S)-3-(4-hydroxy-phenyl)-hex-4-ynoic acid ethyl ester

: 1292291-10-1
(4-(spiro[indene-1,4'-piperidin]-1'-ylmethyl)phenyl)methanol

: 1292291-39-4
ethyl (S)-3-(4-((4-(spiro[indene-1,4'-piperidin]-1'-ylmethyl)benzyl)oxy)phenyl)hex-4-ynoate

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In toluene; at 20 ℃; for 1h; Large scale;
DOI:10.1021/acs.jmedchem.6b00892

Reference yield:

: 2417-72-3
Methyl 4-(bromomethyl)benzoate

: 1292291-39-4
ethyl (S)-3-(4-((4-(spiro[indene-1,4'-piperidin]-1'-ylmethyl)benzyl)oxy)phenyl)hex-4-ynoate

Guidance literature:: Multi-step reaction with 4 steps

1: diisobutylaluminium hydride / dichloromethane; hexane / 16 h / -78 - 20 °C

2: caesium carbonate / N,N-dimethyl-formamide / 20 °C

3: phosphorus tribromide / dichloromethane / 0.25 h / 0 °C

4: potassium carbonate / acetonitrile / 16 h / 90 °C

With phosphorus tribromide; diisobutylaluminium hydride; potassium carbonate; caesium carbonate; In hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;