3-benzyloxy-4-[(1-phenylthio-2-naphthyl)methyl]-5-(1-methoxycarbonyl-4-piperidyl)isoxazol

Base Information

Chemical Name:3-benzyloxy-4-[(1-phenylthio-2-naphthyl)methyl]-5-(1-methoxycarbonyl-4-piperidyl)isoxazol
CAS No.:841259-81-2
Molecular Formula:C₃₄H₃₂N₂O₄S
Molecular Weight:564.705
Hs Code.:

Synonyms:3-benzyloxy-4-[(1-phenylthio-2-naphthyl)methyl]-5-(1-methoxycarbonyl-4-piperidyl)isoxazol

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Chemical Property of 3-benzyloxy-4-[(1-phenylthio-2-naphthyl)methyl]-5-(1-methoxycarbonyl-4-piperidyl)isoxazol

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Technology Process of 3-benzyloxy-4-[(1-phenylthio-2-naphthyl)methyl]-5-(1-methoxycarbonyl-4-piperidyl)isoxazol

There total 9 articles about 3-benzyloxy-4-[(1-phenylthio-2-naphthyl)methyl]-5-(1-methoxycarbonyl-4-piperidyl)isoxazol 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: 36.0%

: 882-33-7
diphenyldisulfane

: 841259-48-1
3-benzyloxy-4-[(1-bromo-2-naphthyl)methyl]-5-(1-methoxycarbonyl-4-piperidyl)isoxazol

: 841259-81-2
3-benzyloxy-4-[(1-phenylthio-2-naphthyl)methyl]-5-(1-methoxycarbonyl-4-piperidyl)isoxazol

Guidance literature:: 3-benzyloxy-4-[(1-bromo-2-naphthyl)methyl]-5-(1-methoxycarbonyl-4-piperidyl)isoxazol; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h;

diphenyldisulfane; In tetrahydrofuran; hexane; at -78 ℃; for 4h;
DOI:10.1021/jm049256w

Reference yield:

: 37763-43-2
1-bromo-2-(bromomethyl)naphthalene

: 841259-81-2
3-benzyloxy-4-[(1-phenylthio-2-naphthyl)methyl]-5-(1-methoxycarbonyl-4-piperidyl)isoxazol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 2-nitropropane; NaOEt / ethanol / 65 h / 20 °C

2.1: iPrMgCl / tetrahydrofuran; hexane / 1 h / -30 - 0 °C

2.2: 72 percent / tetrahydrofuran; hexane / 25 h / 20 °C

3.1: 80 percent / triethylsilane; TFA / CH₂Cl₂ / 21.5 h / 0 - 20 °C

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

4.2: 36 percent / tetrahydrofuran; hexane / 4 h / -78 °C

With triethylsilane; n-butyllithium; 2-nitropropane; isopropylmagnesium chloride; sodium ethanolate; trifluoroacetic acid; In tetrahydrofuran; ethanol; hexane; dichloromethane;
DOI:10.1021/jm049256w

Reference yield:

: 2586-62-1
1-bromo-2-methylnaphtalene

: 841259-81-2
3-benzyloxy-4-[(1-phenylthio-2-naphthyl)methyl]-5-(1-methoxycarbonyl-4-piperidyl)isoxazol

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-bromosuccinimide; benzoyl peroxide / CCl₄ / 40 h / 75 °C

2.1: 2-nitropropane; NaOEt / ethanol / 65 h / 20 °C

3.1: iPrMgCl / tetrahydrofuran; hexane / 1 h / -30 - 0 °C

3.2: 72 percent / tetrahydrofuran; hexane / 25 h / 20 °C

4.1: 80 percent / triethylsilane; TFA / CH₂Cl₂ / 21.5 h / 0 - 20 °C

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

5.2: 36 percent / tetrahydrofuran; hexane / 4 h / -78 °C

With triethylsilane; N-Bromosuccinimide; n-butyllithium; 2-nitropropane; isopropylmagnesium chloride; sodium ethanolate; trifluoroacetic acid; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane; ethanol; hexane; dichloromethane;
DOI:10.1021/jm049256w