(5R,7S)-1-(3-fluorophenyl)-8-[4-hydroxy-3-(5-methyl-1H-pyrazol-1-yl)benzyl]-7-methyl-1,8-diazaspiro[4.5]dec-3-en-2-one

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Chemical Name:(5R,7S)-1-(3-fluorophenyl)-8-[4-hydroxy-3-(5-methyl-1H-pyrazol-1-yl)benzyl]-7-methyl-1,8-diazaspiro[4.5]dec-3-en-2-one
CAS No.:1416161-72-2
Molecular Formula:C₂₆H₂₇FN₄O₂
Molecular Weight:446.524
Hs Code.:

Synonyms:(5R,7S)-1-(3-fluorophenyl)-8-[4-hydroxy-3-(5-methyl-1H-pyrazol-1-yl)benzyl]-7-methyl-1,8-diazaspiro[4.5]dec-3-en-2-one

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Chemical Property of (5R,7S)-1-(3-fluorophenyl)-8-[4-hydroxy-3-(5-methyl-1H-pyrazol-1-yl)benzyl]-7-methyl-1,8-diazaspiro[4.5]dec-3-en-2-one

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Technology Process of (5R,7S)-1-(3-fluorophenyl)-8-[4-hydroxy-3-(5-methyl-1H-pyrazol-1-yl)benzyl]-7-methyl-1,8-diazaspiro[4.5]dec-3-en-2-one

There total 17 articles about (5R,7S)-1-(3-fluorophenyl)-8-[4-hydroxy-3-(5-methyl-1H-pyrazol-1-yl)benzyl]-7-methyl-1,8-diazaspiro[4.5]dec-3-en-2-one 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: 100.0%

: 1416161-80-2
4-hydroxy-3-(5-methyl-1H-pyrazol-1-yl)benzaldehyde

: 1416161-79-9
C₁₅H₁₇FN₂O*ClH

: 1416161-72-2
(5R,7S)-1-(3-fluorophenyl)-8-[4-hydroxy-3-(5-methyl-1H-pyrazol-1-yl)benzyl]-7-methyl-1,8-diazaspiro[4.5]dec-3-en-2-one

Guidance literature:: 4-hydroxy-3-(5-methyl-1H-pyrazol-1-yl)benzaldehyde; C₁₅H₁₇FN₂O*ClH; With triethylamine; In tetrahydrofuran; at 20 ℃; for 0.5h;

With sodium tris(acetoxy)borohydride; In tetrahydrofuran;
DOI:10.1021/op400115g

Reference yield: 78.0%

: 1416161-80-2
4-hydroxy-3-(5-methyl-1H-pyrazol-1-yl)benzaldehyde

: (5R,7S)-1-(3-fluorophenyl)-7-methyl-1,8-diazaspiro[4.5]dec-3-en-2-one hydrochloride

: 1416161-72-2
(5R,7S)-1-(3-fluorophenyl)-8-[4-hydroxy-3-(5-methyl-1H-pyrazol-1-yl)benzyl]-7-methyl-1,8-diazaspiro[4.5]dec-3-en-2-one

Guidance literature:: 4-hydroxy-3-(5-methyl-1H-pyrazol-1-yl)benzaldehyde; (5R,7S)-1-(3-fluorophenyl)-7-methyl-1,8-diazaspiro[4.5]dec-3-en-2-one hydrochloride; With triethylamine; In tetrahydrofuran; for 0.5h;

With sodium tris(acetoxy)borohydride; In tetrahydrofuran; for 18h;

Reference yield:

: 190906-91-3
3,4-dihydro-2-methyl-4-oxo-1(2H)-pyridinecarboxylic acid phenylmethyl ester

: 1416161-72-2
(5R,7S)-1-(3-fluorophenyl)-8-[4-hydroxy-3-(5-methyl-1H-pyrazol-1-yl)benzyl]-7-methyl-1,8-diazaspiro[4.5]dec-3-en-2-one

Guidance literature:: Multi-step reaction with 12 steps

1.1: acetic acid / zinc / 3 h / 60 °C

2.1: Chiralpak AD / methanol

3.1: lithium hexamethyldisilazane / tetrahydrofuran / -70 - -20 °C

3.2: 12 h / -5 - 5 °C

4.1: tetrabutyl ammonium fluoride; acetic acid / 2-methyltetrahydrofuran / 0.5 h / 20 °C

5.1: 0 °C

5.2: 12 h / -5 - 20 °C

6.1: -5 - 5 °C

6.2: -5 °C

7.1: sodium ethanolate / ethanol; 2-methyltetrahydrofuran / 4 h / 15 - 25 °C

8.1: water / 2-methyltetrahydrofuran / Reflux

9.1: sodium tetrahydroborate / 2-methyltetrahydrofuran / 15 - 25 °C

10.1: triethylamine; methanesulfonyl chloride / dichloromethane / 0.33 h / 10 °C

10.2: 0.33 h / 10 °C

11.1: hydrogenchloride / ethyl acetate; water / 1 h / 50 °C

12.1: triethylamine / tetrahydrofuran / 0.5 h

12.2: 18 h

With hydrogenchloride; sodium tetrahydroborate; tetrabutyl ammonium fluoride; water; sodium ethanolate; acetic acid; methanesulfonyl chloride; triethylamine; lithium hexamethyldisilazane; zinc; In tetrahydrofuran; 2-methyltetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate;