(S)-2-(4-methoxy-8-oxo-1-azaspiro[4.5]dec-3-en-1-yl)-3-(4-methoxyphenyl)propanal

Base Information

Chemical Name:(S)-2-(4-methoxy-8-oxo-1-azaspiro[4.5]dec-3-en-1-yl)-3-(4-methoxyphenyl)propanal
CAS No.:915027-03-1
Molecular Formula:C₂₀H₂₅NO₄
Molecular Weight:343.423
Hs Code.:

Synonyms:(S)-2-(4-methoxy-8-oxo-1-azaspiro[4.5]dec-3-en-1-yl)-3-(4-methoxyphenyl)propanal

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Chemical Property of (S)-2-(4-methoxy-8-oxo-1-azaspiro[4.5]dec-3-en-1-yl)-3-(4-methoxyphenyl)propanal

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Technology Process of (S)-2-(4-methoxy-8-oxo-1-azaspiro[4.5]dec-3-en-1-yl)-3-(4-methoxyphenyl)propanal

There total 8 articles about (S)-2-(4-methoxy-8-oxo-1-azaspiro[4.5]dec-3-en-1-yl)-3-(4-methoxyphenyl)propanal 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%

: 915027-09-7
(S)-1-[2-hydroxy-1-(4-methoxybenzyl)ethyl]-4-methoxy-1-azaspiro[4.5]dec-3-ene-8-one

: 915027-03-1
(S)-2-(4-methoxy-8-oxo-1-azaspiro[4.5]dec-3-en-1-yl)-3-(4-methoxyphenyl)propanal

Guidance literature:: With pyridine-SO₃ complex; triethylamine; In dimethyl sulfoxide; at 0 - 20 ℃;
DOI:10.1021/ol061538y

Reference yield:

: 248279-36-9
(S)-1-[(tert-butyldimethylsilyl)oxy]-3-(4-methoxyphenyl)-2-propylamine

: 915027-03-1
(S)-2-(4-methoxy-8-oxo-1-azaspiro[4.5]dec-3-en-1-yl)-3-(4-methoxyphenyl)propanal

Guidance literature:: Multi-step reaction with 6 steps

1.1: CH₂Cl₂ / 16 h / 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

2.2: tetrahydrofuran; hexane / 5 h / -78 - -20 °C

3.1: 286 mg / K₂CO₃; silver nitrate / acetonitrile / 12 h / 20 °C

4.1: 69 percent / bis(trifluoroacetate) iodobenzene / acetonitrile; H₂O / 0.3 h / 20 °C

5.1: 81 percent / TBAF / tetrahydrofuran / 2 h / 20 °C

6.1: 87 percent / triethylamine; SO₃-pyridine / dimethylsulfoxide / 0 - 20 °C

With n-butyllithium; pyridine-SO₃ complex; tetrabutyl ammonium fluoride; potassium carbonate; silver nitrate; triethylamine; bis-[(trifluoroacetoxy)iodo]benzene; In tetrahydrofuran; hexane; dichloromethane; water; dimethyl sulfoxide; acetonitrile;
DOI:10.1021/ol061538y

Reference yield:

: 915027-00-8
[1-(tert-butyl-dimethyl-silanyloxymethyl)-2-(4-methoxy-phenyl)-ethyl]-(1,4-dithia-spiro[4.5]dec-8-ylidene)-amine

: 915027-03-1
(S)-2-(4-methoxy-8-oxo-1-azaspiro[4.5]dec-3-en-1-yl)-3-(4-methoxyphenyl)propanal

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

1.2: tetrahydrofuran; hexane / 5 h / -78 - -20 °C

2.1: 286 mg / K₂CO₃; silver nitrate / acetonitrile / 12 h / 20 °C

3.1: 69 percent / bis(trifluoroacetate) iodobenzene / acetonitrile; H₂O / 0.3 h / 20 °C

4.1: 81 percent / TBAF / tetrahydrofuran / 2 h / 20 °C

5.1: 87 percent / triethylamine; SO₃-pyridine / dimethylsulfoxide / 0 - 20 °C

With n-butyllithium; pyridine-SO₃ complex; tetrabutyl ammonium fluoride; potassium carbonate; silver nitrate; triethylamine; bis-[(trifluoroacetoxy)iodo]benzene; In tetrahydrofuran; hexane; water; dimethyl sulfoxide; acetonitrile;
DOI:10.1021/ol061538y